| Ridgefield 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1808 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Newtown | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | TBA | ||
| TBA | JV Baseball | Bridgeport Central | Home - East Ridge MS [Directions] | TBA | ||
| TBA | FR Baseball | Newtown | Home - East Ridge MS [Directions] | TBA | ||
| TBA | FR Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | TBA | 2:30 p.m. | |
| TBA | FR Football | Trumbull (Scrim.) | Home - Tiger Hollow Turf Field II [Directions] | Cancelled | ||
| TBA | JV Boys Golf | Fairfield Warde, Fairfield Ludlowe | Away - Smith Richardson [Directions] | 3:50 p.m. | TBA | April 26 - postponed - reschedule TBA |
| TBA | FR Boys Soccer | Fairfield Ludlowe | Home - RHS Lower Grass Field [Directions] | TBA | ||
| TBA | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | 2:30 pm | |
| TBA | JV Boys Tennis | New Canaan | Home - Yanity Tennis Courts [Directions] | TBA | TBA | |
| TBA | V Co-ed Alpine Skiing | Slalom Shootout at Mt. Southington | Away | Cancelled | ||
| TBA | FR Girls Basketball | Immaculate | Home - RHS Main Gym [Directions] | TBA | ||
| TBA | FR Girls Basketball | St. Joseph | Home - RHS Main Gym [Directions] | TBA | ||
| TBA | FR Girls Basketball | St. Joseph | Home - RHS Main Gym [Directions] | TBA | ||
| TBA | JV Softball | Immaculate | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 7/1 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Turf Field II | 6:00 p.m.-8:30p.m. | ||
| Wed., 7/1 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Scotts Ridge MS Turf | 6:00 p.m.-8:30p.m. | ||
| Thu., 7/2 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:30 p.m.-8:30p.m. | ||
| Thu., 7/2 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | ||
| Mon., 7/6 | Miscellaneous Events | Soccer Outreach Camp | - Scotts Ridge MS Turf | 9:00 a.m.-12:00p.m. | ||
| Mon., 7/6 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/6 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/6 | Miscellaneous Events | Westchester Elite Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | Makeup Rain Date | |
| Tue., 7/7 | Miscellaneous Events | Soccer Outreach Camp | - Scotts Ridge MS Turf | 9:00 a.m.-12:00p.m. | ||
| Tue., 7/7 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | ||
| Tue., 7/7 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | ||
| Tue., 7/7 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 5:00 p.m.-8:00pm | ||
| Tue., 7/7 | Miscellaneous Events | Girls Superstar Lacrosse | - Tiger Hollow Turf Field II | 8:00 p.m.-9:30p.m. | ||
| Wed., 7/8 | Miscellaneous Events | Soccer Outreach Camp | - Scotts Ridge MS Turf | 9:00 a.m.-12:00p.m. | ||
| Wed., 7/8 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Stadium | 6:00 p.m.-8:30p.m. | ||
| Wed., 7/8 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Turf Field II | 6:00 p.m.-8:30p.m. | ||
| Thu., 7/9 | Miscellaneous Events | Soccer Outreach Camp | - Scotts Ridge MS Turf | 9:00 a.m.-12:00p.m. | ||
| Thu., 7/9 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 5:00 p.m.-8:00p.m. | ||
| Thu., 7/9 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | ||
| Thu., 7/9 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | ||
| Fri., 7/10 | Miscellaneous Events | Soccer Outreach Camp | - Scotts Ridge MS Turf | 9:00 a.m.-12:00p.m. | ||
| Sun., 7/12 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 7/13 | Miscellaneous Events | Ridgefield Youth Field Hockey Camp | - Tiger Hollow Stadium | 9:00a.m. - 11:30a.m. | ||
| Mon., 7/13 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/13 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/13 | Miscellaneous Events | Westchester Elite Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | Makeup Rain Date | |
| Tue., 7/14 | Miscellaneous Events | Ridgefield Youth Field Hockey Camp | - Tiger Hollow Stadium | 9:00a.m. - 11:30a.m. | ||
| Tue., 7/14 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | ||
| Tue., 7/14 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | ||
| Tue., 7/14 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 5:00 p.m.-8:00pm | ||
| Tue., 7/14 | Miscellaneous Events | Girls Superstar Lacrosse | - Tiger Hollow Turf Field II | 8:00 p.m.-9:30p.m. | ||
| Wed., 7/15 | Miscellaneous Events | Ridgefield Youth Field Hockey Camp | - Tiger Hollow Stadium | 9:00a.m. - 11:30a.m. | ||
| Wed., 7/15 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Stadium | 6:00 p.m.-8:30p.m. | ||
| Wed., 7/15 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Turf Field II | 6:00 p.m.-8:30p.m. | ||
| Thu., 7/16 | Miscellaneous Events | Ridgefield Youth Field Hockey Camp | - Tiger Hollow Stadium | 9:00a.m. - 11:30a.m. | ||
| Thu., 7/16 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | ||
| Thu., 7/16 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | ||
| Thu., 7/16 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | ||
| Fri., 7/17 | Miscellaneous Events | Ridgefield Youth Field Hockey Camp | - Tiger Hollow Stadium | 9:00a.m. - 11:30a.m. | ||
| Sun., 7/19 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 7/20 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/20 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/20 | Miscellaneous Events | Westchester Elite Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | Makeup Rain Date | |
| Tue., 7/21 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 - 8:00 p.m. | ||
| Wed., 7/22 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Stadium | 6:00 p.m.-8:30p.m. | ||
| Wed., 7/22 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Turf Field II | 6:00 p.m.-8:30p.m. | ||
| Fri., 7/24 | Miscellaneous Events | Sprinturf Maintenance | - Tiger Hollow Stadium | 8:00 a.m.-12:00p.m. | ||
| Sat., 7/25 | Miscellaneous Events | Ridgefield Police Department Fitness Testing | - Tiger Hollow Stadium | 12:00 p.m.-4:00p.m. | ||
| Sun., 7/26 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 7/27 | Miscellaneous Events | P & R Track & Field Camp | - Tiger Hollow Stadium | 9:00 a.m.-12:00p.m. | ||
| Mon., 7/27 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/27 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-8:00pm | Makeup Rain Date | |
| Mon., 7/27 | Miscellaneous Events | Westchester Elite Lacrosse | - Scotts Ridge MS Turf | 5:30 p.m.-8:30p.m. | Makeup Rain Date | |
| Tue., 7/28 | Miscellaneous Events | P & R Track & Field Camp | - Tiger Hollow Stadium | 9:00 a.m.-12:00p.m. | ||
| Wed., 7/29 | Miscellaneous Events | P & R Track & Field Camp | - Tiger Hollow Stadium | 9:00 a.m.-12:00p.m. | ||
| Wed., 7/29 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Stadium | 6:00 p.m.-8:30p.m. | ||
| Wed., 7/29 | Miscellaneous Events | Westchester Elite Girls Lacrosse | - Tiger Hollow Turf Field II | 6:00 p.m.-8:30p.m. | ||
| Thu., 7/30 | Miscellaneous Events | P & R Track & Field Camp | - Tiger Hollow Stadium | 9:00 a.m.-12:00p.m. | ||
| Fri., 7/31 | Miscellaneous Events | P & R Track & Field Camp | - Tiger Hollow Stadium | 9:00 a.m.-12:00p.m. | ||
| Sun., 8/2 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 8/3 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Mon., 8/3 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/4 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/4 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/5 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/5 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/6 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/6 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/7 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/7 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Sun., 8/9 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 8/10 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Mon., 8/10 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Mon., 8/10 | Miscellaneous Events | RHS Field Hockey Clinic | - Tiger Hollow Stadium | 5:00 p.m.-8:00p.m. | ||
| Tue., 8/11 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/11 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/11 | Miscellaneous Events | RHS Field Hockey Clinic | - Tiger Hollow Stadium | 5:00 p.m.-8:00p.m. | ||
| Wed., 8/12 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/12 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/12 | Miscellaneous Events | RHS Field Hockey Clinic | - Tiger Hollow Stadium | 5:00 p.m.-8:00p.m. | ||
| Thu., 8/13 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/13 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/13 | Miscellaneous Events | RHS Field Hockey Clinic | - Tiger Hollow Stadium | 5:00 p.m.-8:00p.m. | ||
| Fri., 8/14 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/14 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/14 | Miscellaneous Events | RHS Field Hockey Clinic | - Tiger Hollow Stadium | 5:00 p.m.-8:00p.m. | ||
| Sun., 8/16 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 8/17 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Mon., 8/17 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Mon., 8/17 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Stadium | 5:00 p.m.-8:30p.m. | ||
| Tue., 8/18 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/18 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Tue., 8/18 | Miscellaneous Events | RHS Girls Soccer Conditioning | - Scotts Ridge MS Turf | 9:00 a.m. - 11:00 a.m. | ||
| Tue., 8/18 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Stadium | 5:00 p.m.-8:30p.m. | ||
| Wed., 8/19 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/19 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Wed., 8/19 | Miscellaneous Events | RHS Girls Soccer Conditioning | - Scotts Ridge MS Turf | 9:00 a.m. - 11:00 a.m. | ||
| Wed., 8/19 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Stadium | 5:00 p.m.-8:30p.m. | ||
| Thu., 8/20 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/20 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Thu., 8/20 | Miscellaneous Events | RHS Girls Soccer Conditioning | - Scotts Ridge MS Turf | 9:00 a.m. - 11:00 a.m. | ||
| Thu., 8/20 | Miscellaneous Events | Turf Maintenance | - Tiger Hollow Turf Field II | 12:30 p.m.-2:30pm | ||
| Thu., 8/20 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Stadium | 5:00 p.m.-8:30p.m. | ||
| Fri., 8/21 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Turf Field II | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/21 | Miscellaneous Events | SCOR Soccer Camp | - Tiger Hollow Stadium | 8:30 a.m.-12:00p.m. | ||
| Fri., 8/21 | Miscellaneous Events | RHS Girls Soccer Conditioning | - Scotts Ridge MS Turf | 9:00 a.m. - 11:00 a.m. | ||
| Fri., 8/21 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Stadium | 5:00 p.m.-8:30p.m. | ||
| Sun., 8/23 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00a.m. | ||
| Mon., 8/24 | Miscellaneous Events | RHS Girls Soccer Conditioning | - Scotts Ridge MS Turf | 11:00 a.m. - 1:00 p.m. | ||
| Mon., 8/24 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 8/25 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 8/25 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Tue., 8/25 | School Holidays and Closings | First Day of School Grades K-9 | ||||
| Wed., 8/26 | V Football | Brookfield (Scrim.) | Away - BHS Stadium Field [Directions] | 5:00 p.m. | 3 pm | |
| Wed., 8/26 | FR Football | Newtown (Scrim.) | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Wed., 8/26 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 4:30 p.m.-6:30pm | ||
| Wed., 8/26 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 8/26 | School Holidays and Closings | First Day of School Grades 10-12 | ||||
| Thu., 8/27 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 8/27 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 8/28 | Miscellaneous Events | Ridgefield Youth Football | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Sun., 8/30 | Miscellaneous Events | RYF Jamboree | - Tiger Hollow Stadium | 8:00 a.m.-12:00p.m. | ||
| Sun., 8/30 | Miscellaneous Events | RYF Jamboree | - Tiger Hollow Turf Field II | 8:00 a.m.-12:00p.m. | ||
| Sun., 8/30 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-9:00p.m. | ||
| Sun., 8/30 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-9:00p.m. | ||
| Mon., 8/31 | V Boys Soccer | John Jay (NY) (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Mon., 8/31 | V Girls Soccer | Bethel (Scrim.) | Home - Scotts Ridge MS Turf [Directions] | 3:30 p.m. | ||
| Mon., 8/31 | JV Girls Soccer | Bethel (Scrim.) | Home - RHS Lower Grass Field [Directions] | 4:30 p.m. | ||
| Mon., 8/31 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 9/1 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 9/2 | V Boys Soccer | New Milford (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Wed., 9/2 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 9/3 | V Football | Pomperaug (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/3 | V Field Hockey | John Jay (NY) (Scrim.) | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Thu., 9/3 | V Girls Volleyball | Val Dickinson Jamboree at Staples HS | Away | 3:30 p.m. | 2:15 pm | at Staples High School |
| Thu., 9/3 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:30 p.m.-10:00p.m. | ||
| Fri., 9/4 | FR Football | Pomperaug (Scrim.) | Home - Tiger Hollow Turf Field II [Directions] | 5:00 p.m. | ||
| Fri., 9/4 | V Girls Soccer | New Milford (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Fri., 9/4 | JV Girls Soccer | New Milford (Scrim.) | Home - RHS Lower Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 9/4 | V Girls Volleyball | Masuk (Scrim.) | Home - RHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 9/4 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:00 p.m.-10:00 p.m. | ||
| Sat., 9/5 | V Boys Soccer | New Fairfield (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Sat., 9/5 | V Field Hockey | Rebel Field Hockey Jamboree - New Fairfield | Away | 9:00 a.m. | 8 am | |
| Sat., 9/5 | Miscellaneous Events | RYF | Home - Tiger Hollow Stadium [Directions] | 11:00 a.m.-4:30p.m. | ||
| Sat., 9/5 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m. - 11:00 a.m. | ||
| Sun., 9/6 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Mon., 9/7 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Mon., 9/7 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Mon., 9/7 | School Holidays and Closings | Labor Day - School Closed | ||||
| Tue., 9/8 | V Field Hockey | Bethel (Scrim.) | Home - Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 9/8 | JV Field Hockey | Bethel (Scrim.) | Home - Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 9/8 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 9/8 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 9/9 | V Girls Volleyball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 5:00 p.m. | 2:30 pm | scrimmage moved to Weston - Gym has AC |
| Wed., 9/9 | JV Girls Volleyball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 3:45 p.m. | 2:30 pm | Scrimmage moved to Weston - gym has AC |
| Wed., 9/9 | Miscellaneous Events | Turf Maintenance | - Tiger Hollow Turf Field II | 4:30 p.m.-6:00pm | ||
| Wed., 9/9 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 9/10 | V Girls Volleyball | Newtown (Scrim.) | Away - Newtown HS Gymnasium [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 9/10 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 9/10 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Thu., 9/10 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 9/10 | Miscellaneous Events | RHS Open House | Home [Directions] | 7:00 p.m. | ||
| Fri., 9/11 | V Boys Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | L 0-1 | 2:30 pm | |
| Fri., 9/11 | JV Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe MS [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 9/11 | V Field Hockey | Norwalk | Home - Tiger Hollow Stadium [Directions] | L 1-2 | ||
| Fri., 9/11 | JV Field Hockey | Norwalk | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Fri., 9/11 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - Pool at Barlow Mountain School [Directions] | Ridgefield Wins 96-79 | ||
| Fri., 9/11 | FR Girls Volleyball | Weston (Scrim.) | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 9/11 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Sat., 9/12 | V Boys Cross Country | Somers Big Red Invite at Somers , NY | Away | 9:25 a.m. | ||
| Sat., 9/12 | V Girls Soccer | Fairfield Ludlowe | Home - Tiger Hollow Stadium [Directions] | T 0-0 | ||
| Sat., 9/12 | JV Girls Soccer | Fairfield Ludlowe | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Sat., 9/12 | Miscellaneous Events | RYF | - Tiger Hollow Turf Field II | 10:30 a.m.-12:30pm | ||
| Sat., 9/12 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m. - 11:00 a.m. | ||
| Sat., 9/12 | School Holidays and Closings | ACT test date | ||||
| Sun., 9/13 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 9/13 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 9/13 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 8:30 a.m.-11:30a.m. | ||
| Sun., 9/13 | Miscellaneous Events | RYF | Home - Tiger Hollow Turf Field II [Directions] | 12:00 p.m.-4:30p.m. | ||
| Sun., 9/13 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-4:30pm | ||
| Sun., 9/13 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Stadium | 5:00 p.m.-9:00p.m. | ||
| Sun., 9/13 | Miscellaneous Events | Superstars Lacrosse | - Tiger Hollow Turf Field II | 5:00 p.m.-9:00p.m. | ||
| Mon., 9/14 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Mon., 9/14 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Mon., 9/14 | School Holidays and Closings | Rosh Hashanah - School closed | ||||
| Tue., 9/15 | V Boys Cross Country | Fairfield Warde, Greenwich, Norwalk | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/15 | FR Boys Soccer | Newtown | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/15 | V Girls Cross Country | Fairfield Warde, Greenwich, Norwalk | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/15 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | L 2-4 | 2:30 pm | |
| Tue., 9/15 | JV Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 5:30 p.m. | 2:30 pm | |
| Tue., 9/15 | FR Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 9/15 | FR Girls Soccer | Newtown | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Tue., 9/15 | V Girls Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | Ridgefield wins 96-67 | 2:30 pm | |
| Tue., 9/15 | V Girls Volleyball | Brookfield | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Tue., 9/15 | JV Girls Volleyball | Brookfield | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/15 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 9/15 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 9/15 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Tue., 9/15 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 9/15 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 9/16 | FR Field Hockey | New Canaan | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 9/16 | V Girls Volleyball | Bethel | Away - Bethel HS [Directions] | W 3-0 | 2:30 pm | |
| Wed., 9/16 | JV Girls Volleyball | Bethel | Away - Bethel HS [Directions] | 3:30 p.m. | 2:30 pm | |
| Wed., 9/16 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Away | 5:00 p.m. | 3:30 pm | |
| Wed., 9/16 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 9/17 | FR Football | New Canaan | Away - Dunning Stadium [Directions] | 5:00 p.m. | 3 pm | |
| Thu., 9/17 | V Boys Soccer | Staples | Home - Tiger Hollow Stadium [Directions] | L 1-3 | ||
| Thu., 9/17 | JV Boys Soccer | Staples | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 9/17 | FR Boys Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 9/17 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 9/17 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 9/17 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 9/18 | V Football | New Canaan | Home - Tiger Hollow Stadium [Directions] | L 17-45 | ||
| Fri., 9/18 | V Sideline Cheerleading | New Canaan | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/18 | Fall Dance Team | New Canaan | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/18 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | W 5-1 | 4 pm | ERMS Drop Off |
| Fri., 9/18 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | 4 pm | ERMS Drop Off |
| Fri., 9/18 | FR Field Hockey | Newtown | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 9/18 | V Girls Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | L 4-3 | 2:30 pm | |
| Fri., 9/18 | JV Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 9/18 | FR Girls Soccer | Staples | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 9/18 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 5:30 p.m.-7:00pm | ||
