| Immaculate 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 602 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:00 p.m. | 2:45pm | |
| TBA | JV Baseball | Stratford | Away - Penders Field [Directions] | 4:15 p.m. | ||
| TBA | JV Baseball | Joel Barlow | Home - Immaculate High School [Directions] | Cancelled | ||
| TBA | JV Baseball | Pomperaug | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| TBA | JV Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | TBA | 8:30am | |
| TBA | FR Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | TBA | 5:30pm | |
| TBA | FR Boys Basketball | Pomperaug | Home - Immaculate Gym [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Masuk | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| TBA | JV Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 5:30 p.m. | ||
| TBA | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Stratford | Home - Mustang Valley [Directions] | TBA | ||
| TBA | JV Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | 3:45 p.m. | 2:15pm | |
| TBA | JV Boys Soccer | New Fairfield | Home - Immaculate High School [Directions] | TBA | ||
| TBA | JV Girls Basketball | Valley Regional (Scrim.) | Home - Immaculate High School [Directions] | Cancelled | ||
| TBA | JV Field Hockey | Weston | Away - WHS Turf Field [Directions] | 10:00 a.m. | ||
| TBA | JV Girls Soccer | New Milford | Home - Immaculate High School [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Soccer | Bunnell | Home - Mustang Valley [Directions] | TBA | ||
| TBA | JV Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | TBA | 3:00pm | |
| TBA | V Softball | Watertown (Scrim.) | Home - Immaculate High School [Directions] | 3:45 p.m. | 2:15pm | |
| TBA | JV Softball | Weston | Home - Immaculate [Directions] | 10:00 a.m. | ||
| TBA | JV Softball | Holy Cross | Away - Holy Cross HS [Directions] | 11:00 a.m. | 9:15am | |
| TBA | JV Softball | Joel Barlow | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Pomperaug | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Stratford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Brookfield | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Stratford | Away - King Street Field [Directions] | 4:15 p.m. | 2:15pm | |
| TBA | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley High School Courts [Directions] | L 0-7 | 2:15pm | |
| TBA | FR Girls Volleyball | Lauralton Hall | Home - Immaculate High School [Directions] | TBA | ||
| Wed., 8/28 | V Football | New Canaan (Scrim.) | Home - Mustang Valley [Directions] | 4:15 p.m. | ||
| Thu., 8/29 | V Field Hockey | Enfield (Scrim.) | Away [Directions] | 5:00 p.m. | 2:00pm | |
| Thu., 8/29 | V Girls Soccer | St. Joseph (Scrim.) | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:15pm | |
| Sat., 8/31 | V Football | Coginchaug/Hale Ray/East Hampton (Scrim.) | Away [Directions] | TBA | ||
| Sat., 8/31 | V Boys Soccer | Goodwin Tech (Scrim.) | Home - Porteguese Club [Directions] | 11:00 a.m. | ||
| Sat., 8/31 | V Field Hockey | Preseason | Home - Mustang Valley [Directions] | 9:00 a.m. | ||
| Sat., 8/31 | V Girls Soccer | Newtown (Scrim.) | Away [Directions] | 11:00 a.m. | ||
| Wed., 9/4 | V Boys Soccer | Abbott Tech (Scrim.) | Away - Stephen A. Kaplanis Field, Broadview MS [Directions] | 3:30 p.m. | 2:30pm | |
| Wed., 9/4 | V Field Hockey | Norwalk (Scrim.) | Home - Mustang Valley [Directions] | 4:15 p.m. | ||
| Thu., 9/5 | V Boys Soccer | West Haven (Scrim.) | Away [Directions] | 7:00 p.m. | 4:45pm | |
| Thu., 9/5 | V Girls Soccer | Danbury (Scrim.) | Home - Mustang Valley [Directions] | 4:15 p.m. | ||
| Fri., 9/6 | V Football | ATI (Scrim.) | Home [Directions] | 4:15 p.m. | ||
| Fri., 9/6 | V Football | Immaculate (Scrim.) | Away [Directions] | 4:15 p.m. | ||
| Fri., 9/6 | JV Field Hockey | New Fairfield (Scrim.) | Away [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 9/7 | V Boys Soccer | Nonnewaug (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 9/7 | V Field Hockey | New Fairfield (Scrim.) | Away [Directions] | 9:00 a.m. | 7:00am | |
| Sat., 9/7 | V Girls Soccer | Shelton (Scrim.) | Away - Shelton High School Finn Stadium [Directions] | 12:00 p.m. | 9:45am | |
| Tue., 9/10 | V Girls Cross Country | Bunnell, Newtown, Kolbe Cathedral | Away - Bunnell [Directions] | 4:30 p.m. | 2:15pm | |
| Tue., 9/10 | FR Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | Cancelled | 3:15pm | |
| Tue., 9/10 | JV Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Wed., 9/11 | V Boys Soccer | New Milford | Away - New Milford High School [Directions] | T 2-2 | 4:00pm | |
| Wed., 9/11 | JV Boys Soccer | New Milford | Away - New Milford High School [Directions] | 5:30 p.m. | ||
| Wed., 9/11 | V Girls Soccer | New Milford | Home - Mustang Valley [Directions] | W 1-0 | ||
| Thu., 9/12 | V Field Hockey | Joel Barlow | Away - Field J [Directions] | OT-L 1-0 OT | 2:15pm | |
| Thu., 9/12 | JV Field Hockey | Joel Barlow | Away - Field J [Directions] | 5:30 p.m. | ||
| Thu., 9/12 | FR Girls Volleyball | Masuk | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 9/13 | V Football | VGW Techs | Away - Palmer Field [Directions] | W 46-13 | League Game | |
| Fri., 9/13 | JV Football | New Fairfield | Away - Rebel Stadium [Directions] | 6:00 p.m. | 2:15pm | |
| Fri., 9/13 | V Boys Soccer | New Fairfield | Home - Mustang Valley [Directions] | W 1-0 | ||
| Fri., 9/13 | V Girls Soccer | New Fairfield | Away - Rebel Turf [Directions] | W 5-1 | 2:15pm | |
| Sat., 9/14 | V Boys Cross Country | Hartford Public | Away [Directions] | 9:00 a.m. | 6:30am | |
| Sat., 9/14 | V Girls Cross Country | Hartford Classic | Away - Hartford | 9:00 a.m. | ||
| Sat., 9/14 | JV Girls Volleyball | Holy Cross | Away - HCHS [Directions] | 11:30 a.m. | ||
| Sat., 9/14 | FR Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 10:00 a.m. | 8:45am | |
| Sun., 9/15 | V Football | New Fairfield | Home - Mustang Valley [Directions] | L 8-42 | ||
| Mon., 9/16 | JV Football | VGW Techs | Home - John Perry Memorial Field, Rogers Park MS [Directions] | 3:30 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Brookfield | Away - BHS Stadium Field [Directions] | L 5-0 | 3:00pm | |
| Mon., 9/16 | JV Boys Soccer | Brookfield | Away - Larsons corn field [Directions] | 4:15 p.m. | ||
| Mon., 9/16 | FR Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 9/16 | V Girls Soccer | Brookfield | Home - Mustang Valley [Directions] | T 0-0 | ||
| Mon., 9/16 | FR Girls Volleyball | Brookfield | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | New Milford | Away [Directions] | 4:30 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | New Milford, New Milford, Brookfield, Weston | Away - New Milford [Directions] | 4:30 p.m. | 2:15pm | |
| Thu., 9/19 | V Field Hockey | Newtown | Home - Mustang Valley [Directions] | T 1-1 | ||
| Thu., 9/19 | JV Field Hockey | Newtown | Home - Mustang Valley [Directions] | 5:45 p.m. | ||
| Thu., 9/19 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 9/20 | V Football | Bunnell | Away - Bunnell Turf Field [Directions] | L 20-48 | 4:30pm | |
| Fri., 9/20 | JV Boys Soccer | Abbott Tech | Away - Stephen A. Kaplanis Field, Broadview MS [Directions] | 3:30 p.m. | 2:45pm | |
| Fri., 9/20 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall Field [Directions] | T 0-0 | 2:15pm | |
