| Ridgefield 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 776 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Mon., 7/1 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Mon., 7/1 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Tue., 7/2 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Tue., 7/2 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Wed., 7/3 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Wed., 7/3 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Thu., 7/4 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Thu., 7/4 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Fri., 7/5 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Sat., 7/6 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Sun., 7/7 | Miscellaneous Events | Tiger Hollow Stadium Closed Fireworks | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | TBA | ||
| Mon., 7/8 | Miscellaneous Events | Youth Football Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:30 a.m. | ||
| Mon., 7/8 | Miscellaneous Events | PR Field Hockey | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Mon., 7/8 | Miscellaneous Events | Field Hockey Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Mon., 7/8 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Tue., 7/9 | Miscellaneous Events | Youth Football Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:30 a.m. | ||
| Tue., 7/9 | Miscellaneous Events | PR Field Hockey | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Tue., 7/9 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Wed., 7/10 | Miscellaneous Events | Youth Football Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:30 a.m. | ||
| Wed., 7/10 | Miscellaneous Events | PR Field Hockey | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Wed., 7/10 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Thu., 7/11 | Miscellaneous Events | Youth Football Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:30 a.m. | ||
| Thu., 7/11 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 9:00 a.m. | ||
| Thu., 7/11 | Miscellaneous Events | PR Field Hockey | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Thu., 7/11 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Fri., 7/12 | Miscellaneous Events | Youth Football Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:30 a.m. | ||
| Mon., 7/15 | Miscellaneous Events | Field Hockey Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Mon., 7/15 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Tue., 7/16 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Wed., 7/17 | Miscellaneous Events | Westchester Elite | Home - Scotts Ridge MS-SRMS Turf [Directions] | 5:00 p.m. | ||
| Thu., 7/18 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Thu., 7/18 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 7/22 | Miscellaneous Events | Field Hockey Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 7/23 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Thu., 7/25 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Thu., 7/25 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 7/29 | Miscellaneous Events | Field Hockey Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 7/30 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Thu., 8/1 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Thu., 8/1 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 8/5 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Mon., 8/5 | Miscellaneous Events | Field Hockey Camp | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 8/6 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Tue., 8/6 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Wed., 8/7 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Thu., 8/8 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Thu., 8/8 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Thu., 8/8 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Fri., 8/9 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Sat., 8/10 | Miscellaneous Events | Ryan Meegan Memorial Soccer Game | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Mon., 8/12 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Mon., 8/12 | Miscellaneous Events | GSOC | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Mon., 8/12 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 1:00 p.m. | ||
| Mon., 8/12 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 8/12 | Miscellaneous Events | Field Hockey Pre-Season Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Tue., 8/13 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Tue., 8/13 | Miscellaneous Events | GSOC | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Tue., 8/13 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 1:00 p.m. | ||
| Tue., 8/13 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Tue., 8/13 | Miscellaneous Events | Field Hockey Pre-Season Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Wed., 8/14 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Wed., 8/14 | Miscellaneous Events | GSOC | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Wed., 8/14 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 1:00 p.m. | ||
| Wed., 8/14 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Wed., 8/14 | Miscellaneous Events | Field Hockey Pre-Season Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Thu., 8/15 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Thu., 8/15 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Thu., 8/15 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 1:00 p.m. | ||
| Thu., 8/15 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Thu., 8/15 | Miscellaneous Events | Field Hockey Pre-Season Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Fri., 8/16 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:30 a.m. | ||
| Fri., 8/16 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 1:00 p.m. | ||
| Fri., 8/16 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Sat., 8/17 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Sun., 8/18 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 8/19 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Mon., 8/19 | Miscellaneous Events | High School Field Hockey Booster Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Tue., 8/20 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Tue., 8/20 | Miscellaneous Events | High School Field Hockey Booster Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Tue., 8/20 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 8/21 | Miscellaneous Events | SCOR | Home - Scotts Ridge MS-SRMS Turf [Directions] | 3:00 p.m. | ||
| Wed., 8/21 | Miscellaneous Events | High School Field Hockey Booster Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Thu., 8/22 | Miscellaneous Events | FCIAC Leadership Conference at Staples HS | Home - Ridgefield HS [Directions] | 10:00 a.m. | 9:00 AM, Return 1:30 PM; 1 Bus (First Student - pick up at RHS at 9am, drop off at Staples HS. Return for pickup at 1:30 pm. 6 total passengers) | |
| Thu., 8/22 | Miscellaneous Events | High School Field Hockey Booster Clinic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Thu., 8/22 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Sat., 8/24 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Sat., 8/24 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:00 p.m. | ||
| Tue., 8/27 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 8/28 | V Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | 2:00 PM; 2 Buses | |
| Thu., 8/29 | Miscellaneous Events | First day of school K-9 | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Thu., 8/29 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 8/30 | Miscellaneous Events | First Day of School Grades 10-12 | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Sat., 8/31 | V Football | Fairfield Prep (Scrim.) | Away - Fairfield University-Rafferty Stadium [Directions] | 4:00 p.m. | 2:00 PM; 2 Buses (First Student) | 2 XL school buses |
| Sun., 9/1 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Mon., 9/2 | V Boys Soccer | Brookfield (Scrim.) | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | 4:30 PM; 1 Bus (First Student) | |
| Mon., 9/2 | Miscellaneous Events | Labor Day School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 9/3 | V Field Hockey | John Jay (NY) (Scrim.) | Away - John Jay HS (Crossriver) | 4:30 p.m. | 3:30 PM; 1 Bus (First Student) | |
| Tue., 9/3 | V Girls Soccer | Mercy (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Tue., 9/3 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 9/4 | V Boys Soccer | Watertown (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Masuk (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 3:30 p.m. | ||
| Thu., 9/5 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 p.m. | ||
| Fri., 9/6 | V Football | Newtown (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Sat., 9/7 | V Football | Newtown | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Sat., 9/7 | V Field Hockey | New Fairfield (Scrim.) | Away - New Fairfield High [Directions] | 8:30 a.m. | 7:00 AM, Return 12:00 PM; 1 Bus (First Student) | |
| Sat., 9/7 | V Girls Soccer | Watertown (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 12:00 p.m. | ||
| Sat., 9/7 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 2:00 p.m. | ||
| Sun., 9/8 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 9/8 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Sun., 9/8 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | ||
| Mon., 9/9 | V Boys Cross Country | Fairfield Warde, Stamford, Wilton | Home - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 9/9 | V Girls Cross Country | Fairfield Warde, Stamford, Wilton | Home - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 9/9 | V Field Hockey | King and Low-Heywood Thomas (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Mon., 9/9 | V Girls Volleyball | Val Dickinson Jamboree at Staples HS | Away - Not Listed | 3:30 p.m. | 2:30 PM, Return 7:00 PM (First Student - drop off at Staples return for pick up at 7 pm) | |