| Sat., 9/19 | V Boys Cross Country | Regis Invite at Van Cortlandt Park | Away | Cancelled | ||
| Sat., 9/19 | JV Football | New Canaan | Home - Tiger Hollow Stadium [Directions] | 10:30 a.m. | ||
| Sat., 9/19 | V Boys Soccer | Greenwich | Away - Cardinal Stadium [Directions] | L 2-4 | 9 am | |
| Sat., 9/19 | JV Boys Soccer | Greenwich | Away - GHS Field 3 [Directions] | 11:00 a.m. | 9 am | |
| Sat., 9/19 | FR Boys Soccer | Greenwich | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Sat., 9/19 | V Girls Cross Country | Wilton XC Invitational | Away | 9:30 a.m. | 8 am | |
| Sat., 9/19 | Miscellaneous Events | RYFH | - Tiger Hollow Turf Field II | 9:00 a.m.-11:00 a.m. | ||
| Sat., 9/19 | Miscellaneous Events | RYF | Home - Tiger Hollow Stadium [Directions] | 1:00 p.m.-6:00 p.m. | ||
| Sun., 9/20 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 9/20 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 9/20 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-7:00pm | ||
| Mon., 9/21 | FR Field Hockey | Fairfield Ludlowe | Away - FLHS Front Field [Directions] | 4:00 p.m. | 2:30 pm | ERMS Drop Off |
| Mon., 9/21 | V Girls Swimming and Diving | Westhill/Stamford | Away - Westhill Pool [Directions] | 4:00 p.m. | 2:00 pm | |
| Mon., 9/21 | FR Girls Volleyball | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 9/21 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:30 p.m.-10:00p.m. | ||
| Tue., 9/22 | V Boys Cross Country | St. Joseph, Wilton, New Canaan, Trinity Catholic | Away - St. Joseph HS [Directions] | 4:00 p.m. | 2 pm | Dismissal at 1:45 pm |
| Tue., 9/22 | V Boys Soccer | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | W 3-0 | Dismissal at 2 pm | |
| Tue., 9/22 | JV Boys Soccer | Brien McMahon | Home - RHS Lower Grass Field [Directions] | 3:00 p.m. | Dismissal at 2 pm | |
| Tue., 9/22 | V Girls Cross Country | St. Joseph, Wilton, New Canaan, Trinity Catholic | Away [Directions] | 4:00 p.m. | 2 pm | Dismissal at 1:45 pm |
| Tue., 9/22 | FR Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 3:30 p.m. | 2:00 pm | Dismissal at 1:45 pm |
| Tue., 9/22 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 9/22 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 9/22 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 9/23 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 9/23 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Wed., 9/23 | School Holidays and Closings | Yom Kippur - School closed | ||||
| Thu., 9/24 | FR Football | Fairfield Ludlowe | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m. | ||
| Thu., 9/24 | V Field Hockey | Fairfield Ludlowe | Home - Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Thu., 9/24 | JV Field Hockey | Fairfield Ludlowe | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Thu., 9/24 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | W 5-0 | 5 pm | |
| Thu., 9/24 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | 4:00 pm | |
| Thu., 9/24 | FR Girls Soccer | Danbury | Away - Danbury HS Stadium [Directions] | 6:00 p.m. | 4:30 p.m. | |
| Thu., 9/24 | V Girls Volleyball | Masuk | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Thu., 9/24 | JV Girls Volleyball | Masuk | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/24 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 4:30 p.m. | 3 pm | |
| Thu., 9/24 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 9/24 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 9/25 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | W 44-7 | 4:00 pm | |
| Fri., 9/25 | V Boys Soccer | Fairfield Warde | Home - Tiger Hollow Stadium [Directions] | W 3-0 | ||
| Fri., 9/25 | JV Boys Soccer | Fairfield Warde | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 9/25 | FR Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 9/25 | V Sideline Cheerleading | Fairfield Ludlowe | Away [Directions] | 7:00 p.m. | 5:30 pm | |
| Fri., 9/25 | FR Field Hockey | Trumbull | Home - RHS Upper Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 9/25 | FR Girls Volleyball | Danbury | Home - RHS Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 9/25 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Sat., 9/26 | V Boys Cross Country | Xavier Invitational - Williston Park, NY | Away | TBA | ||
| Sat., 9/26 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | L 2-4 | 7:30 am | |
| Sat., 9/26 | JV Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 9:00 a.m. | 7:30 am | |
| Sat., 9/26 | V Girls Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | T 2-2 | 10 am | |
| Sat., 9/26 | JV Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 12:00 p.m. | 10 am | |
| Sat., 9/26 | FR Girls Soccer | Fairfield Warde | Home - RHS Lower Grass Field [Directions] | 10:00 a.m. | ||
| Sat., 9/26 | V Girls Volleyball | John Jay Invitational | Away | 9:00 a.m. | 7:45 am | |
| Sat., 9/26 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m. - 11:00 a.m. | ||
| Sun., 9/27 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 9/27 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 9/27 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 8:30 a.m.-11:30a.m. | ||
| Sun., 9/27 | Miscellaneous Events | SCOR | - Tiger Hollow Turf Field II | 12:00 p.m.-7:00pm | ||
| Sun., 9/27 | Miscellaneous Events | RYF | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m.-8:00 p.m. | ||
| Mon., 9/28 | JV Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:30 p.m. | 3 pm | |
| Mon., 9/28 | V Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | T 2-2 | 4:15 pm | |
| Mon., 9/28 | JV Boys Soccer | Wilton | Away - Allen's Field [Directions] | 4:15 p.m. | 2:30 pm | |
| Mon., 9/28 | FR Boys Soccer | Wilton | Home - RHS Lower Grass Field [Directions] | 4:30 p.m. | ||
| Mon., 9/28 | V Field Hockey | Greenwich | Home - Tiger Hollow Stadium [Directions] | L 2-3 | ||
| Mon., 9/28 | JV Field Hockey | Greenwich | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/28 | V Girls Volleyball | Staples | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Mon., 9/28 | JV Girls Volleyball | Staples | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 9/28 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 9/28 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 9/29 | V Boys Cross Country | Danbury, Bridgeport Central, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 9/29 | V Girls Cross Country | Danbury, Bridgeport Central, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 9/29 | FR Field Hockey | Greenwich | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Girls Soccer | Wilton | Home - Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Tue., 9/29 | JV Girls Soccer | Wilton | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | FR Girls Soccer | Wilton | Away - Allen's Field [Directions] | 4:15 p.m. | 2:45 pm | |
| Tue., 9/29 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 9/29 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 9/29 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 9/30 | V Boys Soccer | Darien | Home - Tiger Hollow Stadium [Directions] | T 0-0 | ||
| Wed., 9/30 | JV Boys Soccer | Darien | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Wed., 9/30 | FR Boys Soccer | Darien | Away - DHS Turf #2 [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 9/30 | V Field Hockey | St. Joseph | Away - St. Joseph HS [Directions] | W 6-0 | 2:30 pm | |
| Wed., 9/30 | JV Field Hockey | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:15 p.m. | 2:30 pm | |
| Wed., 9/30 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | L 3-2 | 2:30 pm | |
| Wed., 9/30 | JV Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm | |
| Wed., 9/30 | FR Girls Volleyball | Greenwich | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/30 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 9/30 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Thu., 10/1 | FR Football | Norwalk | Away - Nathan Hale M.S. Lower [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 10/1 | V Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | W 3-1 | 3 pm | |
| Thu., 10/1 | JV Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:30 p.m. | 3 pm | |
| Thu., 10/1 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 2-3 | 2:30 pm | |
| Thu., 10/1 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:15 p.m. | 2:30 pm | |
| Thu., 10/1 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 10/1 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Thu., 10/1 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 10/1 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 10/2 | V Football | Norwalk | Home - Tiger Hollow Stadium [Directions] | W 24-15 | RYF Future Stars Night | |
| Fri., 10/2 | V Sideline Cheerleading | Norwalk | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/2 | Fall Dance Team | Norwalk | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/2 | V Girls Soccer | Greenwich | Home - Tiger Hollow Stadium [Directions] | T 0-0 | ||
| Fri., 10/2 | JV Girls Soccer | Greenwich | Home - Scotts Ridge MS Turf [Directions] | 3:30 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Norwalk/McMahon | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Volleyball | Brien McMahon | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 10/2 | JV Girls Volleyball | Brien McMahon | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 5:30 p.m.-7:00pm | ||
| Sat., 10/3 | JV Football | Norwalk | Home - Tiger Hollow Stadium [Directions] | 11:00 a.m. | ||
| Sat., 10/3 | V Girls Cross Country | Woods Trail Run Invitational, Thetford, VT | Away | Cancelled | ||
| Sat., 10/3 | V Field Hockey | New Fairfield | Home - Tiger Hollow Stadium [Directions] | W 3-1 | ||
| Sat., 10/3 | JV Field Hockey | New Fairfield | Home - Tiger Hollow Stadium [Directions] | 2:30 p.m. | ||
| Sat., 10/3 | Miscellaneous Events | RYFH | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00a.m. | ||
| Sat., 10/3 | Miscellaneous Events | RYF | Home - Tiger Hollow Turf Field II [Directions] | 12:00 p.m.-7:00p.m. | ||
| Sat., 10/3 | School Holidays and Closings | SAT test date | ||||
| Sun., 10/4 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 10/4 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 11:00 a.m.-6:30 p.m. | ||
| Sun., 10/4 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 10/4 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 8:30 a.m.-11:30a.m. | ||
| Sun., 10/4 | Miscellaneous Events | SCOR | - Tiger Hollow Turf Field II | 12:00 p.m.-7:00pm | ||
| Mon., 10/5 | V Boys Soccer | New Canaan | Away - Conner Field [Directions] | W 3-2 | 2:30 pm | |
| Mon., 10/5 | JV Boys Soccer | New Canaan | Away - Saxe MS Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 10/5 | FR Boys Soccer | Newtown | Away - Newtown HS Practice Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 10/5 | V Field Hockey | Darien | Home - Tiger Hollow Stadium [Directions] | L 0-3 | ||
| Mon., 10/5 | JV Field Hockey | Darien | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Mon., 10/5 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30 pm | ERMS Drop Off |
| Mon., 10/5 | V Girls Soccer | New Canaan | Home - Tiger Hollow Stadium [Directions] | W 4-0 | Play For Pink Game | |
| Mon., 10/5 | JV Girls Soccer | New Canaan | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | FR Girls Soccer | New Canaan | Away - Saxe MS Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 10/5 | V Girls Volleyball | Fairfield Warde | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Mon., 10/5 | JV Girls Volleyball | Fairfield Warde | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | 4 pm | |
| Mon., 10/5 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:00 p.m.-10:00 p.m. | ||
| Tue., 10/6 | V Boys Cross Country | Westhill, Fairfield Ludlowe, Trumbull | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 10/6 | V Boys Soccer | Bridgeport Central | Home - Tiger Hollow Stadium [Directions] | W 2-0 | ||
| Tue., 10/6 | JV Boys Soccer | Bridgeport Central | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Westhill, Fairfield Ludlowe, Trumbull | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 10/6 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 3-0 | 2:30 pm | |
| Tue., 10/6 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 10/6 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/6 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/6 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 10/7 | FR Girls Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Wed., 10/7 | V Girls Swimming and Diving | Trumbull | Home - Pool at Barlow Mountain School [Directions] | 3:30 p.m. | ||
| Wed., 10/7 | JV Girls Swimming and Diving | Trumbull | Home - Pool at Barlow Mountain School [Directions] | 3:30 p.m. | ||
| Wed., 10/7 | V Girls Volleyball | Wilton | Away - Nicholas Zeoli Field House [Directions] | W 3-0 | 2:30 pm | |
| Wed., 10/7 | JV Girls Volleyball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 4:30 p.m. | 2:30 pm | |
| Wed., 10/7 | FR Girls Volleyball | Wilton | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/7 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 10/7 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Thu., 10/8 | V Boys Soccer | St. Joseph | Away - St. Joseph HS [Directions] | W 1-0 | 2:30 pm | |
| Thu., 10/8 | JV Boys Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 10/8 | FR Boys Soccer | New Canaan | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 10/8 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | W 1-0 | 2:30 pm | ERMS Drop Off |
| Thu., 10/8 | JV Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | 2:30 pm | ERMS Drop Off |
| Thu., 10/8 | FR Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 10/8 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 10/8 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Thu., 10/8 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 10/8 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 10/9 | V Girls Soccer | St. Joseph | Home - Tiger Hollow Stadium [Directions] | L 0-3 | ||
| Fri., 10/9 | JV Girls Soccer | St. Joseph | Home - RHS Lower Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 10/9 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 10/9 | V Girls Swimming and Diving | Greenwich | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Fri., 10/9 | V Girls Volleyball | Darien | Home - RHS Main Gym [Directions] | L 3-0 | ||
| Fri., 10/9 | JV Girls Volleyball | Darien | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/9 | FR Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 10/9 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Sat., 10/10 | V Boys Cross Country | Manhattan College Invite at Van Cortlandt Park | Away | TBA | ||
| Sat., 10/10 | V Girls Cross Country | Wickham Invitational at Wickham Park, Manchester CT | Away | TBA | 12:30 pm | |
| Sat., 10/10 | Miscellaneous Events | SCOR Tournament | - Tiger Hollow Stadium | 8:00 a.m.-6:00p.m. | ||
| Sat., 10/10 | Miscellaneous Events | SCOR Tournament | - Tiger Hollow Turf Field II | 8:00 a.m.-6:00p.m. | ||
| Sat., 10/10 | Miscellaneous Events | SCOR Tournament | - Scotts Ridge MS Turf | 8:00 a.m.-6:00p.m. | ||
| Sat., 10/10 | Miscellaneous Events | SCOR Tournament | - RHS Lower Grass Field | 8:00 a.m.-6:00p.m. | ||
| Sun., 10/11 | Miscellaneous Events | SCOR Tournament | - RHS Lower Grass Field | 8:00 a.m.-6:00p.m. | ||
| Sun., 10/11 | Miscellaneous Events | SCOR Tournament | - Tiger Hollow Turf Field II | 8:00 a.m.-6:00p.m. | ||
| Sun., 10/11 | Miscellaneous Events | SCOR Tournament | - Tiger Hollow Stadium | 8:00 a.m.-6:00p.m. | ||
| Sun., 10/11 | Miscellaneous Events | SCOR Tournament | - Scotts Ridge MS Turf | 8:00 a.m.-6:00p.m. | ||
| Sun., 10/11 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-7:00pm | ||
| Mon., 10/12 | V Boys Soccer | Westhill | Home - Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Mon., 10/12 | JV Boys Soccer | Westhill | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 10/12 | FR Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 12:00 p.m. | 10 am | |
| Mon., 10/12 | V Girls Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | W 4-0 | 2:30 pm | |
| Mon., 10/12 | JV Girls Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 10/12 | Miscellaneous Events | RYFH | - Tiger Hollow Turf Field II | 6:00 p.m.-8:00p.m. | ||
| Mon., 10/12 | School Holidays and Closings | Columbus Day - School closed | ||||
| Tue., 10/13 | V Boys Cross Country | Staples, Darien, Brien McMahon | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 10/13 | V Girls Cross Country | Staples, Darien, Brien McMahon | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 10/13 | V Field Hockey | Danbury | Home - Tiger Hollow Stadium [Directions] | W 3-1 | ||
| Tue., 10/13 | JV Field Hockey | Danbury | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Tue., 10/13 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | W 4-2 | 2:30 pm | |
| Tue., 10/13 | JV Girls Soccer | Westhill | Away - Rippowam Turf Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 10/13 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | W 3-0 | 2:30 pm | |
| Tue., 10/13 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 10/13 | FR Girls Volleyball | New Canaan | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Tue., 10/13 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/13 | Miscellaneous Events | Powder Puff Football Game | Home - Tiger Hollow Stadium [Directions] | 6:30 p.m. - 8:30 p.m. | ||
| Tue., 10/13 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 10/14 | FR Boys Soccer | Norwalk | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | 2 pm | 1:45 pm dismissal |
| Wed., 10/14 | V Girls Volleyball | Bridgeport Central | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Wed., 10/14 | JV Girls Volleyball | Bridgeport Central | Home - RHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/14 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 10/14 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Wed., 10/14 | School Holidays and Closings | College Fair at Wilton HS | ||||
| Thu., 10/15 | FR Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 4:00 p.m. | 2:30 pm | |
| Thu., 10/15 | V Field Hockey | Fairfield Warde | Home - Tiger Hollow Stadium [Directions] | W 3-1 | ||
| Thu., 10/15 | JV Field Hockey | Fairfield Warde | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Thu., 10/15 | V Girls Soccer | Norwalk | Home - Tiger Hollow Stadium [Directions] | W 5-0 | ||
| Thu., 10/15 | JV Girls Soccer | Norwalk | Home - RHS Lower Grass Field [Directions] | Cancelled | ||
| Thu., 10/15 | FR Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 10/15 | Miscellaneous Events | SCOR | - RHS Lower Grass Field | 6:00 p.m.-7:30pm | ||
| Thu., 10/15 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:00 p.m.-9:00p.m. | ||
| Thu., 10/15 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 10/16 | V Football | Trinity Catholic | Home - Tiger Hollow Stadium [Directions] | L 21-26 | Homecoming | |
| Fri., 10/16 | V Boys Soccer | Danbury | Home - Tiger Hollow Stadium [Directions] | L 0-3 | ||
| Fri., 10/16 | JV Boys Soccer | Danbury | Home - RHS Lower Grass Field [Directions] | 3:30 p.m. | ||
| Fri., 10/16 | FR Boys Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 10/16 | V Sideline Cheerleading | Trinity Catholic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | Homecoming | |
| Fri., 10/16 | Fall Dance Team | Trinity Catholic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | Homecoming | |
| Fri., 10/16 | FR Field Hockey | Staples | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 10/16 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | 1:15 pm | |
| Fri., 10/16 | V Girls Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | W 3-1 | 2:30 pm | |
| Fri., 10/16 | JV Girls Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | 2:30 pm | |
| Fri., 10/16 | FR Girls Volleyball | St. Joseph | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/16 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 5:30 p.m.-7:00pm | ||
| Sat., 10/17 | JV Football | Norwalk | Away - Nathan Hale M.S. Lower [Directions] | 10:00 am | 8:00 a.m. | Nathan Hale Field |
| Sat., 10/17 | FR Girls Soccer | Danbury | Home - RHS Lower Grass Field [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 8:30 a.m.-10:30am | ||
| Sun., 10/18 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 10/18 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 10/18 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 8:30 a.m.-11:30a.m. | ||
| Sun., 10/18 | Miscellaneous Events | SCOR | - Tiger Hollow Turf Field II | 12:00 p.m.-7:00pm | ||
| Sun., 10/18 | Miscellaneous Events | SCOR | - Tiger Hollow Turf Field II | 12:00 p.m.-7:00pm | ||