| Fri., 9/20 | FR Girls Volleyball | New Milford | Home - Immaculate High School [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | V Boys Cross Country | Bethel | Away [Directions] | 9:00 a.m. | ||
| Sat., 9/21 | V Football | Bullard/Kolbe | Home - John Perry Memorial Field, Rogers Park MS [Directions] | L 0-24 | League Game | |
| Sat., 9/21 | JV Football | Bunnell | Home - Immaculate HS [Directions] | 10:00 a.m. | ||
| Sat., 9/21 | V Girls Cross Country | Bethel Invitational | Away - Bethel High School | 9:00 a.m. | 7:15am | |
| Sat., 9/21 | V Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | W 2-1 | 1:30pm | |
| Sat., 9/21 | JV Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Mon., 9/23 | JV Football | Bullard/Kolbe | Away - Bullard Havens Field [Directions] | 3:45 p.m. | ||
| Mon., 9/23 | V Boys Soccer | Oxford | Home - Mustang Valley [Directions] | W 3-2 | ||
| Mon., 9/23 | JV Boys Soccer | Oxford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Mon., 9/23 | FR Field Hockey | Brookfield | Away - TBA [Directions] | Cancelled | 3:15pm | |
| Mon., 9/23 | V Girls Soccer | Oxford | Away - OHS Wolverine Field [Directions] | W 8-0 | 2:15pm | |
| Tue., 9/24 | V Boys Cross Country | Notre Dame-Fairfield | Away [Directions] | 4:30 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Notre Dame-Fairfield, Joel Barlow, Pomperaug | Away - Notre Dame of Fairfield [Directions] | 4:30 p.m. | 2:15pm | |
| Tue., 9/24 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | L 1-0 | 4:30pm | |
| Tue., 9/24 | JV Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | Cancelled | ||
| Tue., 9/24 | JV Girls Volleyball | New Fairfield | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | L 1-2 | 2:30pm | |
| Thu., 9/26 | JV Boys Soccer | Notre Dame-Fairfield | Away [Directions] | 4:15 p.m. | ||
| Thu., 9/26 | V Girls Soccer | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | W 6-0 | ||
| Thu., 9/26 | JV Girls Volleyball | Abbott Tech | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 9/27 | FR Girls Volleyball | Pomperaug | Home - Immaculate High School [Directions] | 6:30 p.m. | ||
| Sat., 9/28 | V Football | Putnam | Home - John Perry Memorial Field, Rogers Park MS [Directions] | L 28-45 | League Game | |
| Sat., 9/28 | V Football | Weston | Home - Mustang Valley [Directions] | L 20-42 | ||
| Sat., 9/28 | V Boys Soccer | Pomperaug | Home - Mustang Valley [Directions] | L 1-5 | ||
| Sat., 9/28 | JV Boys Soccer | Pomperaug | Home - Immaculate High School [Directions] | 10:00 a.m. | ||
| Sat., 9/28 | V Girls Cross Country | Ocean State Cross Country Classic | Away - Warwick, Rhode Island | 11:00 a.m. | ||
| Sat., 9/28 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex, Litchfield [Directions] | W 6-0 | 11:45am | |
| Sat., 9/28 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex, Litchfield [Directions] | 3:30 p.m. | ||
| Sat., 9/28 | FR Field Hockey | New Milford | Away - New Milford High School [Directions] | Cancelled | 7;45am | |
| Sat., 9/28 | V Girls Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | W 2-0 | 2:15pm | |
| Mon., 9/30 | JV Football | Putnam | Away - St. Marie Greenhalgh Sports Complex [Directions] | Cancelled | ||
| Mon., 9/30 | JV Football | Weston | Away - WHS Stadium Field [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 9/30 | V Boys Soccer | Kolbe Cathedral | Home - Mustang Valley [Directions] | W 5-1 | 2:15pm | |
| Mon., 9/30 | JV Boys Soccer | Kolbe Cathedral | Away [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 9/30 | FR Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | Cancelled | 3:00pm | |
| Mon., 9/30 | V Girls Soccer | Kolbe Cathedral | Home - Mustang Valley [Directions] | W 7-0 | ||
| Tue., 10/1 | V Boys Cross Country | Oxford | Home - Tarrywile [Directions] | 4:30 p.m. | ||
| Tue., 10/1 | V Girls Cross Country | Oxford, Lauralton Hall, Bethel | Home - Tarrywile [Directions] | 4:30 p.m. | ||
| Tue., 10/1 | V Field Hockey | Watertown | Home - Mustang Valley [Directions] | W 3-0 | ||
| Tue., 10/1 | JV Field Hockey | Watertown | Home - Mustang Valley [Directions] | 5:45 p.m. | ||
| Wed., 10/2 | JV Girls Soccer | Stratford | Home - Immaculate High School [Directions] | Cancelled | ||
| Wed., 10/2 | FR Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | 6:30 p.m. | 5:15pm | |
| Thu., 10/3 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | W 4-1 | 5:00pm | |
| Thu., 10/3 | JV Boys Soccer | Stratford | Away - Wooster Middle School Field [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 10/3 | V Girls Soccer | Stratford | Home - Mustang Valley [Directions] | W 6-0 | ||
| Fri., 10/4 | V Field Hockey | Masuk | Home - Mustang Valley [Directions] | W 3-1 | ||
| Fri., 10/4 | JV Field Hockey | Masuk | Home - Mustang Valley [Directions] | 5:45 p.m. | ||
| Fri., 10/4 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | W 2-0 | 2:15pm | |
| Fri., 10/4 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 10/5 | V Football | Platt Tech | Away - foran [Directions] | L 20-21 | League Game | |
| Sat., 10/5 | V Football | Brookfield | Home - Mustang Valley [Directions] | L 27-56 | ||
| Sat., 10/5 | V Field Hockey | Suffield | Away - Beneski Turf Field SHS [Directions] | L 0-1 | 12:45pm | |
| Sat., 10/5 | JV Field Hockey | Suffield | Away - Beneski Turf Field SHS [Directions] | Cancelled | ||
| Sat., 10/5 | FR Girls Volleyball | Lauralton Hall | Away - Lauralton Hall Gymnasium [Directions] | Cancelled | 8:00am | |
| Mon., 10/7 | JV Football | Platt Tech | Home - John Perry Memorial Field, Rogers Park MS [Directions] | 3:30 p.m. | ||
| Mon., 10/7 | JV Football | Brookfield | Away - BHS Back Turf [Directions] | Cancelled | 2:15pm | |
| Mon., 10/7 | FR Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | Cancelled | 3:30pm | |
| Mon., 10/7 | JV Girls Volleyball | Danbury | Home - Immaculate High School [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | Stratford | Home - Tarrywile [Directions] | 4:30 p.m. | ||
| Tue., 10/8 | V Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | L 1-2 | 2:15pm | |
| Tue., 10/8 | JV Boys Soccer | Abbott Tech | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Tue., 10/8 | V Girls Cross Country | Stratford, New Fairfield, Masuk | Home - Tarrywile [Directions] | 4:30 p.m. | ||
| Tue., 10/8 | V Field Hockey | New Milford | Away - New Milford High School [Directions] | W 1-0 | 2:15pm | |
| Tue., 10/8 | JV Field Hockey | New Milford | Away - New Milford High School [Directions] | 5:30 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Masuk | Home - Mustang Valley [Directions] | W 5-0 | ||
| Wed., 10/9 | V Boys Soccer | Bethel | Home - Mustang Valley [Directions] | L 0-1 | ||
| Wed., 10/9 | JV Boys Soccer | Bethel | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Wed., 10/9 | FR Field Hockey | New Fairfield | Away - TBA [Directions] | Cancelled | 3:15pm | |
| Thu., 10/10 | V Field Hockey | Joel Barlow | Home - Mustang Valley [Directions] | W 2-1 | ||
| Thu., 10/10 | JV Field Hockey | Joel Barlow | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Thu., 10/10 | V Girls Soccer | Bethel | Away - DeSantis Field at Bethel High School [Directions] | W 1-0 | 2:15pm | |
| Thu., 10/10 | JV Girls Soccer | Bethel | Away - Rourke Field [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Football | Oxford | Away - OHS Football Field - West [Directions] | L 12-34 | 4:30pm | |