| Tue., 9/10 | V Boys Soccer | New Fairfield (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Tue., 9/10 | V Field Hockey | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 9/10 | Miscellaneous Events | RBA Youth Clinic | Home - Ridgefield HS-Main Gym [Directions] | 6:00 p.m. | ||
| Tue., 9/10 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 9/11 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 9/12 | V Field Hockey | Darien | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-2 | ||
| Thu., 9/12 | V Girls Volleyball | Fairfield Ludlowe | Home - Ridgefield HS-Main Gym [Directions] | L 0-3 | ||
| Thu., 9/12 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Thu., 9/12 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 9/13 | V Football | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 21-7 | ||
| Fri., 9/13 | V Boys Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | L 0-2 | 3:00 PM; 1 Bus (First Student First Student - V and JV boys soccer each have their own bus) | |
| Fri., 9/13 | V Sideline Cheerleading | Football versus Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/13 | Fall Dance Team | Football versus Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/13 | V Girls Volleyball | Danbury | Away - Danbury HS [Directions] | W 3-1 | 2:30 PM; 1 Bus (First Student) | |
| Sat., 9/14 | V Girls Soccer | Greenwich | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 5-0 | ||
| Sat., 9/14 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||
| Sat., 9/14 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sat., 9/14 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 3:00 p.m. | ||
| Sun., 9/15 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 9/15 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Stamford | Away - Stamford HS-SHS Upper Soccer Field [Directions] | L 2-3 | 2:30 PM; 1 Bus (First Student) | |
| Mon., 9/16 | V Field Hockey | Staples | Away - Staples HS-Ginny Parker Field [Directions] | OT-L 1-2 | 2:30 PM; 1 Bus (First Student) | |
| Mon., 9/16 | V Girls Soccer | Stamford | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 5-0 | ||
| Mon., 9/16 | V Girls Volleyball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | L 0-3 | 2:45 PM; 1 Bus (First Student - 1 bus V/JV Girls Volleyball) | |
| Tue., 9/17 | V Boys Cross Country | New Canaan, Brien McMahon, Norwalk | Away - Waveny Park [Directions] | 4:30 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 9/17 | V Girls Cross Country | New Canaan, Brien McMahon, Norwalk | Away - Waveny Park [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 9/17 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 9/18 | V Boys Soccer | Trumbull | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-1 | ||
| Wed., 9/18 | V Girls Swimming and Diving | Greenwich | Home - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | W 3-0 | 2:00 PM; 1 Bus (First Student) | |
| Thu., 9/19 | Miscellaneous Events | RHS Open House | Home - Ridgefield HS [Directions] | TBA | ||
| Fri., 9/20 | V Football | New Canaan | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 17-14 | ||
| Fri., 9/20 | V Boys Soccer | Bridgeport Central | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-2 | ||
| Fri., 9/20 | V Sideline Cheerleading | Football versus New Canaan | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/20 | Fall Dance Team | Football versus New Canaan | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 9/20 | V Girls Swimming and Diving | Danbury | Home - Barlow Mountain Pool [Directions] | 4:30 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Trumbull | Home - Ridgefield HS-Main Gym [Directions] | L 0-3 | ||
| Sat., 9/21 | V Field Hockey | Conard | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 5-1 | ||
| Sat., 9/21 | V Girls Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | W 6-0 | 7:30 AM; 1 Bus (First Student) | |
| Sat., 9/21 | V Girls Volleyball | John Jay Invitational | Away - John Jay HS (Crossriver)-Gym | 9:00 a.m. | 7:15 AM, Return 1:30 PM; 1 Bus (First Student) | RHS pick up at 7:15 am . Drop off at John Jay,return for pick up at 1:30 pm |
| Sat., 9/21 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 12:00 p.m. | ||
| Sat., 9/21 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 3:00 p.m. | ||
| Sat., 9/21 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Sun., 9/22 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 9/22 | Miscellaneous Events | Westchester Elite Lax | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Sun., 9/22 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Sun., 9/22 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 2:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | Greenwich, Trinity Catholic, Westhill | Home - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | T 0-0 | 4:00 PM; 1 Bus (First Student) | |
| Tue., 9/24 | V Girls Cross Country | Greenwich, Trinity Catholic, Westhill | Home - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Field Hockey | Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 2-1 | ||
| Tue., 9/24 | V Girls Volleyball | Bridgeport Central | Home - Ridgefield HS-Main Gym [Directions] | W 3-1 | ||
| Tue., 9/24 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 9/25 | V Girls Soccer | Fairfield Ludlowe | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 3-0 | ||
| Wed., 9/25 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk HS-Pat Spinola Natatorium [Directions] | 3:30 p.m. | 1:30 PM; 1 Bus (First Student) | |
| Wed., 9/25 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | L 0-3 | 2:45 PM; 1 Bus (First Student 1 bus V/JV Volleyball) | |
| Wed., 9/25 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | W 6-0 | 2:30 PM; 1 Bus ( First Student) | |
| Thu., 9/26 | V Field Hockey | Stamford | Away - Stamford HS-Boyle Stadium [Directions] | W 8-1 | 2:30 PM; 1 Bus (First Student) | |
| Thu., 9/26 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 9/27 | V Girls Soccer | Trinity Catholic | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 6-0 | ||
| Fri., 9/27 | V Girls Swimming and Diving | Westhill/Stamford | Home - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Sat., 9/28 | V Football | Staples | Away - Norwalk HS-Testa Field, NHS [Directions] | W 7-0 | 3:30 PM; 2 Buses (First Student - 2 XL buses - to clarify we will be playing Staples at Norwalk HS.) | |
| Sat., 9/28 | V Sideline Cheerleading | Football versus Staples | Away - TBA | 6:00 p.m. | 4:30 PM; 1 Bus (First Student - game at Norwalk HS) | |
| Sat., 9/28 | V Field Hockey | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 4-2 | ||
| Sat., 9/28 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 a.m. | ||
| Sat., 9/28 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 2:00 p.m. | ||
| Sun., 9/29 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 11:00 a.m. | ||
| Sun., 9/29 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 9/29 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 9/30 | Miscellaneous Events | Rosh Hashanah - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 10/1 | V Boys Cross Country | Fairfield Ludlowe, Staples, Trumbull | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 10/1 | V Boys Soccer | Brien McMahon | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | T 2-2 | ||
| Tue., 10/1 | V Girls Cross Country | Fairfield Ludlowe, Staples, Trumbull | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 10/1 | V Girls Volleyball | Trinity Catholic | Away - Trinity Catholic-Gym | W 3-2 | 2:30 PM; 1 Bus (First Student 1 bus V/JV Girls volleyball) | |
| Tue., 10/1 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 10/2 | V Field Hockey | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Wed., 10/2 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | W 1-0 | 4:45 PM; 1 Bus (First Student) | |
| Wed., 10/2 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Darien | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 3-2 | ||
| Thu., 10/3 | V Girls Swimming and Diving | Fairfield Warde, Fairfield Ludlowe | Away - Fairfield University-Pool [Directions] | 4:00 p.m. | 2:10 PM, Dismiss 2:00 PM; 1 Bus (First Student) | |
| Thu., 10/3 | V Girls Volleyball | Brien McMahon | Home - Ridgefield HS-Main Gym [Directions] | W 3-0 | ||
| Thu., 10/3 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 10/4 | V Field Hockey | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | W 5-0 | 2:30 PM; 1 Bus (First Student) | |
| Fri., 10/4 | V Girls Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | W 2-1 | 2:30 PM; 1 Bus (First Student) | |
| Sat., 10/5 | V Boys Soccer | New Canaan | Away - Conner Field, New Cannan [Directions] | L 0-1 | 2:30 PM; 1 Bus (First Student) | |
| Sat., 10/5 | V Girls Volleyball | Darien | Home - Ridgefield HS-Main Gym [Directions] | L 1-3 | ||
| Sat., 10/5 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/5 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Sat., 10/5 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 12:30 p.m. | ||
| Sat., 10/5 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 2:00 p.m. | ||
| Sat., 10/5 | Miscellaneous Events | King School High School Football | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Sun., 10/6 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 10/6 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 10/7 | V Boys Cross Country | St. Joseph, Danbury, Darien | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | 2:10 PM, Dismiss 2:00 PM; 1 Bus (First Student) | |
| Mon., 10/7 | V Girls Cross Country | St. Joseph, Danbury, Darien | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | 2:10 PM, Dismiss 2:00 PM; 1 Bus (First Student) | |
| Mon., 10/7 | V Field Hockey | Norwalk | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | OT-L 5-6 | ||