| Sun., 10/18 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 3:30 p.m.-8:00pm | ||
| Mon., 10/19 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 8-0 | 2:30 pm | |
| Mon., 10/19 | FR Field Hockey | Danbury | Away - Danbury HS Grass Field Hockey Field [Directions] | 4:30 p.m. | 3 pm | |
| Mon., 10/19 | FR Girls Soccer | Wilton | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | Play For Pink game | |
| Mon., 10/19 | JV Girls Swimming and Diving | Staples | Home - Pool at Barlow Mountain School [Directions] | 3:30 p.m. | ||
| Mon., 10/19 | V Girls Volleyball | Westhill | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Mon., 10/19 | JV Girls Volleyball | Westhill | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/19 | FR Girls Volleyball | Westhill | Away - Westhill - New Gymnasium [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 10/19 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Mon., 10/19 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/20 | V Field Hockey | Stamford | Away - Stamford HS [Directions] | W 4-0 | 2:30 pm | ERMS Drop Off |
| Tue., 10/20 | JV Field Hockey | Stamford | Away - Stamford HS [Directions] | 5:30 p.m. | 2:30 pm | ERMS Drop Off |
| Tue., 10/20 | FR Field Hockey | Staples | Home - RHS Upper Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Trinity Catholic | Home - Tiger Hollow Stadium [Directions] | W 7-1 | Senior Night | |
| Tue., 10/20 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/20 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 10/21 | V Boys Cross Country | FCIAC Championship at Waveny Park, New Canaan | Away | TBA | 12 pm | 11:45 am dismissal / XL bus with storage |
| Wed., 10/21 | V Boys Soccer | Trumbull | Home - Tiger Hollow Stadium [Directions] | W 2-0 | ||
| Wed., 10/21 | JV Boys Soccer | Trumbull | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | V Girls Cross Country | FCIAC Championships, Waveny Park, New Canaan | Away | TBA | 12 pm | 11:45 am dismissal |
| Wed., 10/21 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | 2 pm | |
| Wed., 10/21 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | W 3-0 | 2:30 pm | |
| Wed., 10/21 | JV Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | 2:30 pm | |
| Wed., 10/21 | FR Girls Volleyball | Staples | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 10/21 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Thu., 10/22 | FR Football | Staples | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Thu., 10/22 | FR Field Hockey | Danbury | Home - RHS Upper Grass Field [Directions] | 3:30 p.m. | ||
| Thu., 10/22 | V Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | W 3-0 | 4:15 pm | |
| Thu., 10/22 | JV Girls Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 10/22 | FR Girls Soccer | Trumbull | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Thu., 10/22 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 7:00 p.m.-10:00 p.m. | ||
| Thu., 10/22 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 10/23 | V Football | Staples | Away - Staples Stadium [Directions] | W 31-27 | 4:30 pm | |
| Fri., 10/23 | V Sideline Cheerleading | Staples | Away [Directions] | 7:00 p.m. | 5:30 pm | |
| Fri., 10/23 | V Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | W 2-0 | 2 pm | 1:45 pm dismissal / ERMS Drop Off |
| Fri., 10/23 | JV Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | 4:45 p.m. | 2 pm | 1:45 pm dismissal / ERMS Drop Off |
| Fri., 10/23 | V Girls Volleyball | Danbury | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 10/23 | JV Girls Volleyball | Danbury | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/23 | FR Girls Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 10/23 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 6:00 p.m.-9:00p.m. | ||
| Fri., 10/23 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00-8:00 p.m. | ||
| Sat., 10/24 | JV Football | Staples | Away - Staples Stadium [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 10/24 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | L 0-2 | 4:15 pm | |
| Sat., 10/24 | JV Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | 2:30 pm | |
| Sat., 10/24 | Miscellaneous Events | RYFB | - Tiger Hollow Stadium | 11:30 a.m.-4:30p.m. | ||
| Sat., 10/24 | Miscellaneous Events | RYFH | - Tiger Hollow Turf Field II | 9:00 a.m. - 11:00 a.m. | ||
| Sat., 10/24 | School Holidays and Closings | ACT test date | ||||
| Sun., 10/25 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 10/25 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 10/25 | Miscellaneous Events | Superstars Lacrosse | - Scotts Ridge MS Turf | 8:30 a.m.-11:30a.m. | ||
| Sun., 10/25 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-7:00pm | ||
| Sun., 10/25 | Miscellaneous Events | RYFH | - Tiger Hollow Turf Field II | 2:00 p.m.-4:00p.m. | ||
| Mon., 10/26 | V Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | L 2-3 | 2:30 pm | |
| Mon., 10/26 | JV Boys Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 10/26 | FR Boys Soccer | Stamford | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 10/26 | V Field Hockey | Newtown | Home - Tiger Hollow Stadium [Directions] | W 3-0 | ||
| Mon., 10/26 | JV Field Hockey | Newtown | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Mon., 10/26 | FR Field Hockey | Norwalk | Home - Tiger Hollow Stadium [Directions] | 3:30 p.m. | ||
| Mon., 10/26 | FR Girls Soccer | Greenwich | Home - Scotts Ridge MS Turf [Directions] | 4:30 p.m. | ||
| Mon., 10/26 | V Girls Volleyball | Trinity Catholic | Away - Walsh Court | W 3-1 | 2:30 pm | |
| Mon., 10/26 | JV Girls Volleyball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | 2:30 pm | |
| Mon., 10/26 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/26 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 6:00 p.m.-8:00p.m. | ||
| Mon., 10/26 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/27 | FR Boys Soccer | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 10/27 | V Girls Soccer | Stamford | Home - Tiger Hollow Stadium [Directions] | W 3-0 | ||
| Tue., 10/27 | JV Girls Soccer | Stamford | Home - RHS Lower Grass Field [Directions] | 3:30 p.m. | ||
| Tue., 10/27 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 10/27 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 7:00 p.m.-8:30p.m. | ||
| Tue., 10/27 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 10/28 | V Field Hockey | Wilton | Home - Tiger Hollow Stadium [Directions] | L 0-1 | ||
| Wed., 10/28 | JV Field Hockey | Wilton | Home - Tiger Hollow Stadium [Directions] | Cancelled | ||
| Wed., 10/28 | FR Field Hockey | Wilton | Away - Wilton HS - Grass Field [Directions] | Cancelled | 2:30 pm | ERMS Drop Off |
| Wed., 10/28 | V Girls Swimming and Diving | Fairfield Warde | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Wed., 10/28 | V Girls Volleyball | Trumbull | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Wed., 10/28 | JV Girls Volleyball | Trumbull | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/28 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 10/28 | School Holidays and Closings | PSAT test date | ||||
| Thu., 10/29 | FR Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 10/29 | V Boys Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | L 3-0 | 2:30 p.m. | FCIAC Tournament Playdowns |
| Thu., 10/29 | Miscellaneous Events | Middle School Cross Country Championships | - RHS Upper Grass Field | 4:00 p.m. | ||
| Thu., 10/29 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 10/29 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 10/30 | V Football | Bridgeport Central | Home - Tiger Hollow Stadium [Directions] | W 35-8 | Senior Night | |
| Fri., 10/30 | V Sideline Cheerleading | Bridgeport Central | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/30 | Fall Dance Team | Bridgeport Central | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/30 | V Field Hockey | Wilton | Away [Directions] | L 2-1 | 2 pm | FCIAC Quarterfinals / ERMS drop off |
| Fri., 10/30 | V Girls Soccer | Wilton | Home - Tiger Hollow Stadium [Directions] | W 2-1 | FCIAC Tournament Qtr Finals | |
| Fri., 10/30 | FR Girls Soccer | Darien | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | V Girls Volleyball | Stamford | Away - Stamford HS [Directions] | W 3-0 | 2:30 pm | |
| Fri., 10/30 | JV Girls Volleyball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 10/30 | FR Girls Volleyball | Stamford | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 5:30 p.m.-7:00pm | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 10:55 a.m. | 7:30 am | Depart RHS at 7:30 am, will be ready to return to RHS at about 12 pm |
| Sat., 10/31 | JV Football | Amistad | Home - Tiger Hollow Stadium [Directions] | 11:00 a.m. | ||
| Sat., 10/31 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 10:20 a.m. | 7:30 am | Depart RHS at 7:30 am, will be ready to return to RHS at about 12 pm |
| Sat., 10/31 | JV Girls Swimming and Diving | JV FCIAC Tournament at Greenwich HS | Away | 12:00 p.m. | 10 am | |
| Sat., 10/31 | Miscellaneous Events | RYF | - Tiger Hollow Turf Field II | 11:00 a.m. - 1:00 p.m. | ||
| Sat., 10/31 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 1:00 p.m.-4:00p.m. | ||
| Sun., 11/1 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 11/1 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 11/1 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-7:00pm | ||
| Mon., 11/2 | V Boys Soccer | FCIAC Semi Finals at Fairfield Ludlowe | Away | TBA | did not qualify | |
| Mon., 11/2 | V Girls Soccer | Darien | Away - Kristine Lily Field, Wilton [Directions] | W 3-0 | 3:00p.m. | |
| Mon., 11/2 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 11/3 | V Field Hockey | FCIAC Semi Finals at New Canaan | Away | TBA | Did not qualify | |
| Tue., 11/3 | V Girls Swimming and Diving | FCIAC Swim Trials at Greenwich HS | Away | 4:00 p.m. | 12:45 pm | Warm ups at 2:30 pm |
| Tue., 11/3 | V Girls Volleyball | Trumbull | Home - RHS Main Gym [Directions] | W 3-0 | FCIAC Qtr Finals | |
| Tue., 11/3 | Miscellaneous Events | RBA Basketball Clinic | - RHS Main Gym | 9:00 a.m.-2:00p.m. | ||
| Tue., 11/3 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Tue., 11/3 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Tue., 11/3 | School Holidays and Closings | PD Day for Teachers - No School for Students | ||||
| Wed., 11/4 | V Boys Soccer | FCIAC Finals at Norwalk | Away | 7:00 p.m. | did not qualify | |
| Wed., 11/4 | V Girls Soccer | St. Joseph | Away [Directions] | 4:30 p.m. | 2:15 pm | FCIAC Finals at Norwalk |
| Wed., 11/4 | V Girls Swimming and Diving | FCIAC Diving Finals at Westhill HS | Away | 4:30 p.m. | ||
| Wed., 11/4 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Wed., 11/4 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Thu., 11/5 | FR Football | Westhill | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Thu., 11/5 | V Field Hockey | FCIAC Finals at McMahon | Away | 7:00 p.m. | did not qualify | |
| Thu., 11/5 | V Girls Swimming and Diving | FCIAC Swim Finals at Greenwich HS | Away | 4:00 p.m. | 1:15 pm | Dismiss at 1 pm |
| Thu., 11/5 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 3-2 | 2:45 pm | FCIAC Semi Finals at Fairfield Ludlowe |
| Thu., 11/5 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Thu., 11/5 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 11/6 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | 10:30 am | Depart RHS at 10:30 am. Pick up at East Catholic HS at 4 pm |
| Fri., 11/6 | V Boys Soccer | Wilton (Scrim.) | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | 2:30p.m. | Kristine Lily Field |
| Fri., 11/6 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | 10:30 am | Depart RHS at 10:30 am. Pick up at East Catholic HS at 4 pm |
| Fri., 11/6 | V Field Hockey | Bethel (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 3:30 p.m. | ||
| Fri., 11/6 | Miscellaneous Events | RYFB | - Tiger Hollow Turf Field II | 6:00 p.m.-9:00p.m. | ||
| Sat., 11/7 | V Football | Westhill | Away - Westhill Football Field [Directions] | W 45-7 | 11:30 am | |
| Sat., 11/7 | V Sideline Cheerleading | Westhill | Away [Directions] | 2:00 p.m. | 12:30 pm | |
| Sat., 11/7 | V Girls Volleyball | FCIAC Finals at Fairfield Ludlowe | Away | 4:00 p.m. | did not qualify | |
| Sat., 11/7 | Miscellaneous Events | RYFH Tournament | - Tiger Hollow Turf Field II | 8:30 a.m.-1:00p.m. | ||
| Sat., 11/7 | Miscellaneous Events | RYFH Tournament | - Tiger Hollow Stadium | 8:30 a.m.-2:00p.m. | ||
| Sat., 11/7 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 2:00 p.m.-4:30p.m. | ||
| Sat., 11/7 | School Holidays and Closings | SAT test date | ||||
| Sun., 11/8 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 11/8 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 11/8 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-6:00 p.m. | ||
| Mon., 11/9 | JV Football | Westhill | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Mon., 11/9 | V Girls Soccer | CIAC Tournament First Round at higher ranked school | Away | TBA | CIAC Tournament First Round - Bye | |
| Mon., 11/9 | V Girls Volleyball | CIAC Tournament First Round | Away | TBA | CIAC Tournament First Round - Bye | |
| Tue., 11/10 | V Boys Soccer | Darien | Away [Directions] | L 1-0 | 12 pm | CIAC Tournament First Round |
| Tue., 11/10 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 11/11 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | L 2-0 | 3:30 pm | |
| Wed., 11/11 | V Girls Soccer | Fairfield Ludlowe | Home - Tiger Hollow Stadium [Directions] | W 2-1 | CIAC Tournament Second Round vs Ludlowe | |
| Wed., 11/11 | V Girls Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Bulkeley HS [Directions] | 4:30 p.m. | ||
| Wed., 11/11 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Wed., 11/11 | School Holidays and Closings | Veteran's Day - School closed | ||||
| Thu., 11/12 | FR Football | Greenwich | Home - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Thu., 11/12 | V Boys Soccer | CIAC Tournament Second Round | Away | TBA | did not qualify | |
| Thu., 11/12 | V Girls Volleyball | South Windsor | Home - RHS Main Gym [Directions] | W 3-0 | CIAC Tournament Second Round vs South Windsor | |
| Thu., 11/12 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Fri., 11/13 | V Field Hockey | CIAC Tournament Qtr Finals | Away | TBA | did not qualify | |
| Fri., 11/13 | V Girls Soccer | Hall | Home - Tiger Hollow Stadium [Directions] | W 3-2 | CIAC Tournament Qtr Finals | |
| Sat., 11/14 | V Boys Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Sat., 11/14 | V Football | Greenwich | Away - Cardinal Stadium [Directions] | W 37-7 | 1:00 pm | |
| Sat., 11/14 | V Boys Soccer | CIAC Tournament Qtr Finals | Away | TBA | did not qualify | |
| Sat., 11/14 | V Sideline Cheerleading | Greenwich | Away [Directions] | 4:00 p.m. | 2:30 pm | |
| Sat., 11/14 | V Girls Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Sat., 11/14 | V Girls Swimming and Diving | CIAC Class LL Qualifying | Away - East Hartford [Directions] | 11:30 a.m. | 8 am | 10 am warm up; 11:30 start |
| Sat., 11/14 | V Girls Volleyball | Southington | Away [Directions] | L 3-2 | 3:30 pm | CIAC Tournament Qtr Finals |
| Sat., 11/14 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 10:00 a.m.-4:00 p.m. | ||
| Sun., 11/15 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Turf Field II | 10:00 a.m.-12:00pm | ||
| Sun., 11/15 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Sun., 11/15 | Miscellaneous Events | RYL | - Tiger Hollow Turf Field II | 12:00 p.m.-2:00pm | ||
| Sun., 11/15 | Miscellaneous Events | SCOR | - Tiger Hollow Stadium | 12:00 p.m.-6:00pm | ||
| Mon., 11/16 | JV Football | Danbury | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Mon., 11/16 | V Girls Soccer | New Canaan | Away [Directions] | W 3-1 | 4:15 | Semi Finals will be played Nov 16-17 |
| Tue., 11/17 | V Boys Soccer | CIAC Tournament Semi Finals | Away | TBA | did not qualify | |
| Tue., 11/17 | V Field Hockey | CIAC Tournament Semi Finals | Away | TBA | did not qualify | |
| Tue., 11/17 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - SCSU [Directions] | 6:00 p.m. | 3:15 pm | 5 pm warm up; 6 pm start |
| Wed., 11/18 | Miscellaneous Events | Cornhole For A Cause | - RHS Main and Aux Gyms | 2:15 p.m.-6:00pm | ||
| Wed., 11/18 | Miscellaneous Events | RYL | - Tiger Hollow Stadium | 6:00 p.m.-8:00pm | ||
| Wed., 11/18 | Miscellaneous Events | RYL | - Tiger Hollow Turf Field II | 6:00 p.m.-8:00pm | ||
| Wed., 11/18 | Miscellaneous Events | RHS Lax Fall | - Tiger Hollow Stadium | 8:00 p.m.-9:30pm | ||
| Thu., 11/19 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Thu., 11/19 | V Girls Volleyball | CIAC Tournament Semi Finals | Away | TBA | did not qualify | |
| Fri., 11/20 | FR Football | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 5:00 p.m. | 3:15 pm | |
| Fri., 11/20 | V Boys Soccer | CIAC Tournament Finals | Away | TBA | did not qualify | |
| Sat., 11/21 | V Football | FCIAC Football Finals - site TBA | Away | 12:00 p.m. | TBA | |
| Sat., 11/21 | V Field Hockey | CIAC Tournament Finals at Wethersfield HS | Away | TBA | did not qualify | |
| Sat., 11/21 | V Girls Soccer | Glastonbury | Away [Directions] | 10:00 a.m. | 7:10 am | CIAC Finals at West Haven HS |
| Sat., 11/21 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | 8 am | 10:30 warm up; 12 pm start |
| Sat., 11/21 | V Girls Volleyball | CIAC Tournament Finals at Berlin HS | Away | TBA | did not qualify | |
| Sat., 11/21 | Miscellaneous Events | RYF | - Tiger Hollow Stadium | 12:00 p.m.-4:30p.m. | ||
| Sun., 11/22 | Miscellaneous Events | RYL | - Tiger Hollow Turf Field II | 11:00 a.m.-5:00pm | ||
| Sun., 11/22 | Miscellaneous Events | RAMS | - Tiger Hollow Turf Field II | 8:00 a.m.-10:00am | ||
| Mon., 11/23 | Miscellaneous Events | RYL | - Tiger Hollow Turf Field II | 6:00 p.m.-8:00pm | ||
| Tue., 11/24 | Miscellaneous Events | RAMS | - Tiger Hollow Stadium | 8:00 p.m.-10:00pm | ||
| Wed., 11/25 | V Football | Danbury | Home - Tiger Hollow Stadium [Directions] | W 48-20 | ||
| Wed., 11/25 | V Sideline Cheerleading | Danbury | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/25 | Fall Dance Team | Danbury | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/25 | School Holidays and Closings | Early Dismissal - Thanksgiving | ||||
| Thu., 11/26 | School Holidays and Closings | Thanksgiving Day- School closed | ||||
| Fri., 11/27 | School Holidays and Closings | Thanksgiving Recess - School closed | ||||
| Tue., 12/1 | V Football | CIAC Tournament Qtr Finals | Away | TBA | did not qualify | |
| Sat., 12/5 | V Girls Basketball | Mercy (Scrim.) | Away [Directions] | 4:00 p.m. | 2:20 pm | |
| Sat., 12/5 | V Girls Ice Hockey | Shelton Jamboree at the Rinks at Shelton | Away | 4:30 p.m. | 2:30 pm | vs New Canaan at 4:30 pm,vs Darien at 6:15 pm, vs Stamford/Westhill/Staples at 7:15 pm |
| Sat., 12/5 | School Holidays and Closings | SAT test date | ||||
| Mon., 12/7 | V Football | CIAC Tournament Semi Finals | Away | TBA | did not qualify | |
| Wed., 12/9 | V Girls Basketball | New Fairfield (Scrim.) | Home - RHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/9 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | L 7-2 | 4 pm | |
| Fri., 12/11 | V Boys Ice Hockey | St. Johns Prep (MA) (Scrim.) | Away - Ristuccia Arena | 8:20 p.m. | no bus | |
| Sat., 12/12 | V Boys Basketball | Windsor (Scrim.) | Away [Directions] | 5:30 p.m. | 3:30 pm | |
| Sat., 12/12 | FR Boys Basketball | Joel Barlow (Scrim.) | Away - Lower Gym [Directions] | 12:00 p.m. | 10:45 a.m. | |
| Sat., 12/12 | V Football | CIAC Tournament Final | Away | TBA | ||
| Sat., 12/12 | V Boys Ice Hockey | Duxbury (MA) (Scrim.) | Away - The Bog | 1:00 p.m. | no bus | |
| Sat., 12/12 | V Girls Ice Hockey | Hall/Conard | Home - Winter Garden Ice Arena [Directions] | T 3-3 | ||
| Sat., 12/12 | School Holidays and Closings | ACT test date | ||||
| Tue., 12/15 | V Boys Basketball | Joel Barlow (Scrim.) | Away - Lower Gym [Directions] | 5:30 p.m. | 3:45pm | |
| Tue., 12/15 | V Girls Basketball | Capital Prep (Scrim.) | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/15 | FR Girls Basketball | Newtown | Home - East Ridge MS [Directions] | 3:45 p.m. | ||
| Wed., 12/16 | V Wrestling | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | 7:00 p.m. [Detailed Results] | ||
| Thu., 12/17 | V Boys Ice Hockey | Xavier (Scrim.) | Away - Freeman Athletic Center, Wesleyan University [Directions] | 5:30 p.m. | 2:45 pm | |
| Fri., 12/18 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:30 p.m. | 4:00 p.m. | |
| Fri., 12/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | W 9-0 | 3 pm | |
| Sat., 12/19 | V Boys Basketball | Bassick | Home - RHS Main Gym [Directions] | L 42-46 | ||