| Fri., 10/11 | V Boys Soccer | Joel Barlow | Away - Field J [Directions] | L 1-5 | 2:15pm | |
| Fri., 10/11 | JV Girls Volleyball | Weston | Home - Immaculate High School [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | New Britain | Away [Directions] | 9:00 a.m. | 6:30am | |
| Sat., 10/12 | V Football | O'Brien Tech | Away - O'Brien Tech Athletic Complex [Directions] | L 22-47 | League Game | |
| Sat., 10/12 | JV Football | Oxford | Home [Directions] | Cancelled | ||
| Sat., 10/12 | JV Boys Soccer | Joel Barlow | Away - Field E (Softball) [Directions] | 2:00 p.m. | 12:30pm | |
| Sat., 10/12 | V Girls Cross Country | Wickham Invitational | Away - Manchester | 11:00 a.m. | ||
| Sat., 10/12 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | W 4-2 | 8:30am | |
| Sat., 10/12 | V Girls Soccer | Joel Barlow | Home - Mustang Valley [Directions] | W 1-0 | 2:30pm | |
| Sat., 10/12 | JV Girls Soccer | Joel Barlow | Home - Immaculate High School [Directions] | 12:15 p.m. | ||
| Sat., 10/12 | FR Girls Volleyball | Lauralton Hall | Away - Lauralton Hall Gymnasium [Directions] | 10:00 a.m. | 8:00am | |
| Mon., 10/14 | JV Football | O'Brien Tech | Home - John Perry Memorial Field, Rogers Park MS [Directions] | Cancelled | ||
| Mon., 10/14 | V Boys Soccer | Newtown | Home - Portuguese Club in Danbury [Directions] | L 1-6 | ||
| Mon., 10/14 | JV Girls Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 3:45 p.m. | 2:30pm | |
| Mon., 10/14 | JV Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 10:00 a.m. | 9:00am | |
| Tue., 10/15 | V Boys Soccer | Classical Magnet | Away - St. Thomas Seminary [Directions] | W 2-1 | 2:15pm | |
| Tue., 10/15 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | W 2-0 | 5:30pm | |
| Wed., 10/16 | V Field Hockey | New Fairfield | Home - Mustang Valley [Directions] | L 0-2 | ||
| Wed., 10/16 | JV Field Hockey | New Fairfield | Home - Mustang Valley [Directions] | Cancelled | ||
| Wed., 10/16 | FR Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 10/17 | V Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | L 0-1 | 4:30pm | |
| Thu., 10/17 | V Girls Cross Country | SWC Championship | Away | 3:30 p.m. | 1:45pm | |
| Thu., 10/17 | V Girls Soccer | Bunnell | Home - Mustang Valley [Directions] | W 2-0 | ||
| Fri., 10/18 | V Football | Crosby | Away - Crosby HS [Directions] | L 20-43 | 4:30pm | |
| Fri., 10/18 | JV Boys Soccer | Newtown | Home - Immaculate High School [Directions] | 3:45 p.m. | ||
| Fri., 10/18 | V Field Hockey | Bethel | Away - @ Bethel High School [Directions] | L 2-1 | 4:30pm | |
| Fri., 10/18 | JV Field Hockey | Bethel | Away - @ Bethel High School [Directions] | 5:30 p.m. | ||
| Fri., 10/18 | JV Girls Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | 3:45 p.m. | 2:15pm | |
| Sat., 10/19 | V Boys Cross Country | Manchester | Away - Wickham Park [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 10/19 | V Football | Capital/Achievement | Away - Dillon Stadium [Directions] | L 8-52 | League Game | |
| Sat., 10/19 | V Boys Soccer | St. Paul Catholic | Home - Mustang Valley [Directions] | W 1-0 | ||
| Sat., 10/19 | V Girls Cross Country | XCountry Barbecue | Away - Wickham Park | 10:00 a.m. | 7:00am | |
| Sat., 10/19 | V Field Hockey | Valley Regional | Home - Mustang Valley [Directions] | W 2-1 | ||
| Sat., 10/19 | JV Field Hockey | Valley Regional | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 10/21 | JV Football | Capital/Achievement | Home - John Perry Memorial Field, Rogers Park MS [Directions] | Cancelled | ||
| Mon., 10/21 | JV Football | Crosby | Away - Crosby [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Weston | Home - Mustang Valley [Directions] | T 1-1 | ||
| Mon., 10/21 | JV Boys Soccer | Weston | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Mon., 10/21 | FR Field Hockey | Brookfield | Away - BHS Field Hockey Field [Directions] | Cancelled | 3:15pm | |
| Mon., 10/21 | V Girls Soccer | Weston | Away - WHS Turf Field [Directions] | W 3-2 | 5:15pm | |
| Mon., 10/21 | JV Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | 3:30pm | |
| Tue., 10/22 | V Field Hockey | Bethel | Home - Mustang Valley [Directions] | W 3-2 | ||
| Tue., 10/22 | JV Field Hockey | Bethel | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Tue., 10/22 | FR Girls Volleyball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 10/23 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | Cancelled | 2:45pm | |
| Wed., 10/23 | V Field Hockey | Lauralton Hall | Away - Lauralton Hall Field [Directions] | L 4-1 | 2:15pm | |
| Wed., 10/23 | JV Field Hockey | Lauralton Hall | Away - Lauralton Hall Field [Directions] | 5:30 p.m. | ||
| Wed., 10/23 | JV Girls Soccer | New Fairfield | Away - Rebel Stadium [Directions] | 3:45 p.m. | 2:45pm | |
| Wed., 10/23 | FR Girls Volleyball | Newtown | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Thu., 10/24 | JV Girls Soccer | Lauralton Hall | Away - Lauralton Hall Field [Directions] | Cancelled | 2:15pm | |
| Thu., 10/24 | JV Girls Soccer | Masuk | Home - Immaculate High School [Directions] | Cancelled | ||
| Fri., 10/25 | V Football | Stratford | Away - Penders Field [Directions] | L Forfeit | 4:30pm | |
| Fri., 10/25 | V Girls Soccer | Weston | Home - Mustang Valley [Directions] | 3:00 p.m. | ||
| Fri., 10/25 | JV Girls Volleyball | Wooster | Away | 4:30 p.m. | 3:30pm | |
| Sat., 10/26 | V Football | Whitney Tech | Home - John Perry Memorial Field, Rogers Park MS [Directions] | W 54-12 [Detailed Results] | League Game | |
| Sat., 10/26 | JV Football | Stratford | Home [Directions] | Cancelled | ||
| Sat., 10/26 | JV Football | Northwest United | Home [Directions] | 10:30 a.m. | ||
| Sat., 10/26 | JV Football | Northwest United | Home [Directions] | 10:30 a.m. | ||
| Sat., 10/26 | V Girls Cross Country | Class S State Meet | Away - Wickham Park | 11:25 a.m. | 8:30am | |
| Sat., 10/26 | FR Girls Volleyball | New Fairfield | Away [Directions] | 9:00 a.m. | 8:00am | |
| Tue., 10/29 | V Girls Soccer | Pomperaug | Away - Brookfield [Directions] | 7:00 p.m. | 5:15pm | |
| Tue., 10/29 | V Girls Soccer | Pomperaug | Away - Brookfield [Directions] | 7:00 p.m. | 5:15pm | |
| Wed., 10/30 | JV Football | Canterbury | Away | 3:00 p.m. | 1:30pm | |
| Wed., 10/30 | JV Football | Canterbury | Away | 3:00 p.m. | 1:30pm | |
| Fri., 11/1 | V Football | Cheney Tech | Away - Cheney Tech [Directions] | L 20-28 | League Game | |
| Fri., 11/1 | JV Football | Bethel | Away - @ Bethel High School [Directions] | 6:00 p.m. | 4:45pm | |
| Fri., 11/1 | V Boys Soccer | New Fairfield (Scrim.) | Away - Komlo Field [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 11/1 | V Field Hockey | Hamden (Scrim.) | Home - Mustang Valley [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Field Hockey | Hamden (Scrim.) | Home - Mustang Valley [Directions] | 4:00 p.m. | ||
| Sat., 11/2 | V Football | Bethel | Home - Mustang Valley [Directions] | L Forfeit | ||
| Mon., 11/4 | JV Football | Cheney Tech | Home - John Perry Memorial Field, Rogers Park MS [Directions] | 3:30 p.m. | ||
| Tue., 11/5 | V Boys Soccer | East Hampton | Away - East Hampton High School [Directions] | 2:00 p.m. | 11:45am | |
| Tue., 11/5 | V Field Hockey | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | 2:00 p.m. | 11:30am | |
| Wed., 11/6 | V Girls Soccer | Class L | Home [Directions] | 2:00 p.m. | ||
| Fri., 11/8 | JV Football | Masuk | Away - Masuk Stadium Field [Directions] | Cancelled | 2:15pm | |