| Mon., 10/7 | V Girls Soccer | New Canaan | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | T 2-2 | ||
| Mon., 10/7 | V Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | L 0-3 | 2:30 PM; 1 Bus (First Student - 1 bus V/JV Volleyball) | |
| Tue., 10/8 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 10/9 | Miscellaneous Events | Yom Kippur - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 10/9 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 10/9 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 7:00 p.m. | ||
| Wed., 10/9 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 10/10 | V Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | L 0-1 | 5:15 PM; 1 Bus (First Student) | |
| Thu., 10/10 | V Girls Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | W 3-1 | 2:30 PM; 1 Bus (First Student) | |
| Thu., 10/10 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Thu., 10/10 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 10/11 | V Field Hockey | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | W 3-1 | 2:30 PM; 1 Bus (First Student) | |
| Fri., 10/11 | V Girls Soccer | Norwalk | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 6-0 | ||
| Fri., 10/11 | V Girls Swimming and Diving | Trumbull | Home - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | L 1-3 | 2:30 PM; 1 Bus (First Student) | |
| Sat., 10/12 | V Football | Chatham (NJ) | Away - Chatham / shunpike turf field-Stadium 2 | W 42-0 | 9:00 AM; 2 Buses | |
| Sat., 10/12 | V Field Hockey | New Fairfield | Away - New Fairfield High-Rebel Turf [Directions] | W 4-0 | 8:30 AM; 1 Bus (First Student) | |
| Sat., 10/12 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sat., 10/12 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 a.m. | ||
| Sat., 10/12 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-RHS Lower Grass Field [Directions] | 8:00 a.m. | ||
| Sat., 10/12 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Scotts Ridge MS-SRMS Turf [Directions] | 8:00 a.m. | ||
| Sat., 10/12 | Miscellaneous Events | SCOR Tournament | Home - Ridgefield HS-Upper Grass Field [Directions] | 8:00 a.m. | ||
| Sun., 10/13 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Scotts Ridge MS-SRMS Turf [Directions] | 8:00 a.m. | ||
| Sun., 10/13 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-RHS Lower Grass Field [Directions] | 8:00 a.m. | ||
| Sun., 10/13 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 a.m. | ||
| Sun., 10/13 | Miscellaneous Events | SCOR Columbus Day Tournament | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 10/13 | Miscellaneous Events | SCOR Tournament | Home - Ridgefield HS-Upper Grass Field [Directions] | 8:00 a.m. | ||
| Mon., 10/14 | Miscellaneous Events | Columbus Day - school closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 10/15 | V Boys Cross Country | Boys Cross Country Cross Country Championship at Waveny Park, New Canaan | Away - Not Listed | 2:00 p.m. | 12:00 PM; 1 Bus (First Student) | 12:00 PM, Return 5:00 PM; 1 Bus (First Student - 1 XL bus forBoys XC. Leave RHS at 12:10, drop off, return for pick up at 5 pm) |
| Tue., 10/15 | V Boys Soccer | Staples | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | T 0-0 | ||
| Tue., 10/15 | V Girls Cross Country | Girls Cross Country Cross Country Championship at Waveny Park, New Canaan | Away - Not Listed | 2:00 p.m. | 12:00 PM, Dismiss 11:50 AM, Return 5:00 PM; 1 Bus (First Student - 1 XL bus for Girls XC. Leave RHS at 12:10, drop off, return for pick up at 5 pm) | |
| Tue., 10/15 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 10/16 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | W 4-1 | 2:30 PM; 1 Bus (First Student) | |
| Wed., 10/16 | V Girls Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | T 0-0 | 1:45 PM; 1 Bus (First Student) | |
| Wed., 10/16 | Miscellaneous Events | College Fair at Wilton HS | Home - TBA [Directions] | 6:00 p.m. | ||
| Wed., 10/16 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | W 4-0 | 2:30 PM; 1 Bus (First Student) | |
| Thu., 10/17 | V Girls Swimming and Diving | Darien | Home - Barlow Mountain Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Girls Volleyball | Staples | Home - Ridgefield HS-Main Gym [Directions] | L 1-3 | ||
| Thu., 10/17 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 10/18 | V Football | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 21-0 | ||
| Fri., 10/18 | V Sideline Cheerleading | Football versus Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/18 | Fall Dance Team | Football versus Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/18 | V Girls Soccer | St. Joseph | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | T 1-1 | ||
| Sat., 10/19 | V Boys Soccer | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 1-3 | ||
| Sat., 10/19 | V Field Hockey | Fairfield Ludlowe | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 2-0 | ||
| Sat., 10/19 | Miscellaneous Events | PSAT Test | Home - Ridgefield HS [Directions] | 8:00 a.m. | ||
| Sat., 10/19 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | ||
| Sat., 10/19 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 1:00 p.m. | ||
| Sun., 10/20 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 10/20 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 10/21 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde HS-Varsity Grass Soccer Field [Directions] | W 3-1 | 4:45 PM; 1 Bus (First Student) | |
| Mon., 10/21 | V Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | W 3-1 | 2:30 PM; 1 Bus (First Student) | |
| Tue., 10/22 | V Boys Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | T 1-1 | 2:30 PM; 1 Bus (First Student) | |
| Tue., 10/22 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 10/23 | V Field Hockey | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | W 3-0 | 5:00 PM; 1 Bus (First Student) | |
| Wed., 10/23 | V Girls Soccer | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 2-1 | ||
| Wed., 10/23 | V Girls Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Wed., 10/23 | V Girls Volleyball | Fairfield Warde | Home - Ridgefield HS-Main Gym [Directions] | L 1-3 | ||
| Wed., 10/23 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Westhill | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Thu., 10/24 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 10/25 | V Field Hockey | Greenwich | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 4-0 | ||
| Fri., 10/25 | V Girls Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | W 4-0 | 2:30 PM; 1 Bus (First Student) | |
| Fri., 10/25 | V Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | W 3-0 | 2:30 PM; 1 Bus (First Student) | |
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class LL Divisional Championship | Away - Wickham Park | 3:45 p.m. | 11:40 AM, Dismiss TBA; 1 Bus (ECS) | |
| Sat., 10/26 | V Football | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | L 0-41 | 10:30 AM; 2 Buses (ECS,Conf 51081, 2 buses - 1 56, 1-24,) | |
| Sat., 10/26 | V Sideline Cheerleading | Football at St Joseph | Away - Not Listed | 1:30 p.m. | 11:45 AM; 1 Bus (First Student - game at St Joseph HS) | |
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class LL Divisional Championship | Away - Wickham Park | 3:10 p.m. | 11:40 AM, Dismiss TBA (ECS) | |
| Sat., 10/26 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||
| Sat., 10/26 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 1:00 p.m. | ||
| Sat., 10/26 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Sun., 10/27 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 10/27 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Sun., 10/27 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 2:30 p.m. | ||
| Mon., 10/28 | V Boys Soccer | Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | L 0-2 | ||
| Mon., 10/28 | V Field Hockey | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | W 7-0 | 2:30 PM; 1 Bus (First Student) | |
| Mon., 10/28 | V Girls Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | W 5-0 | 4:30 PM; 1 Bus (First Student) | |
| Mon., 10/28 | Miscellaneous Events | Middle School XC Meet | Home - Ridgefield HS-Upper Grass Field [Directions] | 3:00 p.m. | ||
| Tue., 10/29 | V Girls Volleyball | Westhill | Home - Ridgefield HS-Main Gym [Directions] | L 0-3 | ||
| Tue., 10/29 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 10/30 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 10/31 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | 10:30 AM, Dismiss 10:20 AM; 1 Bus (ECS) | |
| Fri., 11/1 | V Football | Stamford | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 56-12 | ||
| Fri., 11/1 | V Sideline Cheerleading | Football versus Stamford | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | 11:30 AM, Dismiss 10:20 AM; 1 Bus (ECS) | |
| Fri., 11/1 | Fall Dance Team | Football versus Stamford | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | ||
| Fri., 11/1 | V Field Hockey | Wilton | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | W 1-0 | ||
| Fri., 11/1 | V Girls Soccer | Darien | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 4-0 | FCIAC Qtr Final | |
| Fri., 11/1 | V Girls Volleyball | Danbury | Home - Ridgefield HS-Main Gym [Directions] | W 3-1 | ||
| Sat., 11/2 | V Girls Swimming and Diving | FCIAC Girls Swimming Trials | Away - Greenwich HS-Pool | 4:30 p.m. | 2:15 PM; 1 Bus (First Student) | |
| Sat., 11/2 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Sat., 11/2 | Miscellaneous Events | RYFH Tournament | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 a.m. | ||
| Sat., 11/2 | Miscellaneous Events | RYFH Tournament | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sat., 11/2 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 2:00 p.m. | ||