| Sat., 12/19 | JV Boys Basketball | Bassick | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Sat., 12/19 | FR Boys Basketball | Bassick | Home - RHS Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 12/19 | V Boys Indoor Track | St Joe's, Ludlowe, McMahon, Greenwich, Central, Stamford at Staples HS | Away [Directions] | 10:00 a.m. | 8:30 am | at Staples HS |
| Sat., 12/19 | V Boys Indoor Track | Bishop Loughlin Games | Away | TBA | ||
| Sat., 12/19 | V Wrestling | Indian Classic at Farmington HS | Away [Directions] | TBA [Detailed Results] | 6:00 am bus | |
| Sat., 12/19 | Winter Dance Team | Bassick | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Sat., 12/19 | V Girls Ice Hockey | Farmington Valley Nighthawks | Home - Winter Garden Ice Arena [Directions] | 7:30 p.m. | ||
| Sat., 12/19 | V Girls Indoor Track | St Joe's, Ludlowe, McMahon, Greenwich, Central, Stamford at Staples HS | Away [Directions] | 10:00 a.m. | 8:30 am | at Staples |
| Sat., 12/19 | V Girls Indoor Track | Hall of Fame Invite at the NY Armory | Away | TBA | ||
| Sat., 12/19 | V Girls Indoor Track | Hillhouse Invite | Away | TBA | ||
| Mon., 12/21 | V Boys Basketball | Byram Hills (NY) | Home - RHS Main Gym [Directions] | L 51-55 | ||
| Mon., 12/21 | JV Boys Basketball | Byram Hills (NY) | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | Fairfield Prep | Home - Winter Garden Ice Arena [Directions] | W 3-2 | ||
| Mon., 12/21 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | L 41-40 | 3:15 pm | |
| Mon., 12/21 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | 3:15 pm | |
| Mon., 12/21 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 12/21 | Winter Dance Team | Byram Hills (NY) | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Mon., 12/21 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 2-8 | 2:30 pm | 2 pm early dismissal |
| Tue., 12/22 | JV Boys Ice Hockey | Fairfield Prep | Home - Danbury Ice Arena [Directions] | 8:00 p.m. | ||
| Tue., 12/22 | V Wrestling | Danbury | Home - RHS Main Gym [Directions] | 7:00 p.m. [Detailed Results] | ||
| Wed., 12/23 | V Girls Basketball | Stamford | Home - RHS Main Gym [Directions] | W 64-41 | ||
| Wed., 12/23 | JV Girls Basketball | Stamford | Home - RHS Main Gym [Directions] | 3:30 p.m. | ||
| Wed., 12/23 | FR Girls Basketball | Stamford | Home - RHS Main Gym [Directions] | 2:00 p.m. | ||
| Wed., 12/23 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Winter Garden Ice Arena [Directions] | W 10-2 | ||
| Wed., 12/23 | School Holidays and Closings | Early Dismissal - Holiday Recess | ||||
| Thu., 12/24 | School Holidays and Closings | Holiday Recess - School closed | ||||
| Fri., 12/25 | School Holidays and Closings | Holiday Recess - School closed | ||||
| Sat., 12/26 | V Boys Basketball | Bunnell | Away - Dave Strong Gymnsium, Masuk HS [Directions] | L 51-59 | 3:30 pm | |
| Sat., 12/26 | JV Boys Basketball | Bunnell | Away - Dave Strong Gymnasium, Masuk HS [Directions] | 1:15 p.m. | 11:45 am | |
| Sat., 12/26 | JV Boys Ice Hockey | Carrano Cup Tournament at Milford Ice Pavillion | Away | 8:45 p.m. | ||
| Sat., 12/26 | V Boys Indoor Track | North Shore Invite | Away | TBA | ||
| Sat., 12/26 | V Girls Indoor Track | North Shore Invite | Away | TBA | ||
| Mon., 12/28 | JV Boys Ice Hockey | Carrano Cup Tournament at Milford Ice Pavillion | Away | 2:45 p.m. | ||
| Mon., 12/28 | V Wrestling | Danbury Holiday Tournament | Away | TBA [Detailed Results] | 7:30 am | |
| Mon., 12/28 | V Girls Basketball | Avon | Away - Maloney HS [Directions] | L 39-37 | 4:30 pm | CPTV Sports Tip-Off Classic at Maloney HS |
| Mon., 12/28 | School Holidays and Closings | Holiday Recess - School Closed | ||||
| Tue., 12/29 | V Boys Basketball | Norwalk | Away - Dave Strong Gymnasium, Masuk HS [Directions] | W 52-38 | 1:15 p.m. | |
| Tue., 12/29 | JV Boys Basketball | Norwalk | Away - Dave Strong Gymnasium, Masuk HS [Directions] | 3:00 p.m. | 1:15 p.m. | |
| Tue., 12/29 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Bennett Rink [Directions] | L 5-6 | 2:30 pm | |
| Tue., 12/29 | JV Boys Ice Hockey | Carrano Cup Tournament Consoldation game at Milford Ice Pavillion | Away | TBA | ||
| Tue., 12/29 | V Girls Ice Hockey | East Catholic Coop | Home - Winter Garden Ice Arena [Directions] | L 0-5 | ||
| Tue., 12/29 | V Girls Indoor Track | Jack Long Invite at New Haven Athletic Center at Hillhouse HS | Away | 2:00 p.m. | 12:00 pm | |
| Tue., 12/29 | School Holidays and Closings | Holiday Recess - School Closed | ||||
| Wed., 12/30 | FR Boys Basketball | Pomperaug | Home - RHS Main Gym [Directions] | 12:00 p.m. | ||
| Wed., 12/30 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | L 0-4 | 4:30 pm | |
| Wed., 12/30 | JV Boys Ice Hockey | Carrano Cup Tournament Championship at Milford Ice Pavillion | Away | 6:30 p.m. | ||
| Wed., 12/30 | V Wrestling | New Canaan, Brien McMahon, Stamford | Away - NCHS Gymnasium [Directions] | 10:00 a.m. [Detailed Results] | 8 am | |
| Wed., 12/30 | School Holidays and Closings | Holiday Recess - School Closed | ||||
| Thu., 12/31 | School Holidays and Closings | Holiday Recess - School Closed | ||||
| Fri., 1/1 | School Holidays and Closings | Holiday Recess - School Closed | ||||
| Sat., 1/2 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | L 0-5 | 10:00 a.m. | |
| Sat., 1/2 | V Wrestling | Southington Duals | Away [Directions] | 10:00 a.m. [Detailed Results] | 7 am | |
| Sat., 1/2 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Winter Garden Ice Arena [Directions] | W 4-2 | ||
| Sat., 1/2 | V Girls Indoor Track | Wintergreen Invite in New Haven | Away | TBA | 7 am | Drop off at SCSU, be back at SCSU at 12:30 for trip back to RHS |
| Tue., 1/5 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 61-43 | 3:30 pm | |
| Tue., 1/5 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | 3:30 pm | |
| Tue., 1/5 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Tue., 1/5 | JV Boys Ice Hockey | Darien | Home - Danbury Ice Arena [Directions] | 9:00 p.m. | ||
| Tue., 1/5 | V Competitive Cheerleading | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Tue., 1/5 | V Girls Basketball | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | L 56-64 | ||
| Tue., 1/5 | JV Girls Basketball | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/5 | FR Girls Basketball | Fairfield Ludlowe | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | L 2-3 | 6:15 pm | |
| Wed., 1/6 | JV Boys Ice Hockey | Brunswick School | Away | 6:00 p.m. | ||
| Wed., 1/6 | V Boys Swimming and Diving | Darien | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Wed., 1/6 | V Wrestling | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. [Detailed Results] | 4:30 pm | |
| Wed., 1/6 | V Girls Ice Hockey | New Canaan | Home - Winter Garden Ice Arena [Directions] | L 1-6 | ||
| Fri., 1/8 | JV Boys Basketball | Byram Hills (NY) | Away | Cancelled | ||
| Fri., 1/8 | JV Boys Ice Hockey | Canterbury | Away | 7:00 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | 2 pm | 1:45 pm early dismissal |
| Fri., 1/8 | V Girls Basketball | Nazareth (NY) | Away - Eastside HS, Paterson, New Jersey | W 49-29 | no bus, Eastside HS, 150 Park Ave, Paterson, NJ | |
| Fri., 1/8 | V Girls Ice Hockey | Greenwich | Home - Winter Garden Ice Arena [Directions] | W 5-3 | ||
| Fri., 1/8 | V Girls Indoor Track | Hillhouse Elm City Coaches Invite | Away [Directions] | TBA | 2:30 pm | |
| Sat., 1/9 | V Boys Ice Hockey | Hamden | Home - Winter Garden Ice Arena [Directions] | W 2-0 | ||
| Sat., 1/9 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 11:00 a.m. | at Wesleyan University | |
| Sat., 1/9 | V Boys Indoor Track | New Canaan,Ludlowe, Danbury, Warde, Stamford, Norwalk at Wilton HS | Away [Directions] | 9:30 a.m. | 8 am | at Wilton HS |
| Sat., 1/9 | V Boys Indoor Track | Ocean Breeze Freedom Games - Staten Island, NY | Away | TBA | ||
| Sat., 1/9 | V Wrestling | Nonnewaug HS Invitational | Away [Directions] | 9:30 a.m. | 7 am | |
| Sat., 1/9 | V Girls Basketball | JFK-Paterson (NJ) | Away - John F. Kennedy HS, Paterson New Jersey | W 52-37 | no bus, John F. Kennedy HS, 61-127 Preakness Ave, Paterson, New Jersey | |
| Sat., 1/9 | V Girls Indoor Track | New Canaan,Ludlowe, Danbury, Warde, Stamford, Norwalk at Wilton HS | Away [Directions] | 9:30 a.m. | 8 am | at Wilton HS |
| Sat., 1/9 | V Girls Indoor Track | Hillhouse Elm City Coaches Invite | Away [Directions] | TBA | ||
| Wed., 1/13 | V Boys Basketball | Staples | Home - RHS Main Gym [Directions] | W 64-48 | ||
| Wed., 1/13 | JV Boys Basketball | Staples | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 1/13 | FR Boys Basketball | Staples | Home - RHS Main Gym [Directions] | 3:00 p.m. | ||
| Wed., 1/13 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | L 1-4 | 5 pm | |
| Wed., 1/13 | V Wrestling | Staples | Home - RHS Aux Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/13 | V Competitive Cheerleading | Staples | Home - RHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/13 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | W 56-19 | 3 pm | |
| Wed., 1/13 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:30 p.m. | 3 pm | |
| Wed., 1/13 | FR Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 3:00 p.m. | 1:45 pm | |
| Wed., 1/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Winter Garden Rink-Ridgefield [Directions] | W 7-0 | ||
| Thu., 1/14 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 5:00 p.m. | 3:30 pm | |
| Fri., 1/15 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | L 53-56 | 3:15 pm | |
| Fri., 1/15 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | 3:15 pm | |
| Fri., 1/15 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Fri., 1/15 | JV Wrestling | Pomperaug Coop (Scrim.) | Away [Directions] | Cancelled | ||
| Fri., 1/15 | V Girls Basketball | Greenwich | Home - RHS Main Gym [Directions] | W 67-42 | Live HAN Network Broadcast | |
| Fri., 1/15 | JV Girls Basketball | Greenwich | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/15 | FR Girls Basketball | Greenwich | Home - RHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | Winter Dance Team | Greenwich | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/15 | V Girls Indoor Track | Yale Track Classic at Yale University | Away | TBA | Event continues on 1/16/16 | |
| Sat., 1/16 | V Boys Ice Hockey | Glastonbury | Away - Trinity College [Directions] | T 1-1 | 4:30 pm | |
| Sat., 1/16 | V Boys Indoor Track | Norwalk, Trumbull, Warde, New Canaan, Westhill, Stamford at Staples HS | Away [Directions] | 10:00 a.m. | 8:15 am | at Staples HS |
| Sat., 1/16 | V Wrestling | Colter Abely Mid Season Classic at Mercy HS | Away [Directions] | TBA | 7 am | |
| Sat., 1/16 | V Competitive Cheerleading | Hatterfest Danbury CT | Away | TBA | ||
| Sat., 1/16 | V Girls Indoor Track | Norwalk, Trumbull, Warde, New Canaan, Westhill, Stamford at Staples HS | Away [Directions] | 10:00 a.m. | 8:15 am | at Staples HS |
| Mon., 1/18 | School Holidays and Closings | Martin Luther King's Birthday - School closed | ||||
| Tue., 1/19 | V Boys Basketball | Brien McMahon | Home - RHS Main Gym [Directions] | W 79-56 | ||
| Tue., 1/19 | JV Boys Basketball | Brien McMahon | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Boys Basketball | Brien McMahon | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/19 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 78-24 | 2:30 pm | |
| Tue., 1/19 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 1/19 | Winter Dance Team | Brien McMahon | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/20 | V Boys Ice Hockey | New Canaan | Home - Winter Garden Ice Arena [Directions] | W 1-0 | Ice ALS Game | |
| Wed., 1/20 | V Boys Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 1/20 | V Wrestling | Greenwich | Home - RHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Winter Garden Ice Arena [Directions] | W 7-2 | Ice ALS Game | |
| Thu., 1/21 | V Boys Basketball | Fairfield Warde | Home - RHS Main Gym [Directions] | W 67-61 | Live HAN Network Broadcast | |
| Thu., 1/21 | JV Boys Basketball | Fairfield Warde | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/21 | FR Boys Basketball | Fairfield Warde | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/21 | V Competitive Cheerleading | Fairfield Warde | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Thu., 1/21 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 44-56 | 3:30 pm | |
| Thu., 1/21 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | 3:30 pm | |
| Thu., 1/21 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 pm | drop off only |
| Thu., 1/21 | Winter Dance Team | Fairfield Warde | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/22 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | W 10-1 | ||
| Fri., 1/22 | V Boys Indoor Track | 21st New Balance Games at NY Armory | Away | TBA | Event continues Jan 23 | |
| Fri., 1/22 | V Boys Swimming and Diving | New Canaan | Home - Pool at Barlow Mountain School [Directions] | 3:30 p.m. | ||
| Fri., 1/22 | JV Wrestling | Pomperaug Coop (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30 pm | event 4 pm - 6 pm |
| Sat., 1/23 | V Boys Indoor Track | 21st New Balance Games at NY Armory | Away | Cancelled | ||
| Sat., 1/23 | V Wrestling | Brunswick Tournament | Away | Cancelled | Canceled | |
| Sat., 1/23 | JV Wrestling | Jim Patton JV Tournament at Danbury HS | Away | Cancelled | ||
| Sat., 1/23 | V Competitive Cheerleading | NHS Quest for the Best Newtown HS | Away | Cancelled | ||
| Sat., 1/23 | V Girls Indoor Track | SCC Coaches Invite in New Haven | Away | Cancelled | ||
| Sat., 1/23 | School Holidays and Closings | SAT test date | ||||
| Mon., 1/25 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavilion [Directions] | W 5-0 | 4:30 pm | |
| Tue., 1/26 | V Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | L 39-51 | 3:30 pm | |
| Tue., 1/26 | JV Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 5:15 p.m. | 3:30 pm | |
| Tue., 1/26 | FR Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Tue., 1/26 | JV Boys Ice Hockey | New Canaan | Home - Danbury Ice Arena [Directions] | 8:00 p.m. | ||
| Tue., 1/26 | V Competitive Cheerleading | Wilton | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Tue., 1/26 | V Girls Basketball | Wilton | Home - RHS Main Gym [Directions] | W 61-43 | Coaches vs Cancer | |
| Tue., 1/26 | JV Girls Basketball | Wilton | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/27 | V Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 0-5 | 4:15 pm | |
| Wed., 1/27 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Wed., 1/27 | V Wrestling | Wilton | Away - Nicholas Zeoli Field House [Directions] | 5:00 p.m. | 3:15 pm | |
| Wed., 1/27 | V Co-ed Alpine Skiing | Race - Cheshire, Farmington, Brunswick, Darien, Amity, CA, LH | Away | 4:40 p.m. | 2:30 pm | Race - Cheshire, Farmington, Brunswick, Darien, Amity |
| Wed., 1/27 | V Girls Ice Hockey | Darien | Home - Winter Garden Ice Arena [Directions] | L 8-2 | ||
| Thu., 1/28 | V Boys Indoor Track | New Canaan, Ludlowe, Darien, McMahon, Trumbull, Warde at Wilton HS | Away [Directions] | 5:30 p.m. | 4 pm | |
| Thu., 1/28 | V Girls Indoor Track | New Canaan, Ludlowe, Darien, McMahon, Trumbull, Warde at Wilton HS | Away [Directions] | 5:30 p.m. | 4 pm | at Wilton HS |
| Fri., 1/29 | V Boys Basketball | Darien | Home - RHS Main Gym [Directions] | L 48-54 | American Cancer Society Coaches vs Cancer Night | |
| Fri., 1/29 | JV Boys Basketball | Darien | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Boys Basketball | Darien | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/29 | JV Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 7:00 p.m. | at Milford Ice Pavillion | |
| Fri., 1/29 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | W 41-30 | 3 pm | |
| Fri., 1/29 | JV Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 4:30 p.m. | 3 pm | |
| Fri., 1/29 | Winter Dance Team | Darien | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Sat., 1/30 | V Boys Ice Hockey | Trumbull | Home - Winter Garden Ice Arena [Directions] | W 8-0 | ||
| Sat., 1/30 | V Boys Indoor Track | FCIAC West Division Championship at Staples HS | Away [Directions] | 10:00 a.m. | 8:30 am | at Staples HS |
| Sat., 1/30 | V Wrestling | Ridgefield Challenge | Home - RHS Main and Aux Gyms [Directions] | 9:30 a.m. | ||
| Sat., 1/30 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | L 2-5 | 12 pm | |
| Sat., 1/30 | V Girls Indoor Track | FCIAC West Division Championship at Staples HS | Away [Directions] | 10:00 a.m. | 8:30 am | at Staples HS |
| Sun., 1/31 | Miscellaneous Events | Middle School Wrestling Tournament | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m. | ||
| Mon., 2/1 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | W 56-44 | 3:30 pm | |
| Mon., 2/1 | JV Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | 3:30 pm | |
| Mon., 2/1 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 2/1 | JV Boys Ice Hockey | Canterbury | Home - Danbury Ice Arena [Directions] | 9:00 p.m. | ||
| Mon., 2/1 | V Co-ed Alpine Skiing | GS Shootout Race at Mt Southington | Away | 4:00 p.m. | ||
| Mon., 2/1 | V Girls Basketball | New Canaan | Home - RHS Main Gym [Directions] | W 63-23 | ||
| Mon., 2/1 | JV Girls Basketball | New Canaan | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/1 | FR Girls Basketball | New Canaan | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/1 | V Girls Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | L 0-7 | 4 pm | |
| Tue., 2/2 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | W 8-1 | 6:45 pm | |
| Tue., 2/2 | V Wrestling | Westhill | Away - Westhill - New Gymnasium [Directions] | 5:00 p.m. | 2:45 pm | |
| Wed., 2/3 | V Boys Basketball | Bridgeport Central | Home - RHS Main Gym [Directions] | W 82-47 | ||
| Wed., 2/3 | JV Boys Basketball | Bridgeport Central | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/3 | FR Boys Basketball | Bridgeport Central | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/3 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Wed., 2/3 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 77-33 | 2:30 pm | |
| Wed., 2/3 | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 2/3 | Winter Dance Team | Bridgeport Central | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/3 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice [Directions] | W 5-1 | 1:30 pm | Early dismissal at 12:40 pm |
| Thu., 2/4 | V Boys Indoor Track | FCIAC Championships at Hillhouse HS | Away [Directions] | 4:30 p.m. | 2 pm | |
| Thu., 2/4 | V Co-ed Alpine Skiing | Race-Barlow, Weston, Westbrook, Wilton, Gilbert | Away | 4:40 p.m. | 2:30 pm | Race-Barlow, Weston, Westbrook, Wilton, Gilbert |
| Thu., 2/4 | V Girls Indoor Track | FCIAC Championships at Hillhouse HS | Away [Directions] | 4:30 p.m. | 2 pm | |
| Fri., 2/5 | Winter Dance Team | St. Joseph | Home - RHS Main Gym [Directions] | Cancelled | ||
| Sat., 2/6 | V Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | W 65-63 | 11 am | |
| Sat., 2/6 | JV Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 1:00 p.m. | 11 am | |
| Sat., 2/6 | V Wrestling | Jonathan Law Invitational at Jonathan Law HS, Milford, CT | Away | 9:30 a.m. | 7:45 am | |
| Sat., 2/6 | JV Wrestling | Southern CT JV Wrestling at Ludlowe HS | Away [Directions] | Cancelled | ||
| Sat., 2/6 | V Competitive Cheerleading | FCIAC Finals at Wilton HS | Away [Directions] | 11:00 a.m. | ||
| Sat., 2/6 | V Girls Basketball | St. Joseph | Home - RHS Main Gym [Directions] | W 64-48 | ||
| Sat., 2/6 | JV Girls Basketball | St. Joseph | Home - RHS Main Gym [Directions] | 1:00 p.m. | ||
| Sat., 2/6 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | W 3-2 | 4:15 pm | |
| Sat., 2/6 | School Holidays and Closings | ACT test date | ||||
| Tue., 2/9 | V Boys Basketball | Westhill | Home - RHS Main Gym [Directions] | L 41-44 | ||
| Tue., 2/9 | JV Boys Basketball | Westhill | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Boys Basketball | Westhill | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/9 | V Wrestling | Pomperaug Coop | Away - Auxiliary Gym [Directions] | 6:00 p.m. | 3:45 pm | |
| Tue., 2/9 | V Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | W 57-42 | 2:30 pm | |
| Tue., 2/9 | JV Girls Basketball | Westhill | Away [Directions] | Cancelled | 2:30 pm | |
| Tue., 2/9 | FR Girls Basketball | Westhill | Away [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 2/10 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS [Directions] | 4:00 p.m. | 2 pm | 1:45 pm early dismissal |
| Thu., 2/11 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 1:30 pm | |
| Thu., 2/11 | V Girls Basketball | Norwalk | Home - RHS Main Gym [Directions] | W 42-28 | Senior Night | |