| Sat., 11/9 | V Football | Masuk | Home - Mustang Valley [Directions] | L Forfeit | ||
| Sat., 11/9 | V Football | Wilcox/Kaynor | Away - Falcon Field [Directions] | W 48-36 | League Game | |
| Sat., 11/9 | V Girls Swimming and Diving | Plainville | Away - Plainville High [Directions] | 12:30 p.m. | ||
| Mon., 11/11 | JV Football | Wilcox/Kaynor | Home - John Perry Memorial Field, Rogers Park MS [Directions] | Cancelled | ||
| Tue., 11/12 | V Girls Swimming and Diving | Class S | Away - Wesleyan University | 6:00 p.m. | ||
| Fri., 11/15 | V Football | Newtown | Away - Blue and Gold Stadium [Directions] | L Forfeit | 4:30pm | |
| Sat., 11/16 | V Football | Prince Tech-Innovation | Home - John Perry Memorial Field, Rogers Park MS [Directions] | L 52-60 | League Game | |
| Sat., 11/16 | JV Football | Newtown | Home [Directions] | Cancelled | ||
| Mon., 11/18 | JV Football | Prince Tech-Innovation | Away - Prince Tech/Moriarty Field [Directions] | 3:00 p.m. | ||
| Fri., 11/22 | JV Football | Notre Dame-Fairfield | Home [Directions] | Cancelled | ||
| Thu., 11/28 | V Football | Northwest United | Home - Stephen A. Kaplanis Field, Broadview MS [Directions] | W 44-34 | League Game | |
| Thu., 11/28 | V Football | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | L Forfeit | 7:30am | |
| Sat., 11/30 | V Girls Basketball | Southwest Preseason Tournamenr | Away | 9:00 a.m. | 8:00am | |
| Mon., 12/2 | V Girls Basketball | Brien McMahon (Scrim.) | Home - Immaculate High School [Directions] | 6:00 p.m. | ||
| Thu., 12/5 | V Boys Basketball | Sacred Heart (Scrim.) | Home - Immaculate High School [Directions] | Cancelled | ||
| Thu., 12/5 | V Girls Basketball | Westhill (Scrim.) | Home - Immaculate High School [Directions] | 4:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Trinity Catholic (Scrim.) | Home - Immaculate High School [Directions] | 1:00 p.m. | ||
| Mon., 12/9 | V Boys Basketball | Darien (Scrim.) | Away - DHS Main Gym [Directions] | Cancelled | 2:15pm | |
| Wed., 12/11 | V Boys Basketball | Danbury (Scrim.) | Away - Danbury High School - MAIN gym [Directions] | Cancelled | 2:30pm | |
| Wed., 12/11 | V Girls Basketball | New Fairfield | Away [Directions] | W 43-31 | 4:15pm | |
| Wed., 12/11 | JV Girls Basketball | New Fairfield | Away [Directions] | 5:15 p.m. | ||
| Wed., 12/11 | FR Girls Basketball | New Fairfield | Away - New Fairfield HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 12/11 | V Girls Ice Hockey | Lauralton Hall | Home - Bennett Rink [Directions] | W 7-0 | ||
| Fri., 12/13 | V Girls Basketball | Wilcox Tech | Home - Immaculate High School [Directions] | W 52-23 | ||
| Sat., 12/14 | V Boys Indoor Track | New Haven Developmental | Away - Hillhouse, New Haven | 8:00 a.m. | 6:00am | |
| Sun., 12/15 | V Boys Basketball | Branford (Scrim.) | Away [Directions] | Cancelled | 10:00am | |
| Mon., 12/16 | V Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | L 36-51 | 4:00pm | |
| Mon., 12/16 | JV Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 12/16 | FR Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 12/17 | JV Boys Basketball | Faith Academy | Away - TBA | 5:00 p.m. | 4:00pm | |
| Wed., 12/18 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Flood Middle School [Directions] | Joel Barlow, 88 Bunnell 73 | ||
| Wed., 12/18 | V Girls Basketball | Bethel | Home - Immaculate High School [Directions] | W 47-46 | ||
| Wed., 12/18 | JV Girls Basketball | Bethel | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Wed., 12/18 | FR Girls Basketball | Bethel | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Thu., 12/19 | V Boys Basketball | North Haven | Away - War Memorial [Directions] | W 57-49 | ||
| Fri., 12/20 | V Boys Indoor Track | New Haven Varsity | Away - Hillhouse, New Haven | 4:00 p.m. | 2:00pm | |
| Fri., 12/20 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Connors [Directions] | W 8-6 | TBA | |
| Sat., 12/21 | V Boys Basketball | Abbott Tech | Away [Directions] | W 51-48 | ||
| Mon., 12/23 | FR Boys Basketball | Brookfield | Home [Directions] | 7:00 p.m. | ||
| Mon., 12/23 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | Joel Barlow 90, Oxford 71 | ||
| Thu., 12/26 | V Boys Basketball | Brookfield | Home - Immaculate High School [Directions] | L 42-48 (2OT) | ||
| Thu., 12/26 | V Boys Indoor Track | Northshore Invitational | Away - Armory, NY | 8:30 a.m. | 6:30am | |
| Fri., 12/27 | JV Boys Basketball | New Fairfield | Home - Immaculate High School [Directions] | 3:00 p.m. | ||
| Fri., 12/27 | FR Boys Basketball | Candlewwood Valley Christmas Tournament | Home - Immaculate High School [Directions] | TBA | ||
| Fri., 12/27 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Bennett Rink [Directions] | L 7-6 | ||
| Sat., 12/28 | V Boys Basketball | New Milford | Home - Immaculate High School [Directions] | W 72-60 | ||
| Sat., 12/28 | JV Boys Basketball | Candlewood Valley Christmas Tournament | Home - Immaculate High School [Directions] | TBA | ||
| Mon., 12/30 | V Boys Swimming and Diving | Masuk | Home - Western CT State University - O'Neill Center [Directions] | Masuk 96, Joel Barlow 84 | ||
| Sat., 1/4 | V Boys Indoor Track | SWC Meet | Away - Weslyan University | 8:30 a.m. | 6:30am | |
| Sat., 1/4 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Bennett Rink [Directions] | L 5-3 | ||
| Tue., 1/7 | V Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | L 62-52 | 4:00pm | |
| Tue., 1/7 | JV Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 1/7 | V Girls Basketball | Joel Barlow | Home - Immaculate High School [Directions] | W 44-39 | ||
| Tue., 1/7 | JV Girls Basketball | Joel Barlow | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Joel Barlow | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Wed., 1/8 | V Boys Indoor Track | JV Meet | Away - Danbury Dome | 3:00 p.m. | 2:15pm | |
| Thu., 1/9 | V Boys Swimming and Diving | Weston | Home - Western CT State University - O'Neill Center [Directions] | Weston 94, Joel Barlow 84 | ||
| Thu., 1/9 | V Girls Basketball | Masuk | Home - Immaculate High School [Directions] | W 41-31 | ||
| Thu., 1/9 | JV Girls Basketball | Masuk | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Thu., 1/9 | FR Girls Basketball | Masuk | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Bunnell | Home - Immaculate High School [Directions] | L 63-45 | ||
| Fri., 1/10 | JV Boys Basketball | Bunnell | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Bunnell | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 1/10 | V Girls Basketball | Bunnell | Away - Bunnell [Directions] | W 49-31 | 3:30pm | |
| Fri., 1/10 | JV Girls Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Girls Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/10 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Rink [Directions] | L 9-3 | TBA | |
| Sat., 1/11 | V Boys Indoor Track | SCC Coaches Meet | Away - Hillhouse | 9:00 a.m. | 7:00am | |
| Sat., 1/11 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 1/11 | V Girls Ice Hockey | Daniel Hand Coop | Home - Bennett Rink [Directions] | W 6-5 | ||
| Tue., 1/14 | V Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | L 54-52 ot | 4:00pm | |
| Tue., 1/14 | JV Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | FR Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 1/14 | V Boys Indoor Track | JV Meet | Away - Danbury Dome | 3:00 p.m. | 2:15pm | |