| Sun., 11/3 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 11/3 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Sun., 11/3 | Miscellaneous Events | RYFH | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 3:30 p.m. | ||
| Mon., 11/4 | V | JoelBarlow (Scrim.) | Home - Ridgefield HS-Upper Grass Field [Directions] | 3:00 p.m. | ||
| Mon., 11/4 | V Field Hockey | Staples | Away - Brien McMahon HS-Stadium [Directions] | L 3-1 | ||
| Mon., 11/4 | V Field Hockey | FCIAC Semi Finals at McMahon | Away - Not Listed | TBA | TBA; 1 Bus (First Student) | |
| Mon., 11/4 | V Girls Soccer | St. Joseph | Home - Wilton HS Varsity Field [Directions] | L 2-1(ot) | 5:15 PM; 1 Bus (First Student) | |
| Mon., 11/4 | V Girls Swimming and Diving | FCIAC Diving Finals at New Canaan YMCA | Away - Not Listed | 5:30 p.m. | ||
| Tue., 11/5 | V Girls Swimming and Diving | FCIAC Girls Swimming Championships | Away - Greenwich HS-Pool | 6:30 p.m. | 4:30 PM; 1 Bus (First Student) | |
| Tue., 11/5 | Miscellaneous Events | School closed for students - professional development for staff | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 11/5 | Miscellaneous Events | RBA Youth Clinic | Home - Ridgefield HS-Main Gym [Directions] | 12:00 p.m. | ||
| Tue., 11/5 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 11/6 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 11/7 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 11/8 | V Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | W 48-0 | 4:30 PM; 2 Buses (ECS) | |
| Fri., 11/8 | V Sideline Cheerleading | Football versus Brien McMahon | Away - Not Listed | 7:00 p.m. | 5:30 PM; 1 Bus (First Student) | |
| Fri., 11/8 | V Girls Volleyball | Danbury (Scrim.) | Home - Ridgefield HS-Main Gym [Directions] | 3:30 p.m. | ||
| Sat., 11/9 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 9:00 a.m. | ||
| Sun., 11/10 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 11/10 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 11/11 | V Girls Volleyball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | L 3-1 | 3:00 PM; 1 Bus (ECS) | |
| Mon., 11/11 | Miscellaneous Events | Veteran's Day - school closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 11/12 | V Girls Soccer | Conard | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 3-0 | ||
| Tue., 11/12 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 11/13 | V Field Hockey | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 2-0 | ||
| Wed., 11/13 | V Girls Swimming and Diving | CIAC Girls Class LL Diving Championship | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Wed., 11/13 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 11/14 | V Girls Soccer | Shelton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 5-2 | ||
| Thu., 11/14 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 11/15 | V Field Hockey | Greenwich | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 1-0 | ||
| Sat., 11/16 | V Football | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | L 7-27 | 12:30 PM; 2 Buses (ECS) | |
| Sat., 11/16 | V Sideline Cheerleading | Football versus Greenwich | Away - Not Listed | 4:00 p.m. | 2:30 PM; 1 Bus (First Student at Greenwich HS) | |
| Sat., 11/16 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | W 2-1 | 10:15 AM (First Student) | |
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class LL Trials | Away - East Hartford HS-Pool | 11:30 a.m. | 8:00 AM, Dismiss TBA; 1 Bus (ECS confirmation 53653) | |
| Sat., 11/16 | Miscellaneous Events | RYF | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 1:00 p.m. | ||
| Sun., 11/17 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 11/17 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Mon., 11/18 | Miscellaneous Events | Unified Sports | Home - Ridgefield HS [Directions] | 2:30 p.m. | ||
| Tue., 11/19 | V Field Hockey | Darien | Away - Weston HS-WHS Stadium Field [Directions] | 4:30 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Tue., 11/19 | V Girls Soccer | Southington | Away - Naugatuck HS-Veterans Field [Directions] | L 1-0 | 3:30 PM; 1 Bus (ECS) | |
| Tue., 11/19 | V Girls Swimming and Diving | CIAC Girls Class LL Finals | Away - Bad-Site Wesleyan University-Freeman Athletic Center | 7:00 p.m. | 4:00 PM, Dismiss TBA; 1 Bus (ECS Conf 53655) | |
| Tue., 11/19 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 11/20 | Miscellaneous Events | RYL | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Thu., 11/21 | Miscellaneous Events | RHS Main Gym Inspection | Home - Ridgefield HS-Main Gym [Directions] | 2:15 p.m. | ||
| Thu., 11/21 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | 10:30 AM, Dismiss TBA; 1 Bus (ECS Conf 53654) | |
| Sun., 11/24 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 8:00 a.m. | ||
| Sun., 11/24 | Miscellaneous Events | SCOR | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 12:00 p.m. | ||
| Tue., 11/26 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Wed., 11/27 | V Football | Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | W 36-21 | ||
| Wed., 11/27 | V Sideline Cheerleading | Football versus Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/27 | Fall Dance Team | Football versus Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/27 | Miscellaneous Events | Early Dismissal - Thanksgiving Recess | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Thu., 11/28 | Miscellaneous Events | Thanksgiving Recess -School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Thu., 11/28 | Miscellaneous Events | RAMS | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | 8:00 p.m. | ||
| Fri., 11/29 | Miscellaneous Events | Thanksgiving Recess -School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 12/4 | V Football | Southington | Away - Southington HS-TURF FIELD [Directions] | 6:30 p.m. | 3:00 PM; 2 Buses (ECS) | |
| Wed., 12/4 | V Sideline Cheerleading | Cheer at Southington High School | Away - Not Listed | 6:30 p.m. | 4:30 PM; 1 Bus (First Student) | |
| Sat., 12/7 | V Wrestling | Wilton (Scrim.) | Home - Ridgefield HS-Aux Gym [Directions] | 12:00 p.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:15 p.m. | 3:30 PM; 1 Bus (First Student) | |
| Sat., 12/7 | V Girls Ice Hockey | High School Girls Jamboree at The Rinks at Shelton | Away - Not Listed | TBA | ||
| Sat., 12/7 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 12/9 | V Girls Basketball | Newtown (Scrim.) | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | 4:00 PM (First Student) | |
| Tue., 12/10 | V Boys Basketball | Newtown (Scrim.) | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | 4:00 PM; 1 Bus (First Student) | |
| Wed., 12/11 | V Girls Basketball | Pomperaug (Scrim.) | Away - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | 3:45 PM (First Student) | |
| Thu., 12/12 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Fri., 12/13 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | W 4-2 | 2:45 PM; 1 Bus (ECS conf 55287) | |
| Sat., 12/14 | V Boys Basketball | Immaculate (Scrim.) | Home - Ridgefield HS-Main Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/14 | V Boys Ice Hockey | Boys Ice Hockey at St Johns Prep | Away - Not Listed | 11:00 a.m. | 8:45 AM; 1 Bus (ECS) | |
| Sat., 12/14 | V Girls Basketball | Simsbury (Scrim.) | Home - Ridgefield HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/14 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 10-1 | ||
| Sat., 12/14 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||
| Sun., 12/15 | Miscellaneous Events | GLAX Fitness Session | Home - Ridgefield HS [Directions] | 1:00 p.m. | ||
| Tue., 12/17 | V Boys Basketball | WCA (Scrim.) | Away - Waterbury Career Academy-Gymnasium [Directions] | Cancelled | 2:30 PM; 1 Bus (First Student) | |
| Wed., 12/18 | V Boys Ice Hockey | Fairfield Prep | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-2 | ||
| Wed., 12/18 | V Wrestling | Danbury | Home - Ridgefield HS-Aux Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/18 | V Girls Basketball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | W 53-30 | 2:30 PM; 1 Bus (First Student - 1 bus V and JV girls basketball) | |
| Wed., 12/18 | V Girls Ice Hockey | Greenwich | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-4 | ||
| Fri., 12/20 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Barlow Mountain Pool [Directions] | RHS 103.5 NORWALK 71.5 [Detailed Results] | ||
| Fri., 12/20 | V Girls Basketball | Westhill | Away - Westhill HS-Main Gym [Directions] | W 58-36 | 2:45 PM; 1 Bus (First Student 1 bus V/JV girls basketball) | |
| Fri., 12/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | L 2-3 | 6:00 PM; 1 Bus (First Student - pick up and drop off at Winter Garden) | |
| Sat., 12/21 | V Boys Basketball | Fairfield Prep | Home - Ridgefield HS-Main Gym [Directions] | W 75-53 | ||
| Sat., 12/21 | V Boys Ice Hockey | Xavier | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-2 OT | ||
| Sat., 12/21 | V Wrestling | John Jay (NY), Mahopac (NY), Mamaroneck (NY) | Home - Ridgefield HS-Main Gym [Directions] | 9:00 a.m. | ||
| Mon., 12/23 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | W 8-0 | 6:15 PM (First Student - pickup / drop off from Winter Garden) | |
| Mon., 12/23 | V Girls Basketball | Danbury | Away - Danbury HS-Main Gym [Directions] | L 50-58 | 11:00 AM; 1 Bus (First Student 1 bus V/JV girls basketball) | |
| Mon., 12/23 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 2-3 | 1:15 PM (ECS -pick up and drop off from Winter Garden conf 55286) | |
| Mon., 12/23 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 12/24 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 12/25 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Thu., 12/26 | V Boys Indoor Track | North Shore Invitational at NY Armory | Away - Not Listed | 9:00 a.m. | 6:30 AM; 1 Bus (First Student - - total of 2 buses- 1 for boys team and 1 for girls team Address is 216 Fort Washington Ave, NY, NY) | |