| Thu., 2/11 | JV Girls Basketball | Norwalk | Home - RHS Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 2/11 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 1:30 pm | |
| Fri., 2/12 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | W 60-58 | 3:15 pm | |
| Fri., 2/12 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:15 p.m. | 3:15 pm | |
| Fri., 2/12 | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Fri., 2/12 | V Wrestling | FCIAC Tournament at New Canaan HS | Away | 4:30 p.m. | 1:45 pm | |
| Fri., 2/12 | FR Girls Basketball | Staples | Home - RHS Main Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/13 | V Boys Ice Hockey | St. Joseph | Home - Winter Garden Ice Arena [Directions] | L 0-2 | ||
| Sat., 2/13 | V Wrestling | FCIAC Tournament at New Canaan HS | Away | TBA | ||
| Sat., 2/13 | V Girls Basketball | Norwich Free Academy | Home - RHS Main Gym [Directions] | L 58-50 | ||
| Sat., 2/13 | JV Girls Basketball | Norwich Free Academy | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - So No Icehouse - Norwalk [Directions] | W 4-0 | 7 pm | |
| Mon., 2/15 | V Boys Basketball | Danbury | Home - RHS Main Gym [Directions] | L 58-59(OT) | ||
| Mon., 2/15 | JV Boys Basketball | Danbury | Home - RHS Main Gym [Directions] | 12:30 p.m. | ||
| Mon., 2/15 | FR Boys Basketball | Danbury | Home - RHS Main Gym [Directions] | 11:00 a.m. | ||
| Mon., 2/15 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Winter Garden Ice Arena [Directions] | W 3-2(OT) | ||
| Mon., 2/15 | V Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | W 63-33 | 11:15 am | |
| Mon., 2/15 | JV Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 12:30 p.m. | 11:15 am | |
| Mon., 2/15 | FR Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 11:00 a.m. | 10:00 am | |
| Mon., 2/15 | School Holidays and Closings | President's Day - School closed | ||||
| Tue., 2/16 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | L 1-4 | 5:30 pm | |
| Tue., 2/16 | School Holidays and Closings | PD Day for Teachers - No school for Students | ||||
| Wed., 2/17 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | W 66-51 | 3:15 pm | |
| Wed., 2/17 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | 3:15 pm | |
| Wed., 2/17 | FR Boys Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | 2:30 p.m. | |
| Wed., 2/17 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | W 3-0 | 2 pm | 1:30 early dismissal |
| Wed., 2/17 | V Boys Swimming and Diving | Westhill/Stamford | Home - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ||
| Wed., 2/17 | V Co-ed Alpine Skiing | Race-Litchfield, Westhill,Hopkins, SL, Pomperaug | Away | 4:40 p.m. | 2:30 pm | Race-Litchfield, Westhill,Hopkins, SL, Pomperaug |
| Wed., 2/17 | V Girls Basketball | Trinity Catholic | Home - RHS Main Gym [Directions] | W 72-28 | ||
| Wed., 2/17 | JV Girls Basketball | Trinity Catholic | Home - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Winter Garden Ice Arena [Directions] | W 5-4 | ||
| Thu., 2/18 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | L 2-3 | 5:30 pm | |
| Thu., 2/18 | JV Girls Basketball | St. Lukes | Away | 4:00 p.m. | 2:30 p.m. | St Luke's School, 377 North Wilton Rd, New Canaan, CT |
| Fri., 2/19 | JV Boys Ice Hockey | New Canaan | Away - Sono Ice House [Directions] | 5:00 p.m. | at SoNo Ice House | |
| Fri., 2/19 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | 2:30 pm | |
| Fri., 2/19 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:00 p.m. | 1:45 pm | 1:30 early dismissal |
| Fri., 2/19 | FR Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 4:15 p.m. | 2:45 p.m. | |
| Sat., 2/20 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 6:00 p.m. | ||
| Sat., 2/20 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/20 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:00 a.m. | ||
| Sat., 2/20 | V Girls Basketball | Greenwich | Away - Stamford HS [Directions] | W 66-40 | 2:00 p.m. | FCIAC Quarterfinals 4 vs 5 |
| Sat., 2/20 | V Girls Ice Hockey | Simsbury | Home - Winter Garden Ice Arena [Directions] | L 1-6 | ||
| Sat., 2/20 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | 9:30 am | |
| Mon., 2/22 | V Boys Basketball | Trumbull | Home - RHS Main Gym [Directions] | L 64-66 | ||
| Mon., 2/22 | JV Boys Basketball | Trumbull | Home - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Trumbull | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/22 | V Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice, Bridgeport, CT [Directions] | T 3-3(OT) | 3:30 pm | |
| Mon., 2/22 | JV Boys Ice Hockey | Brunswick School | Away | Cancelled | ||
| Mon., 2/22 | V Boys Swimming and Diving | FCIAC Swim Trials at Greenwich | Away [Directions] | 4:30 p.m. | 1:30 p.m. | Early dismissal at 1:15 pm |
| Mon., 2/22 | Winter Dance Team | Trumbull | Home - RHS Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/24 | V Boys Basketball | Stamford | Away - Stamford HS [Directions] | W 43-38 | 3:15 pm | |
| Wed., 2/24 | JV Boys Basketball | Stamford | Away - Stamford HS [Directions] | 5:15 p.m. | 3:15 pm | |
| Wed., 2/24 | FR Boys Basketball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Wed., 2/24 | V Boys Ice Hockey | Trinity Catholic | Home - Winter Garden Ice Arena [Directions] | W 7-1 | ||
| Wed., 2/24 | V Boys Swimming and Diving | FCIAC Diving at Westhill | Away | 4:30 p.m. | ||
| Wed., 2/24 | V Girls Basketball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | L 51-49 | 5:00 p.m. | |
| Wed., 2/24 | V Girls Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | L 5-0 | 4:00 pm | FCIAC Semi-finals |
| Fri., 2/26 | V Boys Swimming and Diving | FCIAC Finals at Greenwich | Away [Directions] | 6:30 p.m. | 3:30 p.m. | |
| Fri., 2/26 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Fri., 2/26 | V Girls Basketball | FCIAC Finals at Fairfield Ludlowe | Away [Directions] | 7:00 p.m. | did not qualify | |
| Sat., 2/27 | V Boys Basketball | Trumbull | Away [Directions] | L 51-46 | 11:00 a.m. | FCIAC Qtr Finals at Fairfield Ludlowe |
| Sat., 2/27 | V Boys Ice Hockey | New Canaan | Away - Terry Conners Rink [Directions] | W 4-0 | 1:00 p.m. | FCIAC Qtr Finals at Terry Conners Stamford |
| Sat., 2/27 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Sat., 2/27 | V Competitive Cheerleading | Best Cheerleading Competition | Away | TBA | ||
| Sat., 2/27 | V Girls Basketball | Newtown | Home - RHS Main Gym [Directions] | 5:00 p.m. | CIAC Tournament First Round | |
| Sat., 2/27 | FR Girls Basketball | Freshman Tournament at St Joseph HS | Away [Directions] | 10:00 a.m. | 8:15 am | |
| Sat., 2/27 | V Girls Ice Hockey | FCIAC Finals at Terry Connors Ice Rink, Stamford | Away | 12:50 p.m. | did not qualify | |
| Sun., 2/28 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sun., 2/28 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Mon., 2/29 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 7-0 | 5:30 pm | State Tournament Qtr Finals at Darien Ice Rink |
| Tue., 3/1 | V Boys Basketball | FCIAC Semi Finals at Fairfield Warde | Away [Directions] | TBA | did not qualify | |
| Tue., 3/1 | V Boys Indoor Track | Eastern States Championship | Away | TBA | ||
| Tue., 3/1 | V Co-ed Alpine Skiing | Race-Staples, Prep, Glastonbury, Fairfield, NC | Away | 4:40 p.m. | 2:30 pm | Race-Staples, Prep, Glastonbury, Fairfield, NC |
| Tue., 3/1 | V Girls Indoor Track | Eastern States Championship | Away | TBA | ||
| Wed., 3/2 | V Boys Ice Hockey | Greenwich | Away - Terry Conners Rink [Directions] | L 3-0 | 4:30 p.m. | 2 v3/6 winner at 5 pm, 1 v 4/5 winner at 7 pm |
| Wed., 3/2 | V Co-ed Alpine Skiing | Race-Greenwich, Guilford,Hand,Danbury,Southington | Away | 4:40 p.m. | 2:30 pm | Race-Greenwich, Guilford,Hand,Danbury,Southington |
| Wed., 3/2 | V Girls Ice Hockey | State Semi Finals at Shelton Rinks | Away | TBA | did not qualify | |
| Wed., 3/2 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 3:30 p.m. | Practice with Harvey School | |
| Wed., 3/2 | Miscellaneous Events | Rugby Club | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Thu., 3/3 | V Boys Basketball | FCIAC Finals at Fairfield Warde | Away [Directions] | 7:00 p.m. | did not qualify | |
| Thu., 3/3 | JV Boys Ice Hockey | Newtown/New Fairfield | Home - Danbury Ice Arena [Directions] | 6:40 p.m. | ||
| Thu., 3/3 | V Girls Basketball | Stamford | Away [Directions] | L 65-32 | 4:45 p.m. | |
| Fri., 3/4 | V Boys Basketball | CIAC Tournament Qualifying Round | Away | TBA | ||
| Fri., 3/4 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 4:00 p.m. | ||
| Fri., 3/4 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m.-6:00pm | ||
| Sat., 3/5 | V Boys Ice Hockey | FCIAC Finals at Terry Connors Rink, Stamford | Away | 3:00 p.m. | did not qualify | |
| Sat., 3/5 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 9:00 a.m. | ||
| Sat., 3/5 | V Competitive Cheerleading | CIAC State Tournament at Floyd Little Athletic Center, New Haven | Away | Cancelled | ||
| Sat., 3/5 | School Holidays and Closings | SAT test date | ||||
| Mon., 3/7 | V Girls Basketball | CIAC Tournament Qtr Finals at higher ranked school | Away | TBA | did not qualify | |
| Mon., 3/7 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m.-6:00pm | ||
| Tue., 3/8 | V Boys Basketball | Xavier | Away - Xavier H.S. [Directions] | W 54-53 | 4:15 p.m. | |
| Tue., 3/8 | V Co-ed Alpine Skiing | State Championship at Southington | Away | TBA | 10 am | Championships may also be 2/29 |
| Tue., 3/8 | Miscellaneous Events | RHS Lacrosse Clinic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00p.m. | ||
| Wed., 3/9 | V Boys Ice Hockey | Greenwich | Away [Directions] | L 5-4 | 3 pm | |
| Wed., 3/9 | V Boys Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Hamden HS [Directions] | 5:30 p.m. | ||
| Wed., 3/9 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m.-6:15pm | ||
| Thu., 3/10 | V Boys Basketball | Trumbull | Away [Directions] | W 48-45 | 3:30 pm | CIAC Tournament Second Round |
| Thu., 3/10 | Miscellaneous Events | RHS Lacrosse Clinic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00p.m. | ||
| Fri., 3/11 | V Girls Basketball | CIAC Tournament Semi Finals at neutral site | Away | TBA | did not qualify | |
| Sat., 3/12 | V Boys Ice Hockey | CIAC Tournament Qtr Finals | Away | TBA | did not qualify | |
| Sat., 3/12 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - Hamden HS [Directions] | 3:30 p.m. | 12:30 p.m. | |
| Mon., 3/14 | V Boys Basketball | Hillhouse | Away [Directions] | L 81-49 | 4:00 pm | New Haven Athletic Center, 480 Sherman Parkway, New Haven, CT |
| Mon., 3/14 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Mon., 3/14 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-8:30pm | ||
| Tue., 3/15 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 3/15 | Miscellaneous Events | RHS Lacrosse Clinic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00p.m. | ||
| Wed., 3/16 | V Boys Basketball | CIAC Tournament Semi Finals at neutral site | Away | TBA | did not qualify | |
| Wed., 3/16 | V Boys Ice Hockey | CIAC Tournament Semi Finals | Away | TBA | did not qualify | |
| Wed., 3/16 | V Boys Rugby | New Rochelle (NY) (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Wed., 3/16 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 1:30 p.m. | 10:30 a.m. | Early dismissal at 10:15 am |
| Wed., 3/16 | Miscellaneous Events | RHS Rugby Club scrimmage vs New Rochelle | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m.-6:30pm | ||
| Wed., 3/16 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 3/16 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00pm | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC Open Diving | Away - Bulkeley [Directions] | 5:30 p.m. | ||
| Thu., 3/17 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 3/17 | Miscellaneous Events | RHS Lacrosse Clinic | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00p.m. | ||
| Fri., 3/18 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 3/19 | V Boys Basketball | CIAC Tournament Finals at Mohegan Sun | Away | TBA | did not qualify | |
| Sat., 3/19 | V Boys Ice Hockey | CIAC Tournament Finals at Ingalls Rink, Yale University | Away | TBA | did not qualify | |
| Sat., 3/19 | V Boys Rugby | 4 Leafs Tournament, Randels Island NY | Away | TBA | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | 11:30 a.m. | |
| Sat., 3/19 | V Girls Basketball | CIAC Tournament Finals at Mohegan Sun | Away | TBA | did not qualify | |
| Sat., 3/19 | Miscellaneous Events | RYL | Home - Scotts Ridge MS Turf [Directions] | 2:00 p.m.-6:00pm | ||
| Mon., 3/21 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 3/21 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 3/22 | V Boys Rugby | Greenwich | Away [Directions] | 4:30 p.m. | 2:30 p.m. | |
| Tue., 3/22 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 3/23 | V Girls Lacrosse | Scarsdale (NY) (Scrim.) | Away | 4:15 p.m. | 2:30 p.m. | |
| Wed., 3/23 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 3/24 | V Baseball | Notre Dame-Fairfield (Scrim.) | Away - Fabbri Field at Notre Dame [Directions] | W 0-0 | 2:30 pm | |
| Thu., 3/24 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 3/25 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-5:00pm | ||
| Fri., 3/25 | School Holidays and Closings | Good Friday - School closed | ||||
| Sat., 3/26 | V Baseball | Immaculate (Scrim.) | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | JV Baseball | Immaculate (Scrim.) | Home - East Ridge MS [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | V Boys Lacrosse | LaSalle Academy, RI, Brien McMahon HS | Home - Tiger Hollow Stadium [Directions] | 2:00 p.m.-6:00pm | ||
| Sat., 3/26 | V Boys Rugby | Simsbury | Away [Directions] | 3:15 p.m. | 12:30 pm | |
| Sun., 3/27 | Miscellaneous Events | RAMS | Home - Tiger Hollow Turf Field II [Directions] | 8:00 a.m.-10:00am | ||
| Mon., 3/28 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 3/28 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Mon., 3/28 | School Holidays and Closings | PD Day for Teachers - No school for Students | ||||
| Tue., 3/29 | V Baseball | New Fairfield (Scrim.) | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 3:30 p.m. | ||
| Tue., 3/29 | JV Baseball | New Fairfield (Scrim.) | Home - East Ridge MS [Directions] | 3:30 p.m. | ||
| Tue., 3/29 | V Boys Volleyball | Ridgefield Jamboree | Home - RHS Main Gym [Directions] | 4:00 p.m. | Joel Barlow, Danbury, East Hartford, Farmington, Newington | |
| Tue., 3/29 | V Girls Lacrosse | Sacred Heart Greenwich | Away | 4:15 p.m. | 2:30 p.m. | |
| Tue., 3/29 | V Softball | Newtown (Scrim.) | Home - RHS Upper Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | JV Softball | Newtown (Scrim.) | Home - RHS Upper Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Tue., 3/29 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 3/30 | V Baseball | Weston (Scrim.) | Away - Revson Field, Weston [Directions] | 3:45 p.m. | 2:30 pm | |
| Wed., 3/30 | JV Baseball | Weston (Scrim.) | Away - Revson Field, Weston [Directions] | 3:45 p.m. | 2:30 p.m. | |
| Wed., 3/30 | FR Baseball | Weston (Scrim.) | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Girls Lacrosse | Joel Barlow (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | JV Girls Lacrosse | Joel Barlow (Scrim.) | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 3/30 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 3/31 | V Boys Rugby | Fairfield Prep | Home - Tiger Hollow Stadium [Directions] | 6:30 p.m. | ||
| Thu., 3/31 | V Boys Tennis | Weston (Scrim.) | Home - RHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | JV Boys Tennis | John Jay (NY) (Scrim.) | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 3/31 | V Softball | Danbury (Scrim.) | Home - RHS Upper Grass Field [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | JV Softball | Danbury (Scrim.) | Home - RHS Upper Grass Field [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | V Girls Tennis | Weston (Scrim.) | Away - WHS Tennis Courts [Directions] | L 3-4 | 2:30 p.m. | |
| Thu., 3/31 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 3/31 | Miscellaneous Events | Rugby Club vs Fairfield Prep | Home - Tiger Hollow Stadium [Directions] | 6:30 p.m. | ||
| Fri., 4/1 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00 p.m. | ||
| Fri., 4/1 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 4/2 | V Boys Rugby | Cherry Blossom Tournament, Washington DC | Away | TBA | ||
| Sat., 4/2 | V Girls Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | W 17-3 | 9:30 a.m. | |
| Sat., 4/2 | JV Girls Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 12:30 p.m. | 11 am | |
| Sat., 4/2 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 11:00 a.m.-6:00pm | ||
| Sun., 4/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 4/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Mon., 4/4 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 4/5 | V Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | W 8-7 | 4:30 p.m. | |
| Tue., 4/5 | JV Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Tue., 4/5 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Tue., 4/5 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 4/5 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 4/6 | FR Boys Lacrosse | Staples | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 4/6 | V Boys Outdoor Track | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | Non-Division Meet | |
| Wed., 4/6 | V Boys Tennis | Fairfield Ludlowe | Away - FLHS Tennis Courts [Directions] | W 6-1 | 2:30 pm | |
| Wed., 4/6 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 4/6 | V Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | W 3-0 | 2:30 pm | |
| Wed., 4/6 | JV Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:30 p.m. | 2:30 pm | |
| Wed., 4/6 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | 3:45 pm | |
| Wed., 4/6 | V Girls Outdoor Track | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | Non-Division Meet | |
| Wed., 4/6 | V Softball | Fairfield Warde | Away - Fairfield Warde HS [Directions] | L 2-4 | 3:00PM | Non-League game |
| Wed., 4/6 | JV Softball | Fairfield Warde | Away - Fairfield Warde HS [Directions] | 4:30 p.m. | 3:00PM | Non-League game |
| Wed., 4/6 | V Girls Tennis | Fairfield Ludlowe | Home - RHS Tennis Courts [Directions] | L 3-4 | ||
| Wed., 4/6 | JV Girls Tennis | Fairfield Ludlowe | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/6 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 4/6 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 4/7 | V Boys Lacrosse | Stamford | Home - Tiger Hollow Stadium [Directions] | W 21-0 | ||
| Thu., 4/7 | JV Boys Lacrosse | Stamford | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Thu., 4/7 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 4/8 | V Baseball | Newtown | Away - Newtown HS Baseball Field [Directions] | W 2-1 | 2:30 p.m. | |
| Fri., 4/8 | V Boys Rugby | Staples | Away [Directions] | 4:30 p.m. | 3:00 p.m. | Game at PJ Romano Field, Saugatuck Elementary School, 170 Riverside Ave, Westport |
| Fri., 4/8 | V Boys Volleyball | Staples | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 4/8 | JV Boys Volleyball | Staples | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/8 | V Girls Lacrosse | Trumbull | Home - Tiger Hollow Stadium [Directions] | W 18-5 | ||
| Fri., 4/8 | JV Girls Lacrosse | Trumbull | Home - Tiger Hollow Stadium [Directions] | 4:15 p.m. | ||
| Fri., 4/8 | FR Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 4/8 | V Softball | Bunnell | Away - Bunnell Softball Field [Directions] | W 6-1 | 2:30 p.m. | |
| Fri., 4/8 | JV Softball | Bunnell | Away - Wigwam Lane Field [Directions] | 4:15 p.m. | 2:30 p.m. | |
| Fri., 4/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 4/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 4/9 | V Baseball | North Haven | Away - North Haven Athletic Complex - DeMayo Ballfield [Directions] | W 3-2 | 8:30 a.m. | |
| Sat., 4/9 | JV Baseball | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 11:00 a.m. | 8:30 a.m. | |
| Sat., 4/9 | FR Boys Lacrosse | New Canaan | Home - Tiger Hollow Stadium [Directions] | 11:00 a.m. | ||
| Sat., 4/9 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 11:00 a.m.-6:00pm | ||
| Sat., 4/9 | School Holidays and Closings | ACT test date | ||||
| Sun., 4/10 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 4/10 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 4/10 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Mon., 4/11 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | L 3-2 | 2:30 p.m. | |
| Mon., 4/11 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 4/11 | FR Baseball | Fairfield Ludlowe | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Mon., 4/11 | V Boys Tennis | Staples | Home - RHS Tennis Courts [Directions] | L 0-5 | ||