| Tue., 1/14 | V Girls Basketball | New Fairfield | Home - Immaculate High School [Directions] | L 37-43 | ||
| Tue., 1/14 | JV Girls Basketball | New Fairfield | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | FR Girls Basketball | New Fairfield | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Wed., 1/15 | V Girls Ice Hockey | Hall/Conard | Home - Bennett Rink [Directions] | L 9-2 | ||
| Fri., 1/17 | V Boys Basketball | Bethel | Home - Immaculate High School [Directions] | W 63-48 | ||
| Fri., 1/17 | JV Boys Basketball | Bethel | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Bethel | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | Yale High School Classic | Away - Yale | TBA | TBA | |
| Fri., 1/17 | V Girls Basketball | Bethel | Away [Directions] | W 50-31 | 4:00pm | |
| Fri., 1/17 | JV Girls Basketball | Bethel | Away [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Girls Basketball | Bethel | Away - Bethel High School [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 1/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Twin [Directions] | L 8-6 | TBA | |
| Mon., 1/20 | V Boys Indoor Track | SWC Meet | Away - Weslyan University | 8:30 a.m. | 6:30am | |
| Mon., 1/20 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Bennett Rink [Directions] | W 6-4 | ||
| Wed., 1/22 | V Boys Indoor Track | JV Meet | Away - Danbury Dome | 3:00 p.m. | 2:15pm | |
| Thu., 1/23 | V Boys Swimming and Diving | New Fairfield | Home - Western CT State University - O'Neill Center [Directions] | New Fairfield 106, Barlow 78 | ||
| Thu., 1/23 | V Girls Basketball | New Milford | Away - New Milford High School [Directions] | L 41-53 | 4:00pm | |
| Thu., 1/23 | JV Girls Basketball | New Milford | Away - New Milford High School [Directions] | 5:15 p.m. | ||
| Thu., 1/23 | FR Girls Basketball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 1/23 | V Girls Ice Hockey | Branford | Home - Bennett Rink [Directions] | T 6-6 | ||
| Fri., 1/24 | V Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | W 45-39 | 4:00pm | |
| Fri., 1/24 | JV Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Fri., 1/24 | V Girls Basketball | Brookfield | Home - Immaculate High School [Directions] | W 50-26 | ||
| Fri., 1/24 | JV Girls Basketball | Brookfield | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Girls Basketball | Brookfield | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Sat., 1/25 | V Boys Basketball | Moses Brown (RI) | Home - Immaculate High School [Directions] | W 62-47 | ||
| Mon., 1/27 | V Boys Basketball | New Milford | Home - Immaculate High School [Directions] | W 92-80 | ||
| Mon., 1/27 | JV Boys Basketball | New Milford | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Mon., 1/27 | FR Boys Basketball | New Milford | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Tue., 1/28 | V Boys Basketball | Oxford | Home - Immaculate High School [Directions] | W 83-50 | ||
| Tue., 1/28 | JV Boys Basketball | Oxford | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Tue., 1/28 | V Boys Swimming and Diving | New Milford | Away - Canterbury School [Directions] | Barlow 95, New Milford 78 | ||
| Tue., 1/28 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | W 54-44 | 4:00pm | |
| Tue., 1/28 | JV Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/28 | V Girls Ice Hockey | Guilford Coop | Away - Patsy DiLungo Rink, E Haven [Directions] | L 5-1 | TBA | |
| Wed., 1/29 | V Boys Indoor Track | JV Meet | Away - Danbury Dome | 3:00 p.m. | 2:15pm | |
| Fri., 1/31 | V Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | L 50-59 | 4:00pm | |
| Fri., 1/31 | JV Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/31 | V Girls Basketball | Weston | Home - Immaculate High School [Directions] | W 44-20 | ||
| Fri., 1/31 | JV Girls Basketball | Weston | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Arena [Directions] | L 9-1 | TBA | |
| Sat., 2/1 | V Boys Indoor Track | SWC Championship Meet | Away - Hillhouse | 5:00 p.m. | 3:00pm | |
| Mon., 2/3 | FR Girls Basketball | St. Paul Catholic | Home - Immaculate High School [Directions] | Cancelled | ||
| Tue., 2/4 | V Boys Basketball | Stratford | Home - Immaculate High School [Directions] | W 63-60 | ||
| Tue., 2/4 | JV Boys Basketball | Stratford | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Boys Basketball | Stratford | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | W 53-23 | 3:30pm | |
| Tue., 2/4 | JV Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | V Girls Ice Hockey | Simsbury | Home - Bennett Rink [Directions] | L 13-3 | ||
| Thu., 2/6 | V Boys Swimming and Diving | Pomperaug | Home - Western CT State University - O'Neill Center [Directions] | Pomperaug 100, Barlow 80 | ||
| Thu., 2/6 | V Girls Basketball | St. Paul Catholic | Home - Immaculate [Directions] | L 40-44 | ||
| Thu., 2/6 | JV Girls Basketball | St. Paul Catholic | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Thu., 2/6 | V Girls Ice Hockey | Lauralton Hall | Away - Wonderland Bridgeport [Directions] | W 8-2 | TBA | |
| Fri., 2/7 | V Boys Basketball | Kolbe Cathedral | Home - Immaculate High School [Directions] | L 59-54 | ||
| Fri., 2/7 | JV Boys Basketball | Kolbe Cathedral | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 2/7 | FR Boys Basketball | New Fairfield | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Fri., 2/7 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | L 39-56 | 3:30pm | |
| Fri., 2/7 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | ||
| Sat., 2/8 | V Boys Indoor Track | Class S States | Away - Hillhouse | 4:30 p.m. | 2:30pm | |
| Sat., 2/8 | FR Girls Basketball | Holy Cross | Home - Mustang Valley [Directions] | Cancelled | ||
| Mon., 2/10 | FR Boys Basketball | Shepaug Valley | Home - Immaculate High School [Directions] | 7:00 p.m. | ||
| Mon., 2/10 | V Girls Ice Hockey | Branford | Away - Patsy DiLungo Rink, E Haven [Directions] | L 10-4 | TBA | |
| Tue., 2/11 | V Boys Basketball | Pomperaug | Away - PHS Main Gym [Directions] | L 46-60 | 4:00pm | |
| Tue., 2/11 | JV Boys Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | V Boys Swimming and Diving | Brookfield | Away - Brookfield Dive Shop [Directions] | Brookfield 101, Barlow 80 | ||
| Tue., 2/11 | V Girls Basketball | Pomperaug | Home - Immaculate High School [Directions] | L 71-61 | ||
| Tue., 2/11 | JV Girls Basketball | Pomperaug | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | FR Girls Basketball | Pomperaug | Home - Immaculate High School [Directions] | Cancelled | ||
| Thu., 2/13 | FR Girls Basketball | Ridgefield | Home - Immaculate High School [Directions] | Cancelled | ||
| Sat., 2/15 | V Boys Indoor Track | State Open | Away - Hillhouse | 12:00 p.m. | ||
| Sat., 2/15 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavillion [Directions] | 5:30 p.m. | TBA | |
| Mon., 2/17 | V Boys Basketball | Abbott Tech | Home - Immaculate High School [Directions] | W 70-52 | ||
| Mon., 2/17 | JV Boys Basketball | Abbott Tech | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Abbott Tech | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Mon., 2/17 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | W 55-50 | 3:30pm | |
| Mon., 2/17 | JV Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:15 p.m. | ||