| Thu., 12/26 | V Girls Indoor Track | North Shore Invitational at NY Armory | Away - Not Listed | 9:00 a.m. | 7:00 AM; 1 Bus (First Student - - total of 2 buses- 1 for boys team and 1 for girls team. Please note that one team may finish earlier than the other. The driver should be ready to leave when the team is ready. Address is 216 Fort Washington Ave, NY, NY) | |
| Thu., 12/26 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Fri., 12/27 | V Boys Basketball | Bassick | Away - Bassick HS-Gym [Directions] | L 55-66 | ||
| Fri., 12/27 | V Boys Ice Hockey | Wilton | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 5-0 | ||
| Fri., 12/27 | V Wrestling | Stamford | Away - Stamford HS-SHS Aux Gym [Directions] | 6:00 p.m. | 4:00 PM; 1 Bus (First Student) | |
| Fri., 12/27 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-7 | ||
| Fri., 12/27 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Sat., 12/28 | V Boys Basketball | Bunnell | Away - Bassick HS-Gym [Directions] | W 57-55 | ||
| Sat., 12/28 | V Wrestling | Danbury, Bacon Academy, Bethel, Bristol Eastern, Brookfield, Coventry, Darien, East Haven, Enfield, Abbott Tech, New Canaan, New Milford, Newington, Northfield Mt. Hampton (MA), Norwalk, Putnam Vo-Tech (MA), Stamford, Staples, Wilton | Away - Danbury HS | 10:00 a.m. | 7:30 AM; 1 Bus (First Student drop off pick up time TBA) | |
| Mon., 12/30 | V Girls Basketball | Norwich Free Academy | Home - Ridgefield HS-Main Gym [Directions] | W 47-37 | ||
| Mon., 12/30 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 12/31 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 1/1 | Miscellaneous Events | Winter Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Fri., 1/3 | V Boys Basketball | Greenwich | Away - Greenwich HS-Gymnasium [Directions] | W 64-45 | 3:00 PM; 1 Bus (First Student 1 bus V/JV Boys Basketball) | |
| Fri., 1/3 | V Girls Basketball | Greenwich | Home - Ridgefield HS-Main Gym [Directions] | L 42-59 | ||
| Sat., 1/4 | V Boys Ice Hockey | Hamden | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 4-1 | ||
| Sat., 1/4 | V Boys Indoor Track | Wilton, Brien McMahon, Danbury, Darien, TBA, Norwalk | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM, Return 1:00 PM; 1 Bus (First Student - 3 buses to Wilton, drop off, 2 buses for return at 1 pm) | |
| Sat., 1/4 | V Wrestling | Southington Duals Wrestling Tournament at Southington HS | Away - Not Listed | 10:00 a.m. | 6:45 AM (ECS Conf 56000) | |
| Sat., 1/4 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 6-5 | ||
| Sat., 1/4 | V Girls Indoor Track | Wilton, Brien McMahon, Danbury, Darien, New Canaan, Norwalk | Away - Wilton HS-Nicholas Zeoli Field House | 9:40 a.m. | 8:00 AM, Return 1:00 PM; 2 Buses (First Student - drop and pick total of 3 buses to Wilton, 2 to return at 1 pm for pickup) | |
| Mon., 1/6 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | L 1-5 | 4:00 PM; 1 Bus (First Student - pick up and drop off at Winter Garden) | |
| Tue., 1/7 | V Boys Basketball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | W 60-50 | 3:00 PM; 1 Bus (First Student 1 bus V/JV Boys Basketball) | |
| Tue., 1/7 | V Girls Basketball | Stamford | Home - Ridgefield HS-Main Gym [Directions] | L 42-49 | ||
| Wed., 1/8 | V Wrestling | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Aux Gym [Directions] | 6:00 p.m. | 3:45 PM; 1 Bus (First Student) | |
| Thu., 1/9 | V Co-ed Alpine Skiing | Race # 1 | Away - Mt Southington | 3:00 p.m. | 1:45 PM; 1 Bus (ECS Confirmation 55647) | |
| Thu., 1/9 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Fri., 1/10 | V Boys Basketball | Trumbull | Home - Ridgefield HS-Main Gym [Directions] | W 73-70 | ||
| Fri., 1/10 | V Boys Swimming and Diving | Westhill/Stamford | Home - Barlow Mountain Pool [Directions] | Westhill/Stamford 45 vs Ridgefield 99 | ||
| Fri., 1/10 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | L 34-42 | 3:15 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Fri., 1/10 | Winter Dance Team | Basketball vs. Trumbull | Home - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Sat., 1/11 | V Boys Ice Hockey | LaSalle Academy (RI) | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-3 | ||
| Sat., 1/11 | V Boys Indoor Track | Yale Classic | Away - Not Listed | 9:00 a.m. | ||
| Sat., 1/11 | V Boys Indoor Track | Wilton, Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM, Return 12:15 PM; 1 Bus (First Student - 1 bus for boys team. Leave RHS at 8 am, return for pick up at 12:15 pm) | |
| Sat., 1/11 | V Wrestling | Greater Hartford Open | Away - Hall HS-Robinson Gym | 9:00 a.m. | 6:45 AM; 1 Bus (ECS Confirmation 56001) | |
| Sat., 1/11 | V Competitive Cheerleading | Danbury High School Cheer Fest at Danbury High School | Away - Not Listed | 10:00 a.m. | 8:30 AM; 1 Bus (First Student - drop off, pick up time TBA) | |
| Sat., 1/11 | Winter Dance Team | Woodland Regional Dance Competition at Woodland Regional HS, Beacon Falls, CT | Away - Not Listed | 2:00 p.m. | 12:45 PM; 1 Bus (First Student) | |
| Sat., 1/11 | V Girls Indoor Track | Northeast Challenge Indoor Track Meet at Southern CT State University | Away - Not Listed | 11:00 a.m. | 8:30 AM; 1 Bus (First Student - 1 bus - event will conclude at approx 3 pm) | |
| Sat., 1/11 | V Girls Indoor Track | Wilton, Brien McMahon, Darien, Fairfield Ludlowe, Fairfield Warde, New Canaan, Norwalk | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | ||
| Sat., 1/11 | V Girls Indoor Track | Qualifier 2 at Wilton HS | Away - TBA | 9:30 a.m. | 8:00 AM, Return 1:00 PM; 2 Buses (First Student - 1 bus for girls team. Leave RHS at 8 am, return for pick up at 1 pm) | |
| Tue., 1/14 | V Boys Basketball | Bridgeport Central | Home - Ridgefield HS-Main Gym [Directions] | W 75-48 | ||
| Tue., 1/14 | V Girls Basketball | Bridgeport Central | Away - Bridgeport Central HS-Barry McLeod Court [Directions] | W 63-7 | 2:30 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Tue., 1/14 | Winter Dance Team | Basketball vs. Bridgeport Central | Home - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | W 6-2 | 6:00 PM; 1 Bus (First Student - pickup / drop off from Winter Garden) | |
| Wed., 1/15 | V Wrestling | Wilton | Home - Ridgefield HS-Aux Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/15 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | L 0-7 | 5:15 PM; 1 Bus (First Student - pick up and drop off from Winter Garden) | |
| Fri., 1/17 | V Boys Basketball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | W 52-43 | 3:15 PM (First Student 1 bus V/JV Boys Basketball) | |
| Fri., 1/17 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | W 4-1 | ||
| Fri., 1/17 | V Girls Basketball | Fairfield Ludlowe | Home - Ridgefield HS-Main Gym [Directions] | W 38-29 | ||
| Sat., 1/18 | V Boys Indoor Track | New Balance Games at NY Armory | Away - Not Listed | 9:00 a.m. | ||
| Sat., 1/18 | V Boys Indoor Track | Qualifier 3 at Wilton HS | Away - TBA | 9:30 a.m. | 7:30 AM (First Student 1 bus boys) | |
| Sat., 1/18 | V Wrestling | New Milford Wrestling Tournament | Away - New Milford HS-Main Gym - NMHS | Cancelled | 7:00 AM (First Student - Depart RHS at 7 am, return to NMHS at 6 pm for pick up) | |
| Sat., 1/18 | V Girls Indoor Track | New Balance Games at NY Armory | Away - Not Listed | 9:00 a.m. | ||
| Sat., 1/18 | V Girls Indoor Track | Qualifier 3 at Wilton HS | Away - TBA | 9:30 a.m. | 7:30 AM (First Student. 1 bus girls.) | |
| Mon., 1/20 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | L 0-2 | 11:45 AM (First Student - pick up /drop off at Winter Garden) | |
| Mon., 1/20 | V Girls Indoor Track | New Haven Freshman Sophomore Invite at Hillhouse High School | Away - Not Listed | 9:00 a.m. | 7:30 AM; 1 Bus (First Student - meet will be over at about 3 pm) | |
| Mon., 1/20 | Miscellaneous Events | Martin Luther King's Birthday - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 1/21 | V Boys Basketball | Trinity Catholic | Away - Trinity Catholic-Gym | L 39-68 | 3:15 PM (First Student - 1 bus V/JV Boys Basketball) | |
| Tue., 1/21 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | RHS 92 WILTON 70 | 2:30 PM (First Student) | |
| Tue., 1/21 | V Girls Basketball | Trinity Catholic | Home - Ridgefield HS-Main Gym [Directions] | W 51-34 | ||
| Wed., 1/22 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | W 6-1 | 3:45 PM (First Student - pickup / drop off from Winter Garden) | |
| Wed., 1/22 | V Wrestling | St. Joseph | Home - Ridgefield HS-Aux Gym [Directions] | Postponed | ||
| Thu., 1/23 | V Boys Swimming and Diving | Darien | Home - Barlow Mountain Pool [Directions] | RHS 95 DARIEN 76 | ||
| Fri., 1/24 | V Boys Basketball | Brien McMahon | Home - Ridgefield HS-Main Gym [Directions] | W 67-56 | ||
| Fri., 1/24 | V Boys Ice Hockey | New Canaan | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-2 | ||
| Fri., 1/24 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | W 50-30 | 2:30 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Fri., 1/24 | Winter Dance Team | Basketball vs. Brien McMahon | Home - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/24 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-3 | ||
| Sat., 1/25 | V Boys Indoor Track | FCIAC Qualifier #4 | Away - Staples HS-Field House | 10:00 a.m. | 8:30 AM, Return 1:00 PM (First Student - 1 bus boys track. Depart RHS at 8:30 am, return for pick up at 1 pm) | |
| Sat., 1/25 | V Boys Indoor Track | Hillhouse Track Classic at Hillhouse HS | Away - Not Listed | 12:00 p.m. | 11:00 AM; 1 Bus (First Student) | |
| Sat., 1/25 | V Wrestling | 2020 Ridgefield Challenge | Home - Ridgefield HS-Main Gym [Directions] | 9:00 a.m. | ||
| Sat., 1/25 | V Competitive Cheerleading | Quinnipiac University Cheer Challenge | Away - Not Listed | 9:00 a.m. | 8:00 AM; 1 Bus (First Student) | |
| Sat., 1/25 | V Girls Indoor Track | FCIAC Qualifier #4 | Away - Staples HS-Field House | 10:00 a.m. | 8:30 AM, Return 1:00 PM (First Student - 1 bus girls track. Depart RHS at 8:30 am, return for pick up at 1 pm) | |