| Mon., 4/11 | V Boys Volleyball | Shelton | Away - Shelton HS Gym [Directions] | W 3-0 | 2:45 pm | |
| Mon., 4/11 | JV Boys Volleyball | Shelton | Away - Shelton HS Gym [Directions] | 4:30 p.m. | 2:45 pm | |
| Mon., 4/11 | V Softball | Fairfield Ludlowe | Home - RHS Upper Grass Field [Directions] | L 6-7 | ||
| Mon., 4/11 | JV Softball | Fairfield Ludlowe | Home - RHS Upper Grass Field [Directions] | Cancelled | ||
| Mon., 4/11 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | L 1-6 | 2:30 pm | |
| Mon., 4/11 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 4/11 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 4/12 | V Boys Golf | Brunswick School (Scrim.) | Away | 3:30 p.m. | TBA | at Stanwich |
| Tue., 4/12 | V Boys Lacrosse | Greenwich | Home - Tiger Hollow Stadium [Directions] | W 10-7 | ||
| Tue., 4/12 | JV Boys Lacrosse | Greenwich | Home - Tiger Hollow Turf Field II [Directions] | 3:30 p.m. | ||
| Tue., 4/12 | FR Boys Lacrosse | Darien | Home - Tiger Hollow Turf Field II [Directions] | 5:15 p.m. | ||
| Tue., 4/12 | V Girls Lacrosse | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | W 18-2 | ||
| Tue., 4/12 | JV Girls Lacrosse | Brien McMahon | Home - Tiger Hollow Turf Field II [Directions] | Cancelled | ||
| Tue., 4/12 | FR Girls Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 5:00 p.m. | 3:30 pm | |
| Tue., 4/12 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 7:30 p.m.-9:00pm | ||
| Tue., 4/12 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:30 p.m.-10:30pm | ||
| Wed., 4/13 | V Boys Golf | Westhill, Stamford | Away - Hubbard Brennan Golf Course [Directions] | Ridgefield: 158 Westhill: 176 Stamford: 199 | TBA | at EG Brennan GC |
| Wed., 4/13 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | L 2-5 | 2:30 pm | |
| Wed., 4/13 | V Boys Volleyball | Greenwich | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Wed., 4/13 | JV Boys Volleyball | Greenwich | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/13 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | Danbury 191 Ridgefield 227 | 2:00 pm | Dismiss at 1:45 pm |
| Wed., 4/13 | V Softball | Immaculate | Home - RHS Upper Grass Field [Directions] | W 16-3 | ||
| Wed., 4/13 | V Girls Tennis | Greenwich | Home - RHS Tennis Courts [Directions] | L 2-5 | ||
| Wed., 4/13 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 4/13 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 4/14 | FR Baseball | Joel Barlow | Home - Branchville Civic (Playground Field) [Directions] | 4:00 p.m. | ||
| Thu., 4/14 | V Boys Golf | Danbury | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Danbury: 152 Ridgefield: 160 | ||
| Thu., 4/14 | V Boys Outdoor Track | NY Relays at Randall's Island, NY | Away | TBA | ||
| Thu., 4/14 | JV Boys Tennis | Staples | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/14 | V Girls Golf | Staples | Home - Silver Spring Golf Course [Directions] | Staples 191 Ridgefield 226 | ||
| Thu., 4/14 | V Girls Lacrosse | John Jay (NY) | Home - Tiger Hollow Stadium [Directions] | W 13-12 | ||
| Thu., 4/14 | JV Girls Lacrosse | John Jay (NY) | Home - Tiger Hollow Stadium [Directions] | 4:15 p.m. | ||
| Thu., 4/14 | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 4/14 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 4/14 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 4/15 | V Baseball | Staples | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 11-2 | ||
| Fri., 4/15 | JV Baseball | Staples | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Fri., 4/15 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 4/15 | FR Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Fri., 4/15 | V Boys Outdoor Track | NY Relays at Randall's Island, NYC | Away | TBA | ||
| Fri., 4/15 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | W 3-1 | 2:30 pm | |
| Fri., 4/15 | JV Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm | |
| Fri., 4/15 | V Softball | Staples | Away - Wakeman Field [Directions] | W 6-3 | 3 pm | |
| Fri., 4/15 | JV Softball | Staples | Away - Staples HS - Softball Field [Directions] | 4:30 p.m. | 3 pm | |
| Fri., 4/15 | Miscellaneous Events | Middle School Track Meet | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m.-6:30pm | ||
| Fri., 4/15 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 4/15 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 4/16 | V Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | W 11-8 | 9:15 a.m. | |
| Sat., 4/16 | V Boys Lacrosse | Garden City (NY) | Home - Tiger Hollow Stadium [Directions] | W 10-2 | Battle of the Sound | |
| Sat., 4/16 | JV Boys Lacrosse | Garden City (NY) | Home - Tiger Hollow Turf Field II [Directions] | 3:30 p.m. | ||
| Sat., 4/16 | V Boys Outdoor Track | NY Relays at Randall's Island, NY | Away | TBA | 8 am | ICAHN Stadium at Randall's Island, 20 Randall's Island, NY, NY |
| Sat., 4/16 | V Girls Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | W 17-1 | 8:15 am | |
| Sat., 4/16 | JV Girls Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 11:30 a.m. | 10 am | |
| Sat., 4/16 | Miscellaneous Events | Manhasset HS vs Darien HS | Home - Tiger Hollow Stadium [Directions] | 1:00 p.m. | Battle of the Sound | |
| Sat., 4/16 | Miscellaneous Events | Darien vs Manhasset JV | Home - Tiger Hollow Turf Field II [Directions] | 1:00 p.m. | ||
| Sun., 4/17 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Mon., 4/18 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | W 12-5 | 2:15 p.m. | |
| Mon., 4/18 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | 2:15 p.m. | pick up / drop off at Old High School field |
| Mon., 4/18 | FR Baseball | Greenwich | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Mon., 4/18 | FR Boys Lacrosse | Danbury | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 4/18 | V Boys Outdoor Track | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | 2:15 pm | Non-Division meet |
| Mon., 4/18 | V Boys Tennis | Brien McMahon | Home - RHS Tennis Courts [Directions] | W 7-0 | ||
| Mon., 4/18 | V Boys Volleyball | St. Joseph | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Mon., 4/18 | JV Boys Volleyball | St. Joseph | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/18 | FR Girls Lacrosse | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 4/18 | V Girls Outdoor Track | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | 2:15 pm | Non-Division meet |
| Mon., 4/18 | V Softball | Greenwich | Home - RHS Upper Grass Field [Directions] | W 11-0 | ||
| Mon., 4/18 | JV Softball | Greenwich | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 4/18 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 7-0 | 2:30 pm | |
| Mon., 4/18 | School Holidays and Closings | Spring Recess - school closed | ||||
| Tue., 4/19 | V Boys Lacrosse | Trinity Catholic | Home - Tiger Hollow Stadium [Directions] | W 20-0 | ||
| Tue., 4/19 | V Boys Tennis | Fairfield Warde | Home - RHS Tennis Courts [Directions] | W 5-2 | ||
| Tue., 4/19 | JV Boys Tennis | Fairfield Warde | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/19 | V Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | W 14-9 | 2:15 pm | |
| Tue., 4/19 | JV Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | 3:30 pm | |
| Tue., 4/19 | V Girls Tennis | Fairfield Warde | Away [Directions] | L 2-5 | 2:15 pm | |
| Tue., 4/19 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods MS Courts [Directions] | 4:00 p.m. | 2:15 pm | |
| Tue., 4/19 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Tue., 4/19 | School Holidays and Closings | Spring Recess - school closed | ||||
| Wed., 4/20 | V Baseball | Brien McMahon | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | L 9-2 | ||
| Wed., 4/20 | JV Baseball | Brien McMahon | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Wed., 4/20 | FR Boys Lacrosse | New Fairfield | Home - Tiger Hollow Turf Field II [Directions] | 11:00 a.m. | ||
| Wed., 4/20 | V Boys Volleyball | Darien | Home - RHS Main Gym [Directions] | L 1-3 | ||
| Wed., 4/20 | JV Boys Volleyball | Darien | Home - RHS Main Gym [Directions] | Cancelled | ||
| Wed., 4/20 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 18-2 | 2:30 p.m. | |
| Wed., 4/20 | JV Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Wed., 4/20 | School Holidays and Closings | Spring Recess - school closed | ||||
| Thu., 4/21 | FR Baseball | North Haven | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 11:00 a.m. | ||
| Thu., 4/21 | JV Boys Golf | Fairfield Prep | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | TBA | at Brooklawn |
| Thu., 4/21 | V Boys Lacrosse | Yorktown (NY) | Home - Tiger Hollow Stadium [Directions] | W 9-8 | ||
| Thu., 4/21 | JV Boys Lacrosse | Yorktown (NY) | Home - Tiger Hollow Turf Field II [Directions] | 6:30 p.m. | ||
| Thu., 4/21 | V Boys Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | L 5-2 | 2:30 pm | |
| Thu., 4/21 | V Girls Lacrosse | Fairfield Ludlowe | Home - Tiger Hollow Stadium [Directions] | W 14-7 | ||
| Thu., 4/21 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Thu., 4/21 | V Girls Tennis | Wilton | Home - RHS Tennis Courts [Directions] | W 4-3 | ||
| Thu., 4/21 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Thu., 4/21 | School Holidays and Closings | Spring Recess - school closed | ||||
| Fri., 4/22 | V Baseball | Fairfield Warde | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 11-7 | ||
| Fri., 4/22 | JV Baseball | Fairfield Warde | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Fri., 4/22 | FR Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2:15 pm | Bus pickup at ERMS |
| Fri., 4/22 | FR Boys Lacrosse | Norwalk | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 4/22 | FR Girls Lacrosse | Greenwich | Home - Scotts Ridge MS Turf [Directions] | 4:00 p.m. | ||
| Fri., 4/22 | V Softball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | L 2-0 | 2:30 p.m. | |
| Fri., 4/22 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | 4:30 p.m. | 2:30 p.m. | |
| Fri., 4/22 | School Holidays and Closings | Spring Recess - school closed | ||||
| Fri., 4/22 | School Holidays and Closings | Passover begins at sundown | ||||
| Sat., 4/23 | V Baseball | Pomperaug | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 6-2 | ||
| Sat., 4/23 | V Boys Lacrosse | Medfield (MA) | Away | W 18-13 | 1 pm | |
| Sat., 4/23 | V Boys Volleyball | Rhody Invitational | Away - Bryant University, Smithfield, Rhode Island | 9:00 a.m. | No Bus | |
| Sat., 4/23 | V Softball | Pomperaug | Home - RHS Upper Grass Field [Directions] | W 4-1 | ||
| Sat., 4/23 | School Holidays and Closings | First day of Passover | ||||
| Sun., 4/24 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 4/24 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 4/24 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Mon., 4/25 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | L 3-4 | 2:30 p.m. | |
| Mon., 4/25 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:15 p.m. | 2:30 p.m. | |
| Mon., 4/25 | FR Baseball | Wilton | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Golf | Bridgeport Central | Away - Fairchild Wheeler Golf Course [Directions] | Ridgefield: 156 Bridgeport Central: 262 | Yes | |
| Mon., 4/25 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:00 p.m. | TBA | Country Club of New Canaan |
| Mon., 4/25 | V Boys Lacrosse | Danbury | Home - Tiger Hollow Stadium [Directions] | W 18-3 | ||
| Mon., 4/25 | JV Boys Lacrosse | Danbury | Home - Tiger Hollow Stadium [Directions] | 4:15 p.m. | ||
| Mon., 4/25 | V Boys Tennis | Darien | Home - RHS Tennis Courts [Directions] | L 4-3 | ||
| Mon., 4/25 | JV Boys Tennis | Darien | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Volleyball | Danbury | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Mon., 4/25 | JV Boys Volleyball | Danbury | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Girls Golf | Darien | Home - Silver Spring Golf Course [Directions] | Darien 184 Ridgefield 205 | 1:45 early dismissal | |
| Mon., 4/25 | V Softball | Wilton | Home - RHS Upper Grass Field [Directions] | W 11-2 | ||
| Mon., 4/25 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | L 0-7 | 2:30 pm | |
| Mon., 4/25 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 4/25 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 4/26 | V Boys Rugby | Fordham Prep (NY) | Home - Tiger Hollow Stadium [Directions] | 6:30 p.m. | ||
| Tue., 4/26 | V Girls Golf | Wilton | Home - Silver Spring Golf Course [Directions] | Wilton 190 Ridgefield 215 | ||
| Tue., 4/26 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 4/26 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:30 p.m.-10:30pm | ||
| Wed., 4/27 | V Baseball | Darien | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | L 1-3 | ||
| Wed., 4/27 | JV Baseball | Darien | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 4/27 | V Boys Golf | Fairfield Prep | Away - Country Club of Fairfield [Directions] | Fairfield Prep: 162 Ridgefield: 163 | TBA | |
| Wed., 4/27 | V Boys Lacrosse | Brunswick School | Home - Tiger Hollow Stadium [Directions] | L 14-9 | ||
| Wed., 4/27 | JV Boys Lacrosse | Brunswick School | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Wed., 4/27 | FR Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 5:00 p.m. | 3:30 p.m. | |
| Wed., 4/27 | V Boys Outdoor Track | Staples, Westhill | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 pm | at Staples |
| Wed., 4/27 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | L 6-1 | 2:30 pm | |
| Wed., 4/27 | V Boys Volleyball | Fairfield Warde | Home - RHS Main Gym [Directions] | W 3-1 | ||
| Wed., 4/27 | JV Boys Volleyball | Fairfield Warde | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 9-4 | 4 pm | |
| Wed., 4/27 | JV Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 4/27 | FR Girls Lacrosse | Staples | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Girls Outdoor Track | Staples, Westhill | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 p.m. | at Staples |
| Wed., 4/27 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | W 4-0 | 3 pm | |
| Wed., 4/27 | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | 4:30 p.m. | 3 pm | |
| Wed., 4/27 | V Girls Tennis | New Canaan | Home - RHS Tennis Courts [Directions] | L 3-4 | ||
| Wed., 4/27 | JV Girls Tennis | New Canaan | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 4/28 | JV Boys Golf | Darien, Greenwich | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Thu., 4/28 | V Boys Outdoor Track | Penn Relays April 28-30 | Away | TBA | ||
| Thu., 4/28 | V Boys Tennis | Bridgeport Central | Home - RHS Tennis Courts [Directions] | W 7-0 | ||
| Thu., 4/28 | JV Boys Tennis | John Jay (NY) | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/28 | V Girls Tennis | Bridgeport Central | Away [Directions] | W 7-0 | 2:30 pm | |
| Thu., 4/28 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 4/28 | Miscellaneous Events | Merrimack vs Dowling | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-10:00pm | ||
| Thu., 4/28 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 4/29 | V Baseball | New Canaan | Away - Mead Park [Directions] | W 3-1 | 2:30 p.m. | |
| Fri., 4/29 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Fri., 4/29 | FR Baseball | New Canaan | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | V Boys Lacrosse | Staples | Away - Staples Stadium [Directions] | L 6-7 | 5 pm | |
| Fri., 4/29 | JV Boys Lacrosse | Staples | Away - Wakeman Field B (turf) [Directions] | 4:30 p.m. | 3:00 pm | |
| Fri., 4/29 | FR Boys Lacrosse | Fairfield Ludlowe | Home - Tiger Hollow Turf Field II [Directions] | 5:00 p.m. | ||
| Fri., 4/29 | V Boys Volleyball | Trumbull | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 4/29 | JV Boys Volleyball | Trumbull | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | FR Girls Lacrosse | Fairfield Ludlowe | Away - FLHS Front Lawn [Directions] | 4:00 p.m. | 2:30 pm | |
| Fri., 4/29 | V Girls Outdoor Track | O'Grady Relays at Danbury High School | Away [Directions] | TBA | ||
| Fri., 4/29 | V Softball | New Canaan | Home - RHS Upper Grass Field [Directions] | L 3-4 | ||
| Fri., 4/29 | JV Softball | New Canaan | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 4/29 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 7:00 p.m.-9:00 p.m. | ||
| Sat., 4/30 | V Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | W 16-5 | 10 am | |
| Sat., 4/30 | JV Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 4/30 | V Girls Outdoor Track | O'Grady Relays at Danbury High School | Away [Directions] | TBA | 8 am | |
| Sat., 4/30 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 11:00 a.m.-6:00pm | ||
| Sun., 5/1 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 11:00 a.m.-6:00pm | ||
| Sun., 5/1 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 5/1 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 5/1 | Miscellaneous Events | RYFH | Home - Tiger Hollow Stadium [Directions] | 6:30p-8:00 p.m. | ||
| Mon., 5/2 | V Boys Golf | Trinity Catholic | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Ridgefield: 154 Trinity Catholic: 204 | ||
| Mon., 5/2 | FR Boys Lacrosse | Fairfield Prep | Away - Barlow Field, Fairfield University [Directions] | 5:00 p.m. | 3:30 pm | |
| Mon., 5/2 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | L 3-2 | 2:30 pm | |
| Mon., 5/2 | JV Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | 2:30 pm | |
| Mon., 5/2 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | Trumbull 191 Ridgefield 205 | 2 pm | Dismiss at 1:45 pm |
| Mon., 5/2 | FR Girls Lacrosse | Norwalk | Away - Nathan Hale M.S. Lower [Directions] | 4:30 p.m. | 3 pm | |
| Mon., 5/2 | V Girls Outdoor Track | Greenwich, Trumbull | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2:30 pm | at Greenwich |
| Mon., 5/2 | V Softball | Bridgeport Central | Away - Central H.S. Junior Varsity Softball Field [Directions] | W 10-2 | 3 pm | |
| Mon., 5/2 | JV Softball | Bridgeport Central | Away - Cal Ripken Field at Longfellow Park on Ocean Terrace, Bridgeport [Directions] | 4:30 p.m. | 3 pm | |
| Mon., 5/2 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 5/2 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/3 | V Boys Golf | St. Joseph | Away - Tashua Knolls, Trumbull [Directions] | Ridgefield: 175 St. Joseph: 195 | TBA | at Tashua Knolls GC |
| Tue., 5/3 | JV Boys Golf | Darien | Away - CC of Darien [Directions] | 3:15 p.m. | TBA | at Woodway CC |
| Tue., 5/3 | V Boys Lacrosse | Westhill | Away - Westhill Football Field [Directions] | W 21-0 | 4 pm | |
| Tue., 5/3 | JV Boys Lacrosse | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 5/3 | V Girls Golf | Greenwich | Home - Silver Spring Golf Course [Directions] | Greenwich 180 Ridgefield 225 | ||
| Tue., 5/3 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | L 11-15 | 5:30 pm | |
| Tue., 5/3 | JV Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 5:30 p.m. | 4 pm | |
| Tue., 5/3 | Miscellaneous Events | Autism Speaks Walk | Home - Tiger Hollow Stadium [Directions] | 4:15 p.m.-6:00pm | Ppnd. due to weather | |
| Tue., 5/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Tue., 5/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/3 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 5/4 | FR Baseball | St. Joseph | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Boys Golf | Brien McMahon, Norwalk | Away - Oak Hills G.C. [Directions] | Ridgefield: 147 Norwalk: 207 Brien McMahon: 242 | TBA | at Oak Hills GC |
| Wed., 5/4 | V Boys Outdoor Track | Greenwich, Trumbull | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2:30 pm | at Greenwich |
| Wed., 5/4 | V Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | W 3-0 | 2:30 pm | |
| Wed., 5/4 | JV Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | 2:30 pm | |
| Wed., 5/4 | FR Girls Lacrosse | Fairfield Warde | Home - Scotts Ridge MS Turf [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Softball | St. Joseph | Home - RHS Upper Grass Field [Directions] | L 0-11 | ||
| Wed., 5/4 | JV Softball | St. Joseph | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00p.m. | ||
| Wed., 5/4 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/5 | V Boys Golf | Trumbull | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Ridgefield: 157 Trumbull: 170 | ||
| Thu., 5/5 | JV Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | TBA | at Griffith Harris |
| Thu., 5/5 | V Boys Lacrosse | Wilton | Home - Tiger Hollow Stadium [Directions] | W 7-6(OT) | ||
| Thu., 5/5 | JV Boys Lacrosse | Wilton | Home - Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Thu., 5/5 | V Boys Tennis | Norwalk | Away - Norwalk HS [Directions] | L 4-3 | 2:30 pm | |
| Thu., 5/5 | JV Boys Tennis | Greenwich | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | V Girls Lacrosse | New Fairfield | Home - Tiger Hollow Stadium [Directions] | W 19-12 | ||