| Mon., 2/17 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - SoNo Ice House, Norwalk [Directions] | L 8-7 | Yes | |
| Tue., 2/18 | FR Girls Basketball | Lauralton Hall | Home - Immaculate High School [Directions] | Cancelled | ||
| Wed., 2/19 | V Boys Basketball | Notre Dame-Fairfield | Home - Immaculate High School [Directions] | L 53-70 | ||
| Wed., 2/19 | JV Boys Basketball | Notre Dame-Fairfield | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | V Girls Basketball | Lauralton Hall | Home - Immaculate High School [Directions] | L 70-40 | ||
| Wed., 2/19 | JV Girls Basketball | Lauralton Hall | Home - Immaculate High School [Directions] | 12:15 p.m. | ||
| Wed., 2/19 | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | Cancelled | 2:30pm | |
| Wed., 2/19 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | W 3-0 | TBA | |
| Thu., 2/20 | V Boys Swimming and Diving | Newtown | Home - Western CT State University - O'Neill Center [Directions] | Newtown 91, Barlow 81 | ||
| Thu., 2/20 | V Girls Basketball | Valley Regional | Home - Immaculate High School [Directions] | W 50-28 | ||
| Fri., 2/21 | V Boys Basketball | Newtown | Home - Immaculate High School [Directions] | W 66-54 | 4:00pm | |
| Fri., 2/21 | JV Boys Basketball | Newtown | Home - Immaculate High School [Directions] | 5:15 p.m. | ||
| Fri., 2/21 | FR Boys Basketball | Newtown | Home - Immaculate High School [Directions] | 3:30 p.m. | ||
| Sat., 2/22 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Bennett Rink [Directions] | 7:00 p.m. | ||
| Tue., 2/25 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | W 70-55 | 4:00pm | |
| Tue., 2/25 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 5:15 p.m. | ||
| Tue., 2/25 | FR Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 2/25 | V Boys Swimming and Diving | Bethel | Home - Western CT State University - O'Neill Center [Directions] | Bethel 98, Barlow 88 | ||
| Sat., 3/1 | V Boys Indoor Track | New Englands | Away - Reggie Lewis Center | 9:00 a.m. | ||
| Tue., 3/4 | V Girls Basketball | Bloomfield | Home - Immaculate High School [Directions] | 7:00 p.m. | ||
| Tue., 3/4 | V Girls Basketball | Bloomfield | Home - Immaculate High School [Directions] | 7:00 p.m. | ||
| Wed., 3/5 | V Boys Basketball | Danbury (Scrim.) | Home - Immaculate High School [Directions] | 2:15 p.m. | ||
| Thu., 3/27 | V Baseball | Wilton (Scrim.) | Away - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | 2:15pm | |
| Thu., 3/27 | V Boys Lacrosse | Greens Farms Academy (Scrim.) | Away | 4:00 p.m. | 2:15pm | |
| Thu., 3/27 | V Softball | Sacred Heart (Scrim.) | Away - Municipal Stadium | 3:30 p.m. | 2:15pm | |
| Sat., 3/29 | V Baseball | Fairfield Ludlowe (Scrim.) | Away - Kiwanis Field [Directions] | 12:30 p.m. | 8:30am | |
| Sat., 3/29 | V Boys Lacrosse | Jonathan Law (Scrim.) | Home [Directions] | 11:00 a.m. | ||
| Sun., 3/30 | V Girls Lacrosse | Wesconn Jamboree | Away | 9:00 a.m. | ||
| Tue., 4/1 | V Girls Lacrosse | New Fairfield (Scrim.) | Away - Rebel Turf [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 4/1 | JV Girls Lacrosse | New Fairfield (Scrim.) | Away - Rebel Turf [Directions] | 5:30 p.m. | ||
| Wed., 4/2 | V Baseball | Ridgefield (Scrim.) | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 4/2 | V Softball | Danbury (Scrim.) | Away - Danbury High Varsity Softball Field [Directions] | 3:45 p.m. | 2:45pm | |
| Thu., 4/3 | V Softball | Wilton (Scrim.) | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | 2:45pm | |
| Sat., 4/5 | V Baseball | Danbury (Scrim.) | Away - Danbury High School Varsity Baseball Field [Directions] | 10:00 a.m. | 2:30pm | |
| Sat., 4/5 | V Softball | Danbury sports Dome Tournament | Away - TBA | 9:00 a.m. | 8:45am | |
| Wed., 4/9 | V Baseball | Abbott Tech | Away - Abbott Tech Baseball Field(school campus) [Directions] | W 11-2 | 2:15pm | |
| Wed., 4/9 | V Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | L 1-11 | 3:15pm | |
| Wed., 4/9 | JV Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 6:00 p.m. | ||
| Wed., 4/9 | V Girls Lacrosse | Pomperaug | Home - Mustang Valley [Directions] | W 15-5 | ||
| Wed., 4/9 | JV Girls Lacrosse | Pomperaug | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Wed., 4/9 | V Girls Tennis | New Fairfield | Home [Directions] | L 1-6 | ||
| Thu., 4/10 | V Baseball | Kaynor Tech | Away - Kaynor Tech Baseball Field [Directions] | W 14-4 | 2:15pm | |
| Thu., 4/10 | V Boys Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | NDHS 177 IHS 193 | 1:30pm | |
| Thu., 4/10 | V Boys Tennis | Stratford | Away - Short Beach Tennis Courts [Directions] | W 4-3 | 2:15pm | |
| Thu., 4/10 | V Girls Golf | Brookfield | Home [Directions] | 207-270 | ||
| Thu., 4/10 | V Softball | Abbott Tech | Home - Immaculate High School [Directions] | L 3-7 | ||
| Fri., 4/11 | JV Baseball | Joel Barlow | Away - Veteran's Field - Easton [Directions] | 3:45 p.m. | 2:45pm | |
| Fri., 4/11 | V Boys Tennis | Masuk | Home - Rogers Park [Directions] | W 7-0 | ||
| Fri., 4/11 | V Girls Lacrosse | Lauralton Hall | Home - Mustang Valley [Directions] | W 14-9 | ||
| Fri., 4/11 | JV Girls Lacrosse | Lauralton Hall | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Fri., 4/11 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | W 5-2 | 2:15pm | |
| Sat., 4/12 | V Baseball | Norwalk | Away - City Hall Field [Directions] | L 0-6 | 8:00am | |
| Sat., 4/12 | V Boys Lacrosse | St. Paul Catholic | Home - Mustang Valley [Directions] | W 13-3 | ||
| Sat., 4/12 | V Softball | Holy Cross | Home - Immaculate High School [Directions] | L 0-2 | ||
| Mon., 4/14 | V Baseball | Brookfield | Home - Immaculate High School [Directions] | L 5-6 | ||
| Mon., 4/14 | V Boys Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | WHS 173 IHS 222 | 1:30pm | |
| Mon., 4/14 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | L 0-7 | 8:30am | |
| Mon., 4/14 | V Girls Tennis | Weston | Home [Directions] | L 1-6 | ||
| Wed., 4/16 | V Boys Lacrosse | Masuk | Home - Mustang Valley [Directions] | L 8-9 | ||
| Wed., 4/16 | V Boys Tennis | Pomperaug | Home - Rogers Park [Directions] | L 1-6 | ||
| Wed., 4/16 | V Softball | Masuk | Away - Masuk Upper Softball Field [Directions] | L 3-20 | 1:15pm | |
| Wed., 4/16 | V Girls Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | L 2-5 | 2:15pm | |
| Thu., 4/17 | V Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | L 0-1 | 10:30am | |
| Thu., 4/17 | V Boys Tennis | New Milford | Home - Rogers Park [Directions] | L 0-7 | ||
| Thu., 4/17 | V Girls Lacrosse | Masuk | Away - Masuk Stadium Field [Directions] | W 14-7 | 1:30pm | |
| Thu., 4/17 | JV Girls Lacrosse | Masuk | Away - Masuk Stadium Field [Directions] | 5:00 p.m. | ||
| Sat., 4/19 | JV Baseball | Masuk | Home - Immaculate High School [Directions] | 10:00 a.m. | ||
| Sat., 4/19 | V Boys Lacrosse | Holy Cross | Home - Mustang Valley [Directions] | W 13-7 | ||
| Sat., 4/19 | V Girls Lacrosse | Holy Cross | Home - Mustang Valley [Directions] | W 14-1 | ||
| Sat., 4/19 | JV Softball | Masuk | Home - Immaculate High School [Directions] | 10:00 a.m. | ||
| Mon., 4/21 | V Baseball | Bunnell | Home - Immaculate High School [Directions] | L 5-7 | ||
| Mon., 4/21 | V Boys Golf | Bethel | Home - Richter Park [Directions] | BHS 190 IHS 204 | ||
| Mon., 4/21 | V Boys Tennis | Newtown | Away - Newtown High School [Directions] | L 1-6 | 2:15pm | |