| Sat., 1/25 | V Girls Indoor Track | Hillhouse Track Classic at Hillhouse HS | Away - Not Listed | 4:00 p.m. | 7:30 AM; 1 Bus (First Student) | |
| Mon., 1/27 | V Boys Basketball | Darien | Home - Ridgefield HS-Main Gym [Directions] | W 72-35 | ||
| Mon., 1/27 | V Boys Ice Hockey | Northwest Catholic | Away - Simsbury ISCC-Olympic [Directions] | W 5-0 | 12:15 PM; 1 Bus (ECS confirmation 55284 pick up/drop off at Winter Garden) | |
| Mon., 1/27 | V Girls Basketball | Darien | Away - Darien HS-DHS Main Gym [Directions] | W 32-27 | 3:15 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Mon., 1/27 | Winter Dance Team | Basketball vs. Darien | Home - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Trinity Catholic | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 4-1 | ||
| Wed., 1/29 | V Boys Swimming and Diving | Greenwich | Away - Greenwich HS-Pool [Directions] | RHS 68 VS GREENWICH 115 | 2:15 PM (First Student) | |
| Wed., 1/29 | V Wrestling | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 7:00 p.m. | 5:15 PM (First Student) | |
| Wed., 1/29 | V Co-ed Alpine Skiing | Race # 3 | Away - Mt Southington | 3:00 p.m. | 1:45 PM; 1 Bus (ECS Confirmation 55649) | |
| Thu., 1/30 | V Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | W 65-33 | 3:30 PM (First Student - 1 bus V/JV boys basketball) | |
| Thu., 1/30 | V Girls Basketball | New Canaan | Home - Ridgefield HS-Main Gym [Directions] | W 36-20 | ||
| Fri., 1/31 | V Girls Ice Hockey | Hamden Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 4-3 | ||
| Sat., 2/1 | V Boys Indoor Track | East Division Championship | Away - TBA | 9:30 a.m. | ||
| Sat., 2/1 | V Boys Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | TBA | 8:00 AM, Return 12:15 PM (First Student 1 bus for boys and girls track) | |
| Sat., 2/1 | V Wrestling | JK Wrestling Invitational | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | ||
| Sat., 2/1 | V Wrestling | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 9:30 a.m. | 6:45 AM, Dismiss TBA (ECS 56002) | |
| Sat., 2/1 | V Girls Indoor Track | Eastern Divisional Championships | Away - Wilton HS-Nicholas Zeoli Field House | 9:30 a.m. | 8:00 AM, Return 12:15 PM (First Student - 1 bus Boys and Girls track) | |
| Mon., 2/3 | V Boys Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | W 77-50 | 3:30 PM; 1 Bus (First Student - 1 bus V/JV boys basketball) | |
| Mon., 2/3 | V Girls Basketball | Norwalk | Home - Ridgefield HS-Main Gym [Directions] | L 54-72 | ||
| Tue., 2/4 | V Boys Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | L 1-2 | 2:00 PM (First Student - pickup / drop off from Winter Garden) | |
| Tue., 2/4 | V Co-ed Alpine Skiing | Race # 2 | Away - Mt Southington | 3:00 p.m. | 1:45 PM; 1 Bus (ECS Confirmation 55646) | |
| Wed., 2/5 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Barlow Mountain Pool [Directions] | 3:30 p.m. | ||
| Wed., 2/5 | V Wrestling | Greenwich, St. Joseph | Home - Ridgefield HS-Aux Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/6 | V Boys Indoor Track | FCIAC Championships | Away - Norwalk HS-Testa Field | 4:30 p.m. | ||
| Thu., 2/6 | V Wrestling | Fairfield Warde, Fitch, Shelton, Staples | Away - Fairfield Warde HS-Small Gym [Directions] | 4:00 p.m. | 2:00 PM; 1 Bus (First Student) | |
| Thu., 2/6 | V Girls Basketball | Harding | Home - Ridgefield HS-Main Gym [Directions] | W 61-8 | ||
| Thu., 2/6 | V Girls Indoor Track | FCIAC Championships | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 2:30 PM (First Student) | |
| Fri., 2/7 | V Boys Basketball | John Jay (NY) | Away - John Jay HS (Crossriver)-Gym | W 70-55 | 3:45 PM; 1 Bus (First Student - V&JV together) | |
| Fri., 2/7 | V Boys Swimming and Diving | New Canaan | Home - Barlow Mountain Pool [Directions] | 3:30 p.m. | ||
| Fri., 2/7 | V Girls Basketball | Wright Tech | Home - Ridgefield HS-Main Gym [Directions] | W 67-10 | ||
| Fri., 2/7 | V Girls Ice Hockey | New Canaan | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-6 | ||
| Sat., 2/8 | V Boys Ice Hockey | Trumbull | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 5-3 | ||
| Sat., 2/8 | V Wrestling | Foran Duals Wrestling Tournament at Foran HS, Milford, CT | Away - Not Listed | 9:00 a.m. | 6:45 AM (First Student) | |
| Sat., 2/8 | V Competitive Cheerleading | Cheerleading FCIAC Tournament | Away - Not Listed | 11:00 a.m. | 8:30 AM, Return 2:30 PM (First Student - pick up at RHS at 8:30 am. Drop off at Wilton HS , return for team at 2:30 pm) | |
| Sat., 2/8 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 2/10 | V Boys Basketball | Staples | Home - Ridgefield HS-Main Gym [Directions] | W 62-51 | Coaches vs. Cancer Game | |
| Mon., 2/10 | V Boys Ice Hockey | St. Joseph | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 8-0 | ||
| Mon., 2/10 | V Boys Swimming and Diving | Staples | Away - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | 2:45 PM (First Student) | |
| Mon., 2/10 | V Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | L 32-44 | 3:30 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Tue., 2/11 | V Wrestling | Darien | Away - Darien HS-DHS South Gym [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus (First Student) | |
| Wed., 2/12 | V Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice-Stadium [Directions] | L 1-3 | 3:15 PM (First Student - pickup / drop off from Winter Garden) | |
| Wed., 2/12 | V Co-ed Alpine Skiing | Race # 5 | Away - Mt Southington | 3:00 p.m. | 1:45 PM; 1 Bus (ECS Confirmation 55651) | |
| Thu., 2/13 | V Boys Indoor Track | CIAC Boys Class LL Divisional Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 1:15 PM, Dismiss TBA (ECS confirmation 56756) | |
| Thu., 2/13 | V Girls Basketball | St. Joseph | Home - Ridgefield HS-Main Gym [Directions] | W 44-33 | Senior Night | |
| Thu., 2/13 | V Girls Indoor Track | CIAC Girls Class LL Divisional Championship | Away - Floyd Little Athletic Center-FieldHouse | 4:00 p.m. | 1:15 PM, Dismiss TBA (ECS confirmation 56756) | |
| Thu., 2/13 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Fri., 2/14 | V Boys Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | W 68-55 | 3:00 PM; 1 Bus (First Student - 1 bus V/JV boys basketball) | |
| Fri., 2/14 | V Wrestling | FCIAC's | Away - New Canaan HS-Main Gym | 4:30 p.m. | 1:30 PM; 1 Bus (First Student) | |
| Fri., 2/14 | Miscellaneous Events | February Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Sat., 2/15 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland of Ice-Stadium [Directions] | W 6-4 | 5:00 PM; 1 Bus (First Student - pickup / drop off from Winter Garden - bus time TBA) | |
| Sat., 2/15 | V Wrestling | FCIAC Wrestling Championship | Away - New Canaan HS-Main Gym | 10:00 a.m. | ||
| Sat., 2/15 | V Girls Ice Hockey | Darien | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-8 | ||
| Mon., 2/17 | V Boys Basketball | Fairfield Warde | Home - Ridgefield HS-Main Gym [Directions] | W 69-61 | ||
| Mon., 2/17 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | W 42-40 | 3:15 PM; 1 Bus (First Student - 1 bus V/JV girls basketball) | |
| Mon., 2/17 | Miscellaneous Events | February Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 2/18 | Miscellaneous Events | School closed for students - professional development for staff | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 2/19 | V Boys Basketball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | W 68-48 | 2:30 PM (First Student - 1 bus V/JV) | |
| Wed., 2/19 | V Boys Ice Hockey | Notre Dame-West Haven | Away - West Haven HS-Bennett Rink [Directions] | L 1-6 | 2:45 PM; 1 Bus (ECS confirmation 55285) | |
| Wed., 2/19 | V Girls Basketball | Wilton | Home - Ridgefield HS-Main Gym [Directions] | W 44-31 | ||
| Wed., 2/19 | V Competitive Cheerleading | Boys' Basketball Game @ Wilton | Away - Not Listed | 6:00 p.m. | 5:00 PM; 1 Bus (First Student) | |
| Wed., 2/19 | V Girls Ice Hockey | East Catholic Coop | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | W 1-0 | ||
| Thu., 2/20 | V Boys Swimming and Diving | Danbury | Away - Western CT State Univ.-O'Neill Ctr, Blue-O'Neill Center [Directions] | 5:00 p.m. | 4:00 PM (First Student) | |
| Fri., 2/21 | V Boys Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | L 3-4 | 6:15 PM; 1 Bus (First Student - pickup / drop off from Winter Garden) | |
| Sat., 2/22 | V Boys Indoor Track | CIAC Boys State Open Championship | Away - Floyd Little Athletic Center-Field House | 12:00 p.m. | 9:30 AM, Dismiss TBA (First Student - 1 bus boys and girls track) | |
| Sat., 2/22 | V Wrestling | CIAC Class LL Divisional Championship | Away - Trumbull HS-Gym | 9:00 a.m. | ||
| Sat., 2/22 | V Girls Basketball | Danbury | Away - Staples HS-Staples Gym [Directions] | W 41-29 | 11:30 AM; 1 Bus (First Student - game at Staples) | |
| Sat., 2/22 | Winter Dance Team | Fairfield Warde Dance Jam at Fairfield Warde HS | Away - Not Listed | 4:00 p.m. | 1:00 PM; 1 Bus (First Student) | |
| Sat., 2/22 | V Girls Indoor Track | CIAC Girls State Open Championship | Away - Floyd Little Athletic Center-FieldHouse | 12:00 p.m. | 9:30 AM, Dismiss TBA (First Student 1 bus boys and girls track) | |
| Mon., 2/24 | V Boys Basketball | Westhill | Home - Ridgefield HS-Main Gym [Directions] | W 78-38 | ||
| Mon., 2/24 | V Boys Ice Hockey | Simsbury | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | L 0-1 | ||
| Mon., 2/24 | V Co-ed Alpine Skiing | Race # 4 | Away - Mt Southington | 3:00 p.m. | 1:45 PM; 1 Bus (ECS Confirmation 55650) | |
| Mon., 2/24 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 4-5 | 1:30 PM (First Student) | |
| Tue., 2/25 | V Girls Basketball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | W 41-38 | 4:30 PM (First Student) | |
| Tue., 2/25 | Unified Sports Basketball | Joel Barlow, Bethel (Scrim.) | Away - Joel Barlow HS-Upper Gym [Directions] | 2:30 p.m. | 2:00 PM; 1 Bus (First Student) | |