| Thu., 5/5 | JV Girls Lacrosse | New Fairfield | Home - Tiger Hollow Turf Field II [Directions] | 6:30 p.m. | ||
| Thu., 5/5 | V Girls Tennis | Norwalk | Home - RHS Tennis Courts [Directions] | W 6-1 | ||
| Thu., 5/5 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 5/5 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:30 p.m.-10:30pm | ||
| Fri., 5/6 | V Boys Rugby | Aspetuck Rugby Club | Home - Tiger Hollow Stadium [Directions] | 6:30 p.m. | ||
| Fri., 5/6 | V Boys Volleyball | New Canaan | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 5/6 | JV Boys Volleyball | New Canaan | Home - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/6 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 5/7 | V Baseball | Bridgeport Central | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 17-1 | ||
| Sat., 5/7 | V Boys Lacrosse | Darien | Home - Tiger Hollow Stadium [Directions] | L 5-11 | ||
| Sat., 5/7 | JV Boys Lacrosse | Darien | Home - Tiger Hollow Stadium [Directions] | 1:00 p.m. | ||
| Sat., 5/7 | V Boys Outdoor Track | Somers Invitational May 6 & 7 - Lincolndale, NY | Away | TBA | 8:30 am | |
| Sat., 5/7 | V Girls Lacrosse | Newtown | Home - Tiger Hollow Stadium [Directions] | W 14-9 | ||
| Sat., 5/7 | JV Girls Lacrosse | Newtown | Home - Tiger Hollow Turf Field II [Directions] | 3:30 p.m. | ||
| Sat., 5/7 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-3:00pm | ||
| Sat., 5/7 | School Holidays and Closings | SAT test date | ||||
| Sun., 5/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-4:00pm | ||
| Sun., 5/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 5/8 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 5/8 | Miscellaneous Events | RYFH | Home - Tiger Hollow Stadium [Directions] | 6:30p-8:00 p.m. | ||
| Mon., 5/9 | V Baseball | Norwalk | Away - Nathan Hale M.S. Upper [Directions] | L 3-8 | 4 p.m. | pick up/ drop off at ERMS |
| Mon., 5/9 | JV Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 5/9 | FR Baseball | Norwalk | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Boys Golf | Staples | Away - Longshore [Directions] | Staples: 146 Ridgefield: 153 | TBA | at Longshore Country Club |
| Mon., 5/9 | JV Boys Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | TBA | at Longshore CC |
| Mon., 5/9 | FR Boys Lacrosse | Darien | Away - DHS Field #1 -Turf [Directions] | 5:00 p.m. | 3:30 p.m. | |
| Mon., 5/9 | V Boys Outdoor Track | Bridgeport Central, Stamford | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Boys Tennis | Danbury | Home - RHS Tennis Courts [Directions] | W 5-2 | ||
| Mon., 5/9 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | W 3-0 | 2:30 pm | |
| Mon., 5/9 | JV Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | 2:30 pm | |
| Mon., 5/9 | V Girls Golf | New Canaan | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | New Canaan 191 Ridgefield 194 | ||
| Mon., 5/9 | FR Girls Lacrosse | Darien | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Girls Outdoor Track | Bridgeport Central, Stamford | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Softball | Norwalk | Home - RHS Upper Grass Field [Directions] | W 4-3 | ||
| Mon., 5/9 | JV Softball | Norwalk | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Girls Tennis | Danbury | Away - Danbury HS Tennis Courts [Directions] | W 5-2 | 2:30 pm | |
| Mon., 5/9 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 5/9 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Mon., 5/9 | Miscellaneous Events | RHS Rugby Club | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-8:00 p.m. | ||
| Tue., 5/10 | V Baseball | Westhill | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | L 3-6 | ||
| Tue., 5/10 | JV Baseball | Westhill | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | FR Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 5/10 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | New Canaan: 157 Ridgefield: 161 | TBA | at CC of New Canaan |
| Tue., 5/10 | V Boys Lacrosse | Trumbull | Home - Tiger Hollow Stadium [Directions] | W 17-6 | ||
| Tue., 5/10 | JV Boys Lacrosse | Trumbull | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | W 7-0 | 2:30 pm | |
| Tue., 5/10 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Tue., 5/10 | V Girls Golf | Danbury | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Danbury 178 Ridgefield 200 | ||
| Tue., 5/10 | V Girls Lacrosse | Stamford | Home - Tiger Hollow Stadium [Directions] | W 13-3 | ||
| Tue., 5/10 | JV Girls Lacrosse | Stamford | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | ||
| Tue., 5/10 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | L 1-2 | 3 pm | |
| Tue., 5/10 | JV Softball | Westhill | Away - Roxbury Elementary School [Directions] | 4:30 p.m. | 3 pm | |
| Tue., 5/10 | V Girls Tennis | Trinity Catholic | Home - RHS Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/10 | JV Girls Tennis | Darien | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 7:00 p.m.-9:00 p.m. | ||
| Tue., 5/10 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 5/11 | V Baseball | Danbury | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 7-5 | ||
| Wed., 5/11 | JV Baseball | Danbury | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | FR Baseball | Danbury | Away - Danbury HS Varsity Baseball Field [Directions] | 4:15 p.m. | 2:30 pm | |
| Wed., 5/11 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | L 3-1 | 3 pm | |
| Wed., 5/11 | JV Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | Cancelled | ||
| Wed., 5/11 | FR Girls Lacrosse | Wilton | Home - Scotts Ridge MS Turf [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | V Softball | Danbury | Away - Danbury HS Varsity Softball Field [Directions] | L 7-5 | 3 pm | |
| Wed., 5/11 | JV Softball | Danbury | Away - Danbury HS Junior Varsity Softball Field [Directions] | 4:30 p.m. | 3 pm | |
| Wed., 5/11 | V Girls Tennis | St. Joseph | Home - RHS Tennis Courts [Directions] | W 7-0 | ||
| Wed., 5/11 | JV Girls Tennis | Staples | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00p.m. | ||
| Wed., 5/11 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/12 | V Baseball | St. Joseph | Away - St. Joseph HS [Directions] | W 5-4 | 2:30 p.m. | |
| Thu., 5/12 | JV Baseball | St. Joseph | Away - Madison MS, Trumbull [Directions] | 4:30 p.m. | 2:30 p.m. | |
| Thu., 5/12 | V Boys Golf | Fairfield Warde | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Ridgefield: 155 Fairfield Warde: 161 | ||
| Thu., 5/12 | JV Boys Golf | Staples | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Thu., 5/12 | V Boys Lacrosse | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | W 17-1 | ||
| Thu., 5/12 | JV Boys Lacrosse | Brien McMahon | Home - Tiger Hollow Stadium [Directions] | 4:15 p.m. | ||
| Thu., 5/12 | FR Boys Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 5:00 p.m. | 3:30 p.m. | |
| Thu., 5/12 | V Boys Outdoor Track | Loucks Games May 12-14 White Plains, NY | Away | TBA | ||
| Thu., 5/12 | V Boys Tennis | Trumbull | Home - RHS Tennis Courts [Directions] | L 4-3 | ||
| Thu., 5/12 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 5/12 | JV Boys Tennis | New Canaan | Home - Yanity Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/12 | V Girls Golf | Staples, Fairfield Ludlowe | Away - Longshore [Directions] | Staples 184 Ridgefield 217 | TBA | |
| Thu., 5/12 | V Girls Outdoor Track | Louck's Games - May 12,13,14 | Away | 3:30 p.m. | Louck's Games May 12,13,14 | |
| Thu., 5/12 | V Softball | Trinity Catholic | Home - RHS Upper Grass Field [Directions] | W 1-0 | ||
| Thu., 5/12 | V Girls Tennis | Trumbull | Away [Directions] | L 3-4 | 2:30 pm | |
| Thu., 5/12 | JV Girls Tennis | New Canaan | Home - Yanity Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 5/12 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/12 | Miscellaneous Events | Junior Awards | 7:00 p.m. | |||
| Thu., 5/12 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 5/13 | JV Baseball | Trinity Catholic | Away - Barrett Field @ Belltown Park | Cancelled | ||
| Fri., 5/13 | V Boys Rugby | Fairfield @ Fairfield Ludlowe HS | Away [Directions] | 7:00 p.m. | 5 p.m. | |
| Fri., 5/13 | V Boys Tennis | Westhill | Home - Hardscrabble Club [Directions] | L 4-1 | 1:30 pm bus | Hardscrabble Club, 22 Sutton Place, Brewster, NY |
| Fri., 5/13 | V Boys Volleyball | Masuk | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Fri., 5/13 | JV Boys Volleyball | Masuk | Home - RHS Main Gym [Directions] | 4:15 p.m. | ||
| Fri., 5/13 | V Girls Lacrosse | Fairfield Warde | Home - Tiger Hollow Stadium [Directions] | T 6-6 | Senior Night | |
| Fri., 5/13 | JV Girls Lacrosse | Fairfield Warde | Home - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Fri., 5/13 | V Girls Tennis | Westhill | Away - Hardscrabble Club [Directions] | W 5-2 | Hardscrabble Club, 22 Sutton Place, Brewster, NY | |
| Fri., 5/13 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 5/14 | V Baseball | Trinity Catholic | Away - Cubeta Stadium | W 4-0 | 9:15 am | Pick up/Drop off Old High School |
| Sat., 5/14 | V Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | W 21-6 | 10 am | |
| Sat., 5/14 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 5/14 | V Boys Tennis | St. Joseph | Away - St. Joseph HS [Directions] | W 7-0 | 8:30 am | |
| Sat., 5/14 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 5/14 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sat., 5/14 | School Holidays and Closings | Junior Prom | ||||
| Sun., 5/15 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 5/15 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 5/15 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 5/15 | Miscellaneous Events | RYFH | Home - Tiger Hollow Stadium [Directions] | 6:30p-8:00 p.m. | ||
| Mon., 5/16 | V Baseball | Trumbull | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | W 11-7 | ||
| Mon., 5/16 | JV Baseball | Trumbull | Home - East Ridge MS [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | 2:30 pm | |
| Mon., 5/16 | V Boys Golf | Darien | Home - Silver Spring Country Club [Directions] | Darien: 154 Ridgefield: 168 | ||
| Mon., 5/16 | JV Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | 3:30 p.m. | TBA | at Rolling Hills |
| Mon., 5/16 | FR Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | 3:30 p.m. | |
| Mon., 5/16 | V Boys Outdoor Track | Danbury | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Tennis | Stamford | Away - Stamford HS [Directions] | W 7-0 | 2:30 pm | |
| Mon., 5/16 | JV Boys Tennis | John Jay (NY) | Away - John Jay HS | 4:00 p.m. | 2:30 p.m. | |
| Mon., 5/16 | V Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | W 3-0 | 2:30 pm | |
| Mon., 5/16 | JV Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:30 p.m. | 2:30 pm | |
| Mon., 5/16 | V Girls Golf | Trumbull | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | Ridgefield 195 Trumbull 214 | ||
| Mon., 5/16 | FR Girls Lacrosse | New Canaan | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Girls Outdoor Track | Danbury | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | L 3-9 | 3 pm | |
| Mon., 5/16 | JV Softball | Trumbull | Away - JV Softball Field [Directions] | 4:30 p.m. | 3 pm | |
| Mon., 5/16 | V Girls Tennis | Stamford | Home - RHS Tennis Courts [Directions] | W 6-1 | ||
| Mon., 5/16 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/17 | V Boys Golf | Greenwich | Home - Silver Spring Country Club [Directions] | Ridgefield: 157 Greenwich: 163 | ||
| Tue., 5/17 | JV Boys Golf | Fairfield Ludlowe, Fairfield Warde | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Tue., 5/17 | V Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | W 7-3 | 5:00pm | |
| Tue., 5/17 | JV Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 4:30 p.m. | 2:30 p.m. | |
| Tue., 5/17 | FR Boys Lacrosse | Wilton | Home - Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 5/17 | V Boys Rugby | Darien | Away [Directions] | 4:30 p.m. | 2:45 p.m. | Royal Field, Mansfield Ave, Darien |
| Tue., 5/17 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Greenwich 174 Ridgefield 224 | TBA | |
| Tue., 5/17 | V Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | W 8-7 | 3 pm | |
| Tue., 5/17 | JV Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 6:00 p.m. | 4:15 pm | |
| Tue., 5/17 | FR Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 5/17 | JV Girls Tennis | Wilton | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/17 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00pm | ||
| Tue., 5/17 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 9:00 p.m.-11:00pm | ||
| Wed., 5/18 | V Baseball | Stamford | Away - Stamford HS [Directions] | W 6-0 | 2:30 p.m. | |
| Wed., 5/18 | JV Baseball | Stamford | Away [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Wed., 5/18 | FR Baseball | Stamford | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | JV Boys Tennis | Horace Greeley (NY) | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | W 3-0 | 2:30 pm | |
| Wed., 5/18 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 5/18 | V Girls Outdoor Track | Freshman/Sophomore meet at Darien High School | Away [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 5/18 | V Softball | Stamford | Home - RHS Upper Grass Field [Directions] | W 5-3 | ||
| Wed., 5/18 | JV Softball | Stamford | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Girls Tennis | FCIAC Playdowns | Away | 4:00 p.m. | did not qualify | |
| Wed., 5/18 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 5/18 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00p.m-9:00 p.m. | ||
| Thu., 5/19 | V Boys Golf | Wilton | Away - Silver Spring Country Club [Directions] | Ridgefield: 166 Wilton: 175 | tba | |
| Thu., 5/19 | JV Boys Golf | Wilton | Home - Silver Spring CC [Directions] | 3:30 p.m. | ||
| Thu., 5/19 | FR Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 5:00 p.m. | 3:30 p.m. | |
| Thu., 5/19 | V Boys Tennis | FCIAC Playdowns | Away | 4:00 p.m. | did not qualify | |
| Thu., 5/19 | JV Boys Tennis | Greenwich | Away - Central MS [Directions] | 4:30 p.m. | 2:30 pm | |
| Thu., 5/19 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | New Canaan 192 Ridgefield 213 | 1:30 pm | |
| Thu., 5/19 | FR Girls Lacrosse | New Fairfield | Home - RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 5/19 | JV Girls Tennis | Greenwich | Home - RHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/19 | Miscellaneous Events | Middle School Track Meet | Home - Tiger Hollow Stadium [Directions] | 4:00 p.m.-6:30p.m. | ||
| Thu., 5/19 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Thu., 5/19 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/19 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 5/20 | V Baseball | Norwalk | Away - Nathan Hale M.S. Upper [Directions] | L 3-1 | 2:30 | FCIAC Qtr Finals at Nathan Hale Middle School |
| Fri., 5/20 | JV Baseball | Bunnell | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | ||
| Fri., 5/20 | V Girls Lacrosse | Fairfield Warde | Home [Directions] | W 6-5 | FCIAC Tournament Quarter Finals | |
| Fri., 5/20 | V Softball | FCIAC Tournament Playdowns at highest ranked school | Away | 4:00 p.m. | did not qualify | |
| Fri., 5/20 | V Girls Tennis | FCIAC Semi-Finals | Away | 4:00 p.m. | did not qualify | |
| Fri., 5/20 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 5/20 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00 p.m. | ||
| Sat., 5/21 | V Boys Lacrosse | Fairfield Ludlowe | Home - Tiger Hollow Stadium [Directions] | W 16-5 | FCIAC Tournament Qtr Finals | |
| Sat., 5/21 | V Boys Outdoor Track | FCIAC Finals at Bethel | Away | 12:00 p.m. | 10 am | |
| Sat., 5/21 | V Girls Outdoor Track | FCIAC Championship at Bethel HS | Away [Directions] | 12:00 p.m. | 10:00 am | |
| Sat., 5/21 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 5/22 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-6:00pm | ||
| Sun., 5/22 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-3:00pm | ||
| Sun., 5/22 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 5/22 | Miscellaneous Events | RYFH | Home - Tiger Hollow Stadium [Directions] | 6:30p-8:00 p.m. | ||
| Mon., 5/23 | V Baseball | FCIAC Semi-finals | Away | 4:00 p.m. | did not qualify | |
| Mon., 5/23 | JV Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 5/23 | V Boys Tennis | FCIAC Semi-Finals | Away | 4:00 p.m. | did not qualify | |
| Mon., 5/23 | JV Boys Tennis | Wilton | Home - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/23 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | L 14-7 | 3 pm | FCIAC Tournament Semi Finals at New Canaan HS |
| Mon., 5/23 | JV Softball | Pomperaug | Away - Community Softball Field [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Mon., 5/23 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/24 | V Boys Golf | Fairfield Ludlowe | Home - Silver Spring Country Club [Directions] | Ridgefield: 159 Fairfield Ludlowe: 174 | ||
| Tue., 5/24 | JV Boys Golf | Darien | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Tue., 5/24 | V Boys Lacrosse | New Canaan | Away [Directions] | L 10-7 | 3 pm | FCIAC Tournament Semi Finals at Brien McMahon HS |
| Tue., 5/24 | V Girls Golf | Fairfield Warde, Fairfield Ludlowe | Away - Smith Richardson [Directions] | Cancelled | 1:30 pm | |
| Tue., 5/24 | V Softball | FCIAC Tournament Semi Finals at Sacred Heart University | Away | TBA | did not qualify | |
| Tue., 5/24 | V Girls Tennis | FCIAC Championship | Away - Wilton HS | 4:00 p.m. | did not qualify | |
| Tue., 5/24 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Tue., 5/24 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/24 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 5/25 | V Baseball | FCIAC Championship | Away - Harbor Yard, Bridgeport | 7:00 p.m. | did not qualify | |
| Wed., 5/25 | V Boys Rugby | Greenwich | Away [Directions] | 4:30 p.m. | 2:30 p.m. | |
| Wed., 5/25 | V Boys Tennis | FCIAC Championships | Away - Wilton HS | 4:00 p.m. | did not qualify | |
| Wed., 5/25 | V Boys Volleyball | Staples | Away [Directions] | W 3-1 | 4:30 pm | |
| Wed., 5/25 | V Softball | New Canaan (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30 pm | |
| Wed., 5/25 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00p.m. | ||
| Wed., 5/25 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/26 | V Baseball | Bethel (Scrim.) | Away - Hunt Field at Bethel HS [Directions] | 3:30 p.m. | 2:30 pm | |
| Thu., 5/26 | V Boys Golf | Chappa Invitational at Longshore | Away | Matt Bornstein and Pat Budicini: T12, 70 | TBA | |
| Thu., 5/26 | JV Boys Golf | Fairfield Prep | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Thu., 5/26 | JV Boys Golf | New Canaan | Home - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Thu., 5/26 | V Boys Lacrosse | FCIAC Tournament Finals at Brien McMahon HS | Away [Directions] | 7:00 p.m. | ||
| Thu., 5/26 | V Boys Outdoor Track | Freshman Invitational at Danbury HS | Away | TBA | ||
| Thu., 5/26 | V Boys Outdoor Track | Danbury Dream Invite at Danbury HS | Away | TBA | ||
| Thu., 5/26 | V Girls Lacrosse | FCIAC Tournament Finals at Brien McMahon HS | Away [Directions] | 4:00 p.m. | did not qualify | |
| Thu., 5/26 | V Girls Outdoor Track | Danbury Dream Invitational | Away | 8:00 p.m. | ||
| Thu., 5/26 | V Softball | FCIAC Tournament Finals at Sacred Heart University | Away | 5:00 p.m. | did not qualify | |
| Thu., 5/26 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Thu., 5/26 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 5/26 | Miscellaneous Events | Senior Awards | 7:00 p.m. | |||
| Thu., 5/26 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 5/27 | V Boys Volleyball | Darien | Away - Fairfield Ludlowe gym [Directions] | 7:00 p.m. | 4:30 pm | FCIAC Tournament Finals at Fairfield Ludlowe HS |
| Fri., 5/27 | V Girls Lacrosse | CIAC Tournament Playdowns at higher ranked school | Away | TBA | Qualified for state tournament | |
| Fri., 5/27 | V Softball | Wilton (Scrim.) | Home - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 5/27 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 5/27 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Sat., 5/28 | V Baseball | CIAC Tournament Qualifying Round at higher ranked school | Away | TBA | Qualified for State Tournament | |
| Sat., 5/28 | V Boys Tennis | CIAC Class LL Tournament Preliminary and Early Rounds at Yale University | Away | TBA | May 29, 30 rain date | |
| Sat., 5/28 | V Softball | CIAC Tournament Qualifying Round at higher ranked school | Away | TBA | Qualified for state tournament | |
| Sat., 5/28 | V Girls Tennis | Cheshire | Away - Cheshire HS Tennis Courts [Directions] | W 5-2 | 8 am | CIAC Tournament Qualifying Round |