| Mon., 4/21 | V Girls Golf | Lauralton Hall | Away - Racebrook Country Club [Directions] | 217-244 | 2:00pm | |
| Mon., 4/21 | V Girls Outdoor Track | Newtown, Oxford, Pomperaug | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 4/21 | V Softball | Bunnell | Home - Immaculate High School [Directions] | L 0-6 | ||
| Mon., 4/21 | V Girls Tennis | Newtown | Home [Directions] | L 2-5 | ||
| Tue., 4/22 | JV Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 4/22 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | NHS 148 IHS 204 | 2:00pm | |
| Tue., 4/22 | V Boys Lacrosse | Brookfield | Home - Mustang Valley [Directions] | L 3-14 | ||
| Tue., 4/22 | JV Boys Lacrosse | Brookfield | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Tue., 4/22 | V Boys Outdoor Track | Pomperaug, Newtown, Oxford | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 4/22 | V Girls Golf | Bunnell | Home - Richter Park [Directions] | 211-235 | ||
| Tue., 4/22 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow High School [Directions] | L 8-11 | 3:15pm | |
| Tue., 4/22 | JV Girls Lacrosse | Joel Barlow | Away - Joel Barlow High School [Directions] | 6:00 p.m. | ||
| Tue., 4/22 | V Softball | New Milford | Away - New Milford High School [Directions] | L 1-6 | 2:30pm | |
| Tue., 4/22 | JV Softball | Bunnell | Away - Bunnell Softball Field [Directions] | 4:15 p.m. | 2:15pm | |
| Wed., 4/23 | V Baseball | New Milford | Away - New Milford High School [Directions] | W 9-2 | 2:45pm | |
| Wed., 4/23 | V Boys Tennis | Stratford | Home - Rogers Park [Directions] | L 3-4 | ||
| Wed., 4/23 | V Girls Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 245-220 | 2:00pm | |
| Wed., 4/23 | V Girls Lacrosse | Bethel | Away - Bethel High School [Directions] | L 9-12 | 3:15pm | |
| Wed., 4/23 | JV Girls Lacrosse | Bethel | Away - Bethel High School [Directions] | 5:30 p.m. | ||
| Thu., 4/24 | JV Baseball | New Milford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Thu., 4/24 | V Boys Golf | Bethel | Away - Redding Country Club [Directions] | BHS 197 IHS 217 Non League | 2:00pm | |
| Thu., 4/24 | V Boys Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | L 9-14 | 3:45pm | |
| Thu., 4/24 | JV Boys Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | Cancelled | ||
| Thu., 4/24 | JV Softball | New Milford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Thu., 4/24 | V Girls Tennis | Notre Dame-Fairfield | Home - Immaculate HS [Directions] | W 6-1 | ||
| Fri., 4/25 | V Baseball | Newtown | Home - Immaculate High School [Directions] | L 3-6 | ||
| Fri., 4/25 | JV Softball | Newtown | Away - Newtown High School Softball Field [Directions] | 3:45 p.m. | 2:45pm | |
| Sat., 4/26 | V Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | W 14-9 | 7:00am | |
| Sat., 4/26 | JV Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | Cancelled | ||
| Mon., 4/28 | V Baseball | Brookfield | Away - BHS Baseball Field [Directions] | W 5-3 | ||
| Mon., 4/28 | V Boys Golf | Stratford | Home - Richter Park [Directions] | SHS 193 IHS 199 | ||
| Mon., 4/28 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | L 7-11 | 3:30pm | |
| Mon., 4/28 | V Boys Tennis | New Fairfield | Home - Rogers Park [Directions] | L 1-6 | ||
| Mon., 4/28 | V Girls Lacrosse | Bunnell | Home - Mustang Valley [Directions] | W 13-2 | ||
| Mon., 4/28 | V Girls Outdoor Track | Brookfield, New Milford, Lauralton Hall | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 4/28 | V Softball | Brookfield | Away - BHS Softball Field [Directions] | L 3-10 | 2:45pm | |
| Mon., 4/28 | V Girls Tennis | New Fairfield | Away - New Fairfield HS [Directions] | L 3-4 | 2:30pm | |
| Tue., 4/29 | JV Baseball | Brookfield | Home - Immaculate High School [Directions] | 4:30 p.m. | ||
| Tue., 4/29 | V Boys Golf | Pomperaug | Away - Heritage Village C.C. [Directions] | PHS 156 IHS 212 | 2:00pm | |
| Tue., 4/29 | V Boys Outdoor Track | New Milford, Brookfield | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 4/29 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | 233-218 | 2:00pm | |
| Tue., 4/29 | V Softball | Abbott Tech | Away - Hatters Park [Directions] | W 8-7 | 2:00pm | |
| Thu., 5/1 | V Boys Golf | Bunnell | Home - Richter Park [Directions] | BHS 179 IHS 193 | ||
| Thu., 5/1 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | W 11-4 | ||
| Thu., 5/1 | JV Boys Lacrosse | Notre Dame-Fairfield | Home - Mustang Valley [Directions] | 5:15 p.m. | ||
| Fri., 5/2 | V Baseball | Bethel | Home - Immaculate High School [Directions] | L 3-6 | ||
| Fri., 5/2 | JV Boys Lacrosse | Holy Cross | Home - Mustang Valley [Directions] | 3:45 p.m. | ||
| Fri., 5/2 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | W 20-6 | 2:30pm | |
| Fri., 5/2 | V Softball | Bethel | Away - Immaculate High School [Directions] | W 9-7 | ||
| Fri., 5/2 | V Girls Tennis | Bunnell | Home - Immaculate HS [Directions] | L 2-5 | ||
| Sat., 5/3 | JV Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | 2:15 p.m. | 1:30pm | |
| Sat., 5/3 | V Boys Lacrosse | Bristol Central | Away - BRISTOL EASTERN HIGH [Directions] | L 4-7 | 12:30pm | |
| Sat., 5/3 | JV Boys Lacrosse | Bristol Central | Away - Bristol Eastern High School [Directions] | Cancelled | ||
| Sat., 5/3 | V Girls Lacrosse | Lewis Mills | Home - Mustang Valley [Directions] | W 16-3 | ||
| Sat., 5/3 | JV Girls Lacrosse | Lewis Mills | Home - Mustang Valley [Directions] | 4:30 p.m. | ||
| Sat., 5/3 | V Softball | Newtown | Home - Immaculate High School [Directions] | L 0-25 | ||
| Sat., 5/3 | JV Softball | Bethel | Away - Berry School Field [Directions] | 10:00 a.m. | 8:45am | |
| Mon., 5/5 | V Baseball | Notre Dame-Fairfield | Away - Fabbri Field at Notre Dame [Directions] | L 1-2 | ||
| Mon., 5/5 | V Boys Golf | New Milford | Home - Richter Park [Directions] | NMHS 172 IHS 196 | ||
| Mon., 5/5 | V Boys Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | L 1-6 | 2:15pm | |
| Mon., 5/5 | V Girls Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 210-246 | 2:00pm | |
| Mon., 5/5 | V Girls Outdoor Track | New Fairfield, Masuk | Away [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 5/5 | V Softball | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | L 4-6 | 2:15pm | |
| Mon., 5/5 | V Girls Tennis | Brookfield | Away - BHS Tennis Courts [Directions] | L 3-4 | 2:30pm | |
| Tue., 5/6 | JV Baseball | Notre Dame-Fairfield | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Tue., 5/6 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | BHS 165 IHS 207 | 2:00pm | |
| Tue., 5/6 | V Boys Lacrosse | Stratford | Home - Mustang Valley [Directions] | L 4-9 | ||
| Tue., 5/6 | V Boys Outdoor Track | New Fairfield, Masuk, Kolbe Cathedral | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/6 | V Boys Tennis | Brookfield | Home - Rogers Park [Directions] | W 4-3 | ||
| Tue., 5/6 | V Girls Lacrosse | Stratford/Bunnell | Away - Penders Field [Directions] | W 14-4 | 3:30pm | |
| Tue., 5/6 | JV Girls Lacrosse | Stratford/Bunnell | Away - Penders Field [Directions] | 5:30 p.m. | ||
| Tue., 5/6 | V Softball | Stratford | Home - Immaculate High School [Directions] | W 8-4 | ||
| Tue., 5/6 | JV Softball | Notre Dame-Fairfield | Home - Immaculate High School [Directions] | Cancelled | ||
| Tue., 5/6 | V Girls Tennis | Lauralton Hall | Home - Rogers Park [Directions] | L 0-7 | ||