| Wed., 2/26 | V Boys Basketball | Danbury | Home - Ridgefield HS-Main Gym [Directions] | W 62-47 | ||
| Wed., 2/26 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS-Pool [Directions] | 3:30 p.m. | 1:30 PM (First Student) | |
| Wed., 2/26 | Winter Dance Team | Basketball vs. Danbury | Home - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Thu., 2/27 | V Girls Basketball | Staples | Away - Trumbull HS [Directions] | W 50-46 (2OT) | 4:30 PM (First Student) | |
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | 10:45 AM, Dismiss TBA (First Student - drop team off) | |
| Sat., 2/29 | V Boys Basketball | New Canaan | Home - Fairfield Warde HS-Large Gym [Directions] | 7:00 p.m. | ||
| Sat., 2/29 | V Boys Basketball | Boys Basketball FCIAC Qtr Finals at Fairfield Warde HS | Away - Not Listed | TBA | 3:45 PM (First Student - drop off only) | |
| Sat., 2/29 | V Boys Ice Hockey | Westhill/Stamford | Home - Ridgefield - Winter Garden-Ice Rink [Directions] | 6:30 p.m. | ||
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 2/29 | V Competitive Cheerleading | Oxford High School Spirit Spectacular | Away - Not Listed | 9:30 a.m. | 9:00 AM, Return 2:30 PM; 1 Bus (First Student - drop off, return for 2:30 pm pick up) | |
| Sat., 2/29 | Winter Dance Team | State Dance Competition at Hamden HS | Away - Not Listed-Hamden | 11:00 a.m. | 8:45 AM, Return 3:00 PM; 1 Bus (First Student - drop off return for pick up at 3 pm) | |
| Mon., 3/2 | V Co-ed Alpine Skiing | Ski Championship Race at Mt Southington | Away - Not Listed | 2:00 p.m. | 12:00 PM, Dismiss 11:40 AM; 1 Bus (ECS Conf 57228) | |
| Mon., 3/2 | V Girls Basketball | Hamden | Home - Ridgefield HS-Main Gym [Directions] | L 33-45 | ||
| Tue., 3/3 | V Boys Basketball | Fairfield Ludlowe | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:45 p.m. | 5:15 PM, Return 9:00 PM (First Student. Drop off at Wilton HS, return for pick up at 9 pm) | |
| Tue., 3/3 | V Boys Swimming and Diving | FCIAC Swimming Trials | Away - Greenwich HS-Pool | 5:30 p.m. | 3:15 PM (First Student) | |
| Wed., 3/4 | V Boys Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 6:00 p.m. | 4:00 PM; 1 Bus (First Student - pick up and drop off from Winter Garden) | |
| Wed., 3/4 | V Boys Swimming and Diving | FCIAC Diving Championship | Away - Westhill HS-Westhill Pool | 4:30 p.m. | ||
| Thu., 3/5 | V Boys Basketball | Trinity Catholic | Home - Wilton HS-Nicholas Zeoli Field House [Directions] | 7:00 p.m. | 5:00 PM (First Student) | |
| Thu., 3/5 | V Boys Swimming and Diving | FCIAC Boys Swim Finals | Away - Greenwich HS-Pool | 6:30 p.m. | 4:15 PM; 1 Bus (First Student) | |
| Thu., 3/5 | V Competitive Cheerleading | Cheerleading - Boys Basketball at Wilton | Away - Not Listed | 7:00 p.m. | 5:45 PM; 1 Bus (First Student) | |
| Sat., 3/7 | V Competitive Cheerleading | Cheer Championship at Floyd Little Athletic Center in New Haven, CT | Away - Not Listed | 3:00 p.m. | 1:00 PM; 1 Bus (First Student) | |
| Tue., 3/10 | V Boys Ice Hockey | Simsbury | Away - Simsbury ISCC-Olympic [Directions] | Cancelled | ||
| Wed., 3/11 | V Boys Basketball | Glastonbury | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Thu., 3/12 | V Boys Swimming and Diving | CIAC Boys Class L Diving Championship | Away - Middletown HS-MHS Pool | Cancelled | ||
| Thu., 3/12 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class L Trials | Away - Cornerstone Aquatics Center-Pool | Cancelled | 2:30 PM, Dismiss TBA (ECS) | |
| Sat., 3/14 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Sun., 3/15 | Miscellaneous Events | RYL Junior Official Field Certification | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | 12:30 p.m. | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Boys Class L Finals | Away - Wesleyan University-Pool | Cancelled | TBA, Dismiss TBA (First Student) | |
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Tue., 3/24 | V Baseball | Bethel (Scrim.) | Home - Governor Field [Directions] | Cancelled | ||
| Wed., 3/25 | V Boys Lacrosse | Taft (Scrim.) | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | Cancelled | ||
| Thu., 3/26 | V Boys Volleyball | Farmington, Masuk, New Canaan, Newtown (Scrim.) | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Sat., 3/28 | V Boys Lacrosse | Preseason jamboree at New Fairfield | Away - Not Listed | Cancelled | TBA | |
| Sat., 3/28 | V Boys Rugby | Belmont (MA) | Away - Belmont HS | Cancelled | TBA (Arranged by Pete) | |
| Mon., 3/30 | V Girls Lacrosse | Greenwich (Scrim.) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 3/31 | V Boys Tennis | Brookfield (Scrim.) | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 3/31 | V Boys Volleyball | Danbury, Newington (Scrim.) | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Tue., 3/31 | V Softball | Weston (Scrim.) | Away - Weston HS-Softball - North House Field (Hurlbutt El. School) [Directions] | Cancelled | ||
| Tue., 3/31 | V Girls Tennis | Brookfield (Scrim.) | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/2 | V Boys Rugby | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Baseball | Simsbury | Home - Governor Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Lacrosse | Syosset (NY) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Volleyball | Newington | Away - Newington HS-Gym [Directions] | Cancelled | ||
| Sat., 4/4 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 4/6 | V Baseball | Fairfield Prep | Home - Governor Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Outdoor Track | Fairfield Ludlowe, Bridgeport Central | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Volleyball | New Canaan | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Mon., 4/6 | V Girls Outdoor Track | Fairfield Ludlowe, Bridgeport Central | Away - Fairfield Ludlowe HS-Taft Field [Directions] | Cancelled | ||
| Mon., 4/6 | Miscellaneous Events | Spring Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 4/7 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | Cancelled | ||
| Tue., 4/7 | V Boys Tennis | Greenwich | Away - Greenwich HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Tennis | Greenwich | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/7 | Miscellaneous Events | Spring Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Wed., 4/8 | V Boys Tennis | Stamford | Away - Stamford HS-SHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Danbury | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | Stamford | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | Miscellaneous Events | Spring Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Thu., 4/9 | V Baseball | Greenwich | Home - Governor Field [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Lacrosse | Briarcliff (NY) | Away - Briarcliff HS | Cancelled | TBA | |
| Thu., 4/9 | V Boys Rugby | Fairfield Prep | Home - Ridgefield HS-Tiger Hollow Turf Field II [Directions] | Cancelled | ||
| Thu., 4/9 | V Girls Lacrosse | New Fairfield | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | Cancelled | ||
| Thu., 4/9 | Miscellaneous Events | Spring Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Fri., 4/10 | Miscellaneous Events | Spring Recess - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Sat., 4/11 | V Softball | Newtown | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | Greenwich | Away - Greenwich HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Golf | Norwalk | Away - Oak Hills Golf Course [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Trumbull | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Greenwich | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Trumbull | Away - Trumbull HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Golf | Brien McMahon | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | Darien | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Outdoor Track | Darien | Away - Darien HS-DHS Track [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Tennis | Bridgeport Central | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Volleyball | Norwich Free Academy | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Lacrosse | Greenwich Academy | Away - Greenwich Academy-Turf field | Cancelled | ||
| Tue., 4/14 | V Girls Outdoor Track | Darien | Away - Darien HS-DHS Stadium Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Bridgeport Central | Away - Bridgeport Central HS-Central High School Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Stamford | Away - Stamford HS-SHS Baseball Diamond [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Rugby | Harvey School (NY) | Away - Harvey School | Cancelled | 2:30 PM; 1 Bus (First Student) | |
| Wed., 4/15 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Boys Volleyball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | Cancelled | ||
| Wed., 4/15 | V Softball | Stamford | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Girls Tennis | Fairfield Ludlowe | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Golf | Stamford | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Thu., 4/16 | V Boys Lacrosse | Yorktown (NY) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Golf | Staples | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Lacrosse | St. Joseph | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Thu., 4/16 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | Cancelled | ||
| Thu., 4/16 | Miscellaneous Events | Early Dismissal for Students- Staff Professional Development | Home - Ridgefield HS [Directions] | 10:30 a.m. | ||
| Fri., 4/17 | V Baseball | Trumbull | Home - Governor Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Boys Volleyball | Fairfield Ludlowe | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Sat., 4/18 | V Boys Lacrosse | Duxbury (MA) | Away - Duxbury MS | Cancelled | TBA | |
| Sat., 4/18 | V Girls Lacrosse | Glastonbury | Away - Glastonbury HS-Field 12 [Directions] | Cancelled | ||