| Sun., 5/29 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Mon., 5/30 | School Holidays and Closings | Memorial Day - School closed | ||||
| Tue., 5/31 | V Baseball | Staples | Home - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | L 11-6 | ||
| Tue., 5/31 | V Boys Golf | Holahan Invitational at Woodway CC | Away | Pat Budicini: 4th, 76. Matt Bornstein: 83. Oliver Frossell: 84 | ||
| Tue., 5/31 | V Boys Tennis | CIAC Class LL Tournament Round of 16, Qtr Finals at Yale | Away | TBA | ||
| Tue., 5/31 | V Girls Golf | Guimares Open at Bronson CC | Away | 1:00 p.m. | RHS not attending | |
| Tue., 5/31 | V Girls Lacrosse | Trumbull | Home - Tiger Hollow Stadium [Directions] | W 18-3 | CIAC Tournament First Round | |
| Tue., 5/31 | V Softball | Newington | Away - Softball Field - Behind NHS past Tennis Courts [Directions] | L 7-0 | 1:30 pm | |
| Tue., 5/31 | V Girls Tennis | Simsbury | Away - Simsbury HS [Directions] | W 6-1 | 1:00 p.m. | |
| Tue., 5/31 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 5/31 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 6/1 | V Baseball | CIAC Tournament Second round at higher ranked school | Away | TBA | did not qualify | |
| Wed., 6/1 | V Boys Lacrosse | Conard | Home - Tiger Hollow Stadium [Directions] | W 22-2 | ||
| Wed., 6/1 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 2:30 p.m. | 12:00 p.m. | |
| Wed., 6/1 | V Boys Tennis | CIAC Class LL Tournament Semi Finals at Yale | Away | TBA | ||
| Wed., 6/1 | V Boys Volleyball | Farmington | Home - RHS Main Gym [Directions] | W 3-0 | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 2:30 p.m. | 12 pm | |
| Wed., 6/1 | V Softball | CIAC Tournament second round at higher ranked school | Away | TBA | did not qualify | |
| Wed., 6/1 | V Girls Tennis | Amity | Away - Amity HS Tennis Courts [Directions] | L 3-4 | 12:45 pm | CIAC Tournament Qtr Finals |
| Wed., 6/1 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Wed., 6/1 | School Holidays and Closings | Senior Banquet | ||||
| Thu., 6/2 | V Boys Golf | FCIAC Championship at Fairchild Wheeler | Away | 12:00 p.m. | TBA | |
| Thu., 6/2 | V Boys Tennis | CIAC Class LL Tournament Finals at Conard HS | Away | TBA | Rain date 6/3 | |
| Thu., 6/2 | V Girls Golf | FCIAC Tournament at Fairchild Wheeler | Away | 9:00 a.m. | ||
| Thu., 6/2 | V Girls Lacrosse | Greenwich | Home - Tiger Hollow Stadium [Directions] | L 12-11 | CIAC Tournament Qtr Finals | |
| Thu., 6/2 | V Softball | CIAC Tournament Qtr Finals at higher ranked school | Away | TBA | did not qualify | |
| Thu., 6/2 | V Girls Tennis | CIAC Tournament Semi Finals | Away | TBA | TBA | |
| Thu., 6/2 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 6/2 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 7:00 p.m.-9:00 p.m. | ||
| Thu., 6/2 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 6/3 | V Girls Tennis | CIAC Tournament Finals | Away | TBA | ||
| Fri., 6/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 6/3 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-9:00pm | ||
| Fri., 6/3 | School Holidays and Closings | Senior Prom | ||||
| Sat., 6/4 | V Baseball | CIAC Tournament Qtr Finals at higher ranked school | Away | TBA | did not qualify | |
| Sat., 6/4 | V Boys Lacrosse | Staples | Away - Staples Stadium [Directions] | W 13-5 | 12:30 pm | |
| Sat., 6/4 | V Boys Tennis | CIAC State Open - Round of 16;Qtr Finals at Amity HS | Away | 12:00 p.m. | Rain date 6/5 | |
| Sat., 6/4 | V Boys Volleyball | Southington | Away [Directions] | W 3-2 | 3:30 pm | CIAC Tournament Qtr Finals |
| Sat., 6/4 | V Girls Tennis | CIAC Individual Tournament Play begins | Away | TBA | ||
| Sat., 6/4 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-3:00pm | ||
| Sat., 6/4 | Miscellaneous Events | Middle School Track Championships | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-1:30pm | ||
| Sat., 6/4 | School Holidays and Closings | SAT test date | ||||
| Sun., 6/5 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 10:00 a.m.-12:30pm | ||
| Sun., 6/5 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 10:00 a.m.-4:00pm | ||
| Sun., 6/5 | Miscellaneous Events | Ridgefield Special Olympics | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-10:00a.m. | ||
| Sun., 6/5 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 6/5 | Miscellaneous Events | RYFH | Home - Tiger Hollow Turf Field II [Directions] | 4:00 p.m.-6:00p.m. | ||
| Sun., 6/5 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Sun., 6/5 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 6/6 | V Boys Golf | CIAC State Championship at Tallwood CC | Away | TBA | TBA | |
| Mon., 6/6 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 10:30 am | |
| Mon., 6/6 | V Boys Tennis | CIAC State Open - Qtr finals of singles; semi finals of doubles at Yale | Away | 4:00 p.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 10:30 am | |
| Mon., 6/6 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 6/7 | V Baseball | CIAC Tournament Semi Finals at neutral site | Away | TBA | did not qualify | |
| Tue., 6/7 | V Boys Tennis | CIAC State Open - Semi Finals of singles at Yale | Away | 4:00 p.m. | ||
| Tue., 6/7 | V Boys Volleyball | East Hartford | Away - Kennedy HS, Waterbury [Directions] | W 3-0 | 2 pm | CIAC Tournament Semi Finals |
| Tue., 6/7 | V Girls Golf | CIAC Tournament at Tashua Knolls | Away | 8:30 a.m. | did not qualify | |
| Tue., 6/7 | V Girls Lacrosse | CIAC Tournament Semi Finals at neutral site | Away | TBA | did not qualify | |
| Tue., 6/7 | V Softball | CIAC Tournament Semi Finals at Deluca Field and West Haven | Away | TBA | did not qualify | |
| Tue., 6/7 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Tue., 6/7 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Wed., 6/8 | V Boys Lacrosse | Darien | Away - Fairfield University Lacrosse Stadium [Directions] | L 10-6 | 4:30 p.m. | |
| Wed., 6/8 | V Boys Tennis | CIAC State Open Finals;rain date Semi Finals - CT Tennis Center | Away | TBA | Rain date 6/9 | |
| Wed., 6/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Wed., 6/8 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:30pm | ||
| Thu., 6/9 | V Boys Volleyball | Darien | Away [Directions] | W 3-2 | 3:15 pm | CIAC Tournament Finals at Fairfield Warde |
| Thu., 6/9 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Thu., 6/9 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:00pm | ||
| Thu., 6/9 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 6/10 | V Baseball | CIAC Tournament Finals at Palmer Field, Middletown, CT | Away | TBA | did not qualify | |
| Fri., 6/10 | V Softball | CIAC Tournament Finals at DeLuca Field and West Haven | Away | TBA | did not qualify | |
| Fri., 6/10 | Miscellaneous Events | RYL | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-9:30pm | ||
| Sat., 6/11 | V Boys Lacrosse | CIAC Tournament Finals at Brien McMahon HS | Away | TBA | did not qualify | |
| Sat., 6/11 | V Boys Outdoor Track | New England Championship | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Sat., 6/11 | V Girls Lacrosse | CIAC Tournament Finals at Jonathan Law HS | Away | TBA | did not qualify | |
| Sat., 6/11 | V Girls Outdoor Track | New England Championship | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Sat., 6/11 | School Holidays and Closings | ACT test date | ||||
| Sun., 6/12 | Miscellaneous Events | RYL | Home - Tiger Hollow Stadium [Directions] | 8:00 a.m.-12:00pm | ||
| Sun., 6/12 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Sun., 6/12 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 6:00 p.m.-8:00pm | ||
| Sun., 6/12 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 6:00 p.m.-8:00pm | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park | 11:30 a.m. | ||
| Mon., 6/13 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-8:00pm | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Tue., 6/14 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/14 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/14 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/14 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Thu., 6/16 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/16 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/16 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/16 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00pm | ||
| Fri., 6/17 | V Boys Outdoor Track | Nationals at Greensboro, NC, June 17-19 | Away | TBA | ||
| Fri., 6/17 | School Holidays and Closings | Graduation | ||||
| Sun., 6/19 | Miscellaneous Events | Boy Scouts Fathers Day 5K Race | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-11:00am | ||
| Sun., 6/19 | Miscellaneous Events | SCOR | Home - Tiger Hollow Stadium [Directions] | 3:00 p.m.-6:00pm | ||
| Mon., 6/20 | Miscellaneous Events | Wrestling Camp | Home - RHS Aux Gym [Directions] | 8:00 a.m.-2:00p.m. | ||
| Mon., 6/20 | Miscellaneous Events | P&R Track & Field | Home - Tiger Hollow Stadium [Directions] | 9:00 a.m.-12:00pm | ||
| Mon., 6/20 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 6/20 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-8:00pm | ||
| Tue., 6/21 | Miscellaneous Events | Wrestling Camp | Home - RHS Aux Gym [Directions] | 8:00 a.m.-2:00p.m. | ||
| Tue., 6/21 | Miscellaneous Events | P&R Track & Field | Home - Tiger Hollow Stadium [Directions] | 9:00 a.m.-12:00pm | ||
| Tue., 6/21 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Tue., 6/21 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/21 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/21 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/21 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00p.m. | ||
| Wed., 6/22 | Miscellaneous Events | Wrestling Camp | Home - RHS Aux Gym [Directions] | 8:00 a.m.-2:00p.m. | ||
| Wed., 6/22 | Miscellaneous Events | P&R Track & Field | Home - Tiger Hollow Stadium [Directions] | 9:00 a.m.-12:00pm | ||
| Wed., 6/22 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 6/22 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 6/22 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/23 | Miscellaneous Events | Wrestling Camp | Home - RHS Aux Gym [Directions] | 8:00 a.m.-2:00p.m. | ||
| Thu., 6/23 | Miscellaneous Events | P&R Track & Field | Home - Tiger Hollow Stadium [Directions] | 9:00 a.m.-12:00pm | ||
| Thu., 6/23 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Thu., 6/23 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/23 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/23 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/23 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00p.m. | ||
| Fri., 6/24 | Miscellaneous Events | Wrestling Camp | Home - RHS Aux Gym [Directions] | 8:00 a.m.-2:00p.m. | ||
| Fri., 6/24 | Miscellaneous Events | P&R Track & Field | Home - Tiger Hollow Stadium [Directions] | 9:00 a.m.-12:00pm | ||
| Fri., 6/24 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 6/27 | Miscellaneous Events | Outreach Soccer Camp | Home - Scotts Ridge MS Turf [Directions] | 9:00 a.m.-12:00pm | ||
| Mon., 6/27 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 6/27 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Mon., 6/27 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Mon., 6/27 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-8:00pm | ||
| Tue., 6/28 | Miscellaneous Events | Outreach Soccer Camp | Home - Scotts Ridge MS Turf [Directions] | 9:00 a.m.-12:00pm | ||
| Tue., 6/28 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Tue., 6/28 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/28 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/28 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 6/28 | Miscellaneous Events | RAMS | Home - Tiger Hollow Stadium [Directions] | 8:00 p.m.-10:00p.m. | ||
| Wed., 6/29 | Miscellaneous Events | Outreach Soccer Camp | Home - Scotts Ridge MS Turf [Directions] | 9:00 a.m.-12:00pm | ||
| Wed., 6/29 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 6/29 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 6/29 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 6/30 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Thu., 6/30 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Thu., 6/30 | Miscellaneous Events | Outreach Soccer Camp | Home - Scotts Ridge MS Turf [Directions] | 9:00 a.m.-12:00pm | ||
| Thu., 6/30 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Fri., 7/1 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Fri., 7/1 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Fri., 7/1 | Miscellaneous Events | Outreach Soccer Camp | Home - Scotts Ridge MS Turf [Directions] | 9:00 a.m.-12:00pm | ||
| Fri., 7/1 | Miscellaneous Events | RHS Volleyball Camp | Home - RHS Main Gym [Directions] | 9:00 a.m.-2:00pm | ||
| Sat., 7/2 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Sat., 7/2 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Sun., 7/3 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Sun., 7/3 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Mon., 7/4 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Mon., 7/4 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Tue., 7/5 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Stadium [Directions] | 6:00 a.m.-10:00pm | ||
| Tue., 7/5 | Miscellaneous Events | Fireworks | Home - Tiger Hollow Turf Field II [Directions] | 6:00 a.m.-10:00pm | ||
| Tue., 7/5 | Miscellaneous Events | Boys Basketball Off. Skills Clinic | Home - RHS Main Gym [Directions] | 8:30 a.m.-3:00p.m. | ||
| Wed., 7/6 | Miscellaneous Events | Boys Basketball Off. Skills Clinic | Home - RHS Main Gym [Directions] | 8:30 a.m.-3:00p.m. | ||
| Wed., 7/6 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/6 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/6 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Thu., 7/7 | Miscellaneous Events | Boys Basketball Off. Skills Clinic | Home - RHS Main Gym [Directions] | 8:30 a.m.-3:00p.m. | ||
| Thu., 7/7 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 7/7 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 7/7 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Fri., 7/8 | Miscellaneous Events | Boys Basketball Off. Skills Clinic | Home - RHS Main Gym [Directions] | 8:30 a.m.-3:00p.m. | ||
| Mon., 7/11 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m.-11:30am | ||
| Mon., 7/11 | Miscellaneous Events | Tiger Power Football Camp | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-1:00pm | ||
| Mon., 7/11 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 7/11 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-8:00pm | ||
| Mon., 7/11 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Tue., 7/12 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m.-11:30am | ||
| Tue., 7/12 | Miscellaneous Events | Tiger Power Football Camp | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-1:00pm | ||
| Tue., 7/12 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Tue., 7/12 | Miscellaneous Events | Superstars Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 7/12 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 7/12 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/13 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m.-11:30am | ||
| Wed., 7/13 | Miscellaneous Events | Tiger Power Football Camp | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-1:00pm | ||
| Wed., 7/13 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 7/13 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/13 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/13 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Thu., 7/14 | Miscellaneous Events | RYFH | - Tiger Hollow Stadium | 9:00 a.m.-11:30am | ||
| Thu., 7/14 | Miscellaneous Events | Tiger Power Football Camp | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-1:00pm | ||
| Thu., 7/14 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Thu., 7/14 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 7/14 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 7/14 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Fri., 7/15 | Miscellaneous Events | Tiger Power Football Camp | Home - Tiger Hollow Turf Field II [Directions] | 9:00 a.m.-1:00pm | ||
| Fri., 7/15 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 7/18 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 7/18 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Scotts Ridge MS Turf [Directions] | 5:30 p.m.-8:00pm | ||
| Mon., 7/18 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Tue., 7/19 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Tue., 7/19 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Tue., 7/19 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/20 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 7/20 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/20 | Miscellaneous Events | Westchester Elite Girls Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Wed., 7/20 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Thu., 7/21 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Thu., 7/21 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Stadium [Directions] | 5:30 p.m.-7:30pm | ||
| Thu., 7/21 | Miscellaneous Events | Superstars Lacrosse | Home - Tiger Hollow Turf Field II [Directions] | 5:30 p.m.-7:30pm | ||
| Fri., 7/22 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 7/25 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Mon., 7/25 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Tue., 7/26 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 7/27 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Wed., 7/27 | Miscellaneous Events | RHS Field Hockey Conditioning | Home - Tiger Hollow Stadium [Directions] | 7:30 p.m.-8:30pm | ||
| Thu., 7/28 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Fri., 7/29 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Stadium | 6:00 a.m.-7:00pm | ||
| Fri., 7/29 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Turf Field II | 6:00 a.m.-7:00pm | ||
| Fri., 7/29 | Miscellaneous Events | Sports Recruits LLC | - Scotts Ridge MS Turf | 6:00 a.m.-7:00pm | ||
| Fri., 7/29 | Miscellaneous Events | Boys Basketball Camp | Home - RHS Main and Aux Gyms [Directions] | 9:00 a.m.-2:00pm | ||
| Sat., 7/30 | Miscellaneous Events | Sports Recruits LLC | - Scotts Ridge MS Turf | 6:00 a.m.-7:00pm | ||
| Sat., 7/30 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Turf Field II | 6:00 a.m.-7:00pm | ||
| Sat., 7/30 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Stadium | 6:00 a.m.-7:00pm | ||
| Sun., 7/31 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Stadium | 6:00 a.m.-7:00pm | ||
| Sun., 7/31 | Miscellaneous Events | Sports Recruits LLC | - Tiger Hollow Turf Field II | 6:00 a.m.-7:00pm | ||
| Sun., 7/31 | Miscellaneous Events | Sports Recruits LLC | - Scotts Ridge MS Turf | 6:00 a.m.-7:00pm | ||
| Mon., 8/1 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Mon., 8/1 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Tue., 8/2 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Tue., 8/2 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Wed., 8/3 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Wed., 8/3 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Thu., 8/4 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Thu., 8/4 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Fri., 8/5 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Fri., 8/5 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Mon., 8/8 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Mon., 8/8 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Tue., 8/9 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Tue., 8/9 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Wed., 8/10 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Wed., 8/10 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Thu., 8/11 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Thu., 8/11 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Fri., 8/12 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Fri., 8/12 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Mon., 8/15 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Mon., 8/15 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Tue., 8/16 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Tue., 8/16 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Wed., 8/17 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Wed., 8/17 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Thu., 8/18 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Thu., 8/18 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||
| Fri., 8/19 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Stadium | 9:00 a.m.-12:00pm | ||
| Fri., 8/19 | Miscellaneous Events | SCOR Soccer | - Tiger Hollow Turf Field II | 9:00 a.m.-12:00pm | ||