| Wed., 5/7 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | L 1-2 | ||
| Wed., 5/7 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | JBHS 186 IHS 211 | 2:00pm | |
| Wed., 5/7 | V Boys Tennis | New Milford | Away - New Milford High School [Directions] | L 1-6 | 2:15pm | |
| Wed., 5/7 | V Girls Golf | Masuk | Home - River Oaks, Sherman,Ct. [Directions] | 237-226 | ||
| Wed., 5/7 | V Softball | Oxford | Away - OHS Softball Field [Directions] | L 1-5 | 2:15pm | |
| Wed., 5/7 | V Girls Tennis | New Milford | Home [Directions] | W 4-3 | ||
| Thu., 5/8 | V Baseball | Weston | Home - Immaculate High School [Directions] | L 1-5 | ||
| Thu., 5/8 | V Boys Lacrosse | Holy Cross | Away - Post University [Directions] | W 18-5 | 2:15pm | |
| Thu., 5/8 | JV Boys Lacrosse | Holy Cross | Away - HCHS [Directions] | 5:15 p.m. | ||
| Thu., 5/8 | V Girls Lacrosse | Brookfield | Home - Mustang Valley [Directions] | W 13-12 | ||
| Thu., 5/8 | JV Girls Lacrosse | Brookfield | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Thu., 5/8 | V Softball | Weston | Home - Immaculate High School [Directions] | W 4-2 | ||
| Sat., 5/10 | V Boys Lacrosse | Old Lyme | Home - Mustang Valley [Directions] | L 10-21 | ||
| Mon., 5/12 | V Baseball | Abbott Tech | Home - Immaculate High School [Directions] | W 5-1 | ||
| Mon., 5/12 | V Boys Golf | New Fairfield | Home - Richter Park [Directions] | IHS 195 NFHS 198 | ||
| Mon., 5/12 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow High School [Directions] | L 2-15 | 3:00pm | |
| Mon., 5/12 | JV Boys Lacrosse | Joel Barlow | Away - Joel Barlow High School [Directions] | 6:00 p.m. | ||
| Mon., 5/12 | V Boys Outdoor Track | Notre Dame-Fairfield, Joel Barlow, Bethel | Away - Bethel High School Track [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Boys Tennis | Bethel | Away - TBA [Directions] | L 2-5 | 2:15pm | |
| Mon., 5/12 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | W 10-5 | 1:45pm | |
| Mon., 5/12 | JV Girls Lacrosse | Lewis Mills | Away - Lewis Mills H.S. [Directions] | 5:45 p.m. | ||
| Mon., 5/12 | V Girls Outdoor Track | Bethel, Notre Dame-Fairfield, Joel Barlow | Away [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 5/12 | V Softball | Lauralton Hall | Home - Immaculate High School [Directions] | L 1-12 | ||
| Mon., 5/12 | V Girls Tennis | Bethel | Home [Directions] | L 2-5 | ||
| Tue., 5/13 | JV Baseball | Brookfield | Away - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | 3:15pm | |
| Tue., 5/13 | V Boys Golf | New Fairfield | Away - River Oaks [Directions] | IHS 193 NFHS 213 Non League | 1:30pm | |
| Tue., 5/13 | V Boys Tennis | Joel Barlow | Home - Rogers Park [Directions] | L 1-6 | ||
| Tue., 5/13 | V Girls Golf | Joel Barlow | Home - Richter Park-Danbury [Directions] | 213-223 | ||
| Tue., 5/13 | V Girls Lacrosse | Weston | Home - Mustang Valley [Directions] | L 10-17 | 2:15pm | |
| Tue., 5/13 | JV Girls Lacrosse | Weston | Home - Mustang Valley [Directions] | 5:30 p.m. | ||
| Tue., 5/13 | JV Softball | Oxford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Tue., 5/13 | V Girls Tennis | Joel Barlow | Away - Tennis Courts [Directions] | L 0-7 | 2:30pm | |
| Wed., 5/14 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | W 5-1 | ||
| Wed., 5/14 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | MHS 172 IHS 211 | 1:30pm | |
| Wed., 5/14 | V Boys Tennis | Bunnell | Home - Rogers Park [Directions] | L 2-5 | ||
| Wed., 5/14 | V Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | L 7-12 | 2:15pm | |
| Wed., 5/14 | JV Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 3:30 p.m. | ||
| Wed., 5/14 | V Softball | Joel Barlow | Away - Field E (Softball) [Directions] | L 1-9 | 2:30pm | |
| Wed., 5/14 | V Girls Tennis | New Milford | Away - New Milford High School [Directions] | L 3-4 | 2:30pm | |
| Thu., 5/15 | V Baseball | Kolbe Cathedral | Home - Immaculate High School [Directions] | W 7-5 | ||
| Thu., 5/15 | V Boys Golf | Notre Dame-Fairfield | Home - Richter Park [Directions] | NDHS 179 IHS 184 | ||
| Thu., 5/15 | V Girls Golf | Lauralton Hall | Home [Directions] | 205-266 | ||
| Thu., 5/15 | V Softball | Stratford | Away - DeLuca Field [Directions] | W 11-0 | 2:30pm | |
| Thu., 5/15 | V Girls Tennis | Stratford | Away - Short Beach Tennis Courts [Directions] | W 4-3 | ||
| Sat., 5/17 | V Boys Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | L 6-10 | 9:00am | |
| Sat., 5/17 | JV Boys Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | Cancelled | ||
| Mon., 5/19 | V Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | L 1-4 | ||
| Mon., 5/19 | V Girls Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 225-225 | 2:00pm | |
| Mon., 5/19 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | L 7-14 | 3:00pm | |
| Tue., 5/20 | V Baseball | New Fairfield | Home - Immaculate High School [Directions] | L 0-1 | ||
| Tue., 5/20 | V Boys Golf | Stratford | Away - Mill River C.C. [Directions] | SHS 179 IHS 190 | 1:30pm | |
| Tue., 5/20 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | L 6-18 | 3:30pm | |
| Tue., 5/20 | V Boys Outdoor Track | Bunnell, Weston, Stratford | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/20 | V Girls Outdoor Track | Bunnell, Stratford, Weston | Away - Bunnell Track [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 5/20 | V Softball | New Fairfield | Home - Immaculate High School [Directions] | L 4-8 | ||
| Wed., 5/21 | JV Baseball | Oxford | Home - Immaculate High School [Directions] | 4:15 p.m. | ||
| Wed., 5/21 | V Girls Lacrosse | Old Lyme | Home - Cheshire High School [Directions] | W 15-14 | ||
| Wed., 5/21 | V Softball | Kolbe Cathedral | Home - Immaculate High School [Directions] | L 0-2 | ||
| Fri., 5/23 | JV Baseball | New Fairfield | Home - NFHS Baseball Field [Directions] | Cancelled | ||
| Sat., 5/24 | V Baseball | Stratford | Home - Immaculate High School [Directions] | L 0-4 | ||
| Sat., 5/24 | V Boys Lacrosse | Valley Regional | Home - Mustang Valley [Directions] | L 9-10 | ||
| Sat., 5/24 | JV Boys Lacrosse | Valley Regional | Home - Mustang Valley [Directions] | 2:00 p.m. | ||
| Tue., 5/27 | V Baseball | New Milford | Away - New Milford High School [Directions] | L 2-3 | 2:00pm | |
| Tue., 5/27 | V Girls Golf | Weston | Home [Directions] | 3:00 p.m. | ||
| Tue., 5/27 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 5/27 | V Girls Golf | Weston | Home - Richter Park [Directions] | 3:15 p.m. | ||
| Tue., 5/27 | JV Softball | Lauralton Hall | Away - Lauralton Hall Field [Directions] | Cancelled | 2:15pm | |
| Wed., 5/28 | V Girls Golf | Bunnell | Away - Oronoque Country Club [Directions] | 3:00 p.m. | 1:30pm | |
| Wed., 5/28 | V Girls Lacrosse | SWC Semis | Away - Penders Field | 4:00 p.m. | 2:00pm | |
| Wed., 5/28 | V Softball | Kolbe Cathedral | Away - Ripken Field [Directions] | L 0-1 | 1:30pm | |
| Thu., 5/29 | JV Baseball | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 5/29 | V Boys Outdoor Track | SWC Championship Meet | Away | 3:30 p.m. | ||
| Thu., 5/29 | V Boys Tennis | Sheehan | Away - Sheehan HS Tennis Courts [Directions] | L 0-7 | 2:15pm | |
| Thu., 5/29 | V Girls Outdoor Track | SWC Championship Meet | Away | 3:30 p.m. | 1:30pm | |
| Thu., 5/29 | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 3:45 p.m. | 2:30pm | |
| Tue., 6/3 | V Girls Golf | SWC Championship | Away - Orange Hill Country Club | 9:00 a.m. | 7:30am | |