| Sat., 4/18 | Miscellaneous Events | RPD Testing | Home - Ridgefield HS [Directions] | 12:00 p.m. | ||
| Mon., 4/20 | V Baseball | Bridgeport Central | Home - Governor Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Golf | St. Joseph | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Outdoor Track | St. Joseph | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | Cancelled | ||
| Mon., 4/20 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Outdoor Track | St. Joseph | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Bridgeport Central | Away - Bridgeport Central HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | Trinity Catholic | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field-Baseball Diamond [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/21 | V Boys Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Brien McMahon | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Golf | New Canaan | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Lacrosse | Darien | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Golf | New Canaan | Away - CCNC [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Fairfield Ludlowe | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Golf | Danbury | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Darien | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Lacrosse | John Jay (NY) | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Thu., 4/23 | V Girls Tennis | Darien | Away - Darien HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Baseball | Trinity Catholic | Away - Trinity Catholic-Lione | Cancelled | ||
| Fri., 4/24 | V Boys Rugby | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Fri., 4/24 | V Boys Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Lacrosse | Greenwich | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Sat., 4/25 | Miscellaneous Events | St. Elizabeth Seton "Jog-a-thon" | Home - Ridgefield HS [Directions] | 9:00 a.m. | ||
| Mon., 4/27 | V Baseball | Brien McMahon | Home - Governor Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Outdoor Track | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | New Canaan | Away - New Canaan HS-NCHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Volleyball | Fairfield Warde | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Outdoor Track | Fairfield Warde | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Brien McMahon | Away - Brien McMahon HS-Softball Diamond [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Tennis | New Canaan | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Golf | Darien | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Lacrosse | Trumbull | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Tennis | Norwalk | Away - Norwalk HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Golf | Fairfield Warde | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Lacrosse | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Tennis | Norwalk | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Baseball | Darien | Home - Governor Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Golf | Westhill | Away - EG Brennan Golf Course-E Gaynor Brennan Golf Course [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | Cancelled | ||
| Wed., 4/29 | V Softball | Darien | Away - Darien HS-DHS Softball - Varsity Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Lacrosse | John Jay (NY) | Away - John Jay HS (Crossriver) | Cancelled | TBA | |
| Thu., 4/30 | V Girls Lacrosse | Staples | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | New Canaan | Away - Mead Park-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Boys Volleyball | Danbury | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Fri., 5/1 | V Softball | New Canaan | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Lacrosse | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Rugby | Simsbury | Away - Holden Field-Simsbury 2 [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Rugby | Simsbury | Away - Holden Field-Simsbury 2 [Directions] | Cancelled | ||
| Sat., 5/2 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 5/4 | V Baseball | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Staples | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Volleyball | Staples | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Norwalk | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Staples | Away - Staples HS-Staples Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Golf | Trinity Catholic | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Lacrosse | Fairfield Ludlowe | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Tennis | St. Joseph | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Outdoor Track | New Canaan | Away - New Canaan HS-NCHS Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Softball | Trumbull | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Tennis | St. Joseph | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | Cancelled | ||
| Wed., 5/6 | V Girls Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Golf | Trumbull | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Tennis | Fairfield Warde | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Tennis | Fairfield Warde | Away - Fairfield Warde HS-Blake Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Baseball | Staples | Home - Governor Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Boys Rugby | Staples | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Fri., 5/8 | V Boys Volleyball | Greenwich | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Staples | Away - Staples HS-Wakeman Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Boys Lacrosse | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Sat., 5/9 | V Girls Lacrosse | Stamford | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Wilton | Away - Wilton HS-Wilton Varsity Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Volleyball | Darien | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Golf | Staples | Away - Staples HS-Longshore Golf Course [Directions] | Cancelled | 12:00 PM | |
| Mon., 5/11 | V Softball | St. Joseph | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Wilton | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Golf | Fairfield Warde | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Tennis | Westhill | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Golf | Danbury | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Lacrosse | Fairfield Ludlowe | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | V Girls Tennis | Westhill | Away - Westhill HS-Westhill Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Fairfield Warde | Home - Governor Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Golf | Fairfield Prep | Away - Patterson Club [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Fairfield Warde | Away - Fairfield Warde HS-Softball Diamond [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Danbury | Home - Ridgefield HS-RHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Volleyball | Stamford | Away - Stamford HS-Kuzco Gymnasium [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Lacrosse | Trumbull | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Danbury | Away - Danbury HS-DHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | Wilton | Away - Wilton HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Wilton | Home - Ridgefield HS-Varsity Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Lacrosse | Norwalk | Away - Norwalk HS-Testa Field [Directions] | Cancelled | 12:00 PM | |
| Sat., 5/16 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | ||
| Sat., 5/16 | Miscellaneous Events | Junior Prom | Home - TBA [Directions] | 7:00 p.m. | ||
| Mon., 5/18 | V Baseball | Westhill | Home - Governor Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Staples | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Outdoor Track | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Volleyball | Westhill | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Golf | Trumbull | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Lacrosse | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Outdoor Track | Wilton | Home - Ridgefield HS-Tiger Hollow Stadium Track [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Westhill | Away - Westhill HS-Varsity Softball Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Lacrosse | Danbury | Home - Ridgefield HS-Tiger Hollow Stadium [Directions] | Cancelled | ||
| Tue., 5/19 | V Girls Golf | New Canaan | Away - CCNC [Directions] | Cancelled | ||
| Wed., 5/20 | V Baseball | Danbury | Home - Governor Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Wilton | Home - Silver Spring Golf Course [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Volleyball | St. Joseph | Home - Ridgefield HS-Main Gym [Directions] | Cancelled | ||
| Wed., 5/20 | V Softball | Danbury | Away - Danbury HS-V Softball field [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | Cancelled | ||
| Thu., 5/21 | V Girls Golf | Fairfield Ludlowe | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Mon., 5/25 | Miscellaneous Events | Memorial Day - School Closed | Home - Ridgefield HS [Directions] | 7:25 a.m. | ||
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||
| Tue., 5/26 | V Girls Golf | St. Joseph | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Track Championships | Away - SCSU-Jess Dow Field | Cancelled | ||
| Thu., 5/28 | V Girls Golf | Greenwich | Home - Ridgefield Golf Course [Directions] | Cancelled | ||
| Fri., 5/29 | Miscellaneous Events | Senior Prom | Home - TBA [Directions] | 7:00 p.m. | ||
| Sat., 6/6 | Miscellaneous Events | SAT Test Date | Home - TBA [Directions] | 8:00 a.m. | ||
| Wed., 6/10 | Miscellaneous Events | Senior Banquet | Home - TBA [Directions] | 6:00 p.m. | ||
| Sat., 6/13 | Miscellaneous Events | ACT Test | Home - TBA [Directions] | 8:00 a.m. | ||