| Brookfield 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 710 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Immaculate | Away - Immaculate High School [Directions] | 9:00 a.m. | 7:45am | |
| TBA | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | TBA | 8:00am | |
| TBA | FR Baseball | Bethel | Home - BHS Baseball Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Amity (Scrim.) | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| TBA | JV Boys Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | TBA | 2:15pm | |
| TBA | JV Boys Lacrosse | Stratford | Away - Penders Field [Directions] | TBA | 3:30pm | |
| TBA | JV Boys Soccer | Stratford | Away - Wooster Middle School Field [Directions] | Cancelled | 2:15pm | |
| TBA | JV Boys Soccer | Newtown | Home - BHS Stadium Field [Directions] | TBA | ||
| TBA | FR Girls Basketball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | ||
| TBA | FR Girls Basketball | Stratford | Home - BHS Big Gym [Directions] | Cancelled | ||
| TBA | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | 2:20pm | |
| TBA | FR Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | TBA | 3:00pm | |
| TBA | JV Girls Soccer | Bunnell | Home - BHS Stadium Field [Directions] | TBA | ||
| TBA | JV Softball | Newtown | Home - BHS Softball Field [Directions] | TBA | ||
| TBA | JV Softball | Fairfield Ludlowe | Home - PTAK Softball Field [Directions] | Cancelled | ||
| Wed., 8/27 | V Football | Ridgefield (Scrim.) | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 8/28 | V Girls Soccer | Lewis Mills (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 8/28 | JV Girls Soccer | Lewis Mills (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Sat., 8/30 | V Football | Wilton (Scrim.) | Away [Directions] | 9:30 a.m. | 8:30am | |
| Sat., 8/30 | V Football | Wilton (Scrim.) | Away [Directions] | 9:30 a.m. | 8:30am | |
| Sat., 8/30 | V Field Hockey | bobcat preseason scrimmage | Home - Brookfield High School [Directions] | 8:00 a.m. | both turf fields and the grass field hockey field will be used | |
| Tue., 9/2 | V Football | New Canaan (Scrim.) | Away [Directions] | 5:00 p.m. | 3:00pm | |
| Tue., 9/2 | V Boys Soccer | Westhill (Scrim.) | Home - BHS Stadium Field [Directions] | Cancelled | varsity only | |
| Wed., 9/3 | V Field Hockey | Nonnewaug (Scrim.) | Home - BHS Back Turf [Directions] | 3:45 p.m. | Varsity and jv | |
| Wed., 9/3 | JV Field Hockey | Nonnewaug (Scrim.) | Home - BHS Back Turf [Directions] | 3:45 p.m. | ||
| Thu., 9/4 | V Girls Soccer | Nonnewaug (Scrim.) | Home - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 9/4 | V Girls Volleyball | Ridgefield (Scrim.) | Away - RHS Main Gym [Directions] | 3:00 p.m. | 2:20 p.m. | Ride with jv |
| Thu., 9/4 | JV Girls Volleyball | Ridgefield (Scrim.) | Away - RHS Main Gym [Directions] | 3:00 p.m. | 2:20 p.m. | With varsity |
| Thu., 9/4 | FR Girls Volleyball | Ridgefield (Scrim.) | Home - BHS Big Gym [Directions] | 3:00 p.m. | ||
| Fri., 9/5 | V Girls Volleyball | Danbury (Scrim.) | Away - Danbury High School - MAIN gym [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 9/5 | JV Girls Volleyball | Danbury (Scrim.) | Away - Danbury High School - MAIN gym [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 9/6 | V Boys Soccer | Norwalk (Scrim.) | Away [Directions] | 4:00 p.m. | 2:00pm | |
| Mon., 9/8 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Away | 4:30 p.m. | 3:00 pm | |
| Tue., 9/9 | V Boys Cross Country | New Fairfield, Joel Barlow, Immaculate | Away - Rebel Stadium [Directions] | BRK 24 NF 32 BRK 21 JB 38 BRK 17 IM 46 | 2:30pm | |
| Tue., 9/9 | V Boys Soccer | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | L 1-2 | 3:45pm | |
| Tue., 9/9 | V Girls Cross Country | New Fairfield, Joel Barlow, Immaculate | Away - Rebel Stadium [Directions] | New Fairfield-15 Brookfield-50 Joel Barlow-15 Brookfield-50 Immaculate-15 Brookfield-50 | 2:30pm | |
| Tue., 9/9 | V Field Hockey | Newtown | Home - BHS Stadium Field [Directions] | W 2-0 | ||
| Tue., 9/9 | JV Field Hockey | Newtown | Home - BHS Stadium Field [Directions] | 5:45 p.m. | ||
| Tue., 9/9 | V Girls Swimming and Diving | Newtown | Away - Newtown High School Pool [Directions] | 84-97 L | 2:30pm | |
| Tue., 9/9 | V Girls Volleyball | Joel Barlow | Away - Lower Gym [Directions] | L 0-3 | 2:30 pm | |
| Tue., 9/9 | JV Girls Volleyball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:30 pm | |
| Wed., 9/10 | V Girls Soccer | New Milford | Home - BHS Stadium Field [Directions] | L 1-4 | ||
| Wed., 9/10 | JV Girls Soccer | New Milford | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 9/11 | FR Football | Masuk | Home - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 9/11 | V Boys Soccer | Stratford | Home - BHS Stadium Field [Directions] | W 2-0 | nonleague game | |
| Thu., 9/11 | JV Boys Soccer | Stratford | Home - BHS Stadium Field [Directions] | 5:15 p.m. | ||
| Thu., 9/11 | V Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | L 1-3 | 2:15pm | |
| Thu., 9/11 | JV Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | 5:30 p.m. | 2:15pm | |
| Thu., 9/11 | JV Girls Volleyball | Faith Prep | Away | 4:00 p.m. | 3:00 pm | |
| Thu., 9/11 | FR Girls Volleyball | Wilton | Home - BHS Big Gym [Directions] | 4:30 p.m. | ||
| Fri., 9/12 | V Football | Masuk | Away - Masuk Stadium Field [Directions] | W 52-21 | 4:30pm | |
| Fri., 9/12 | V Competitive Cheerleading | Masuk | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Fri., 9/12 | V Field Hockey | Ridgefield | Home - BHS Stadium Field [Directions] | L 1-6 | ||
| Fri., 9/12 | JV Field Hockey | Ridgefield | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Fri., 9/12 | V Girls Swimming and Diving | Stratford | Home - YMCA [Directions] | 91-74 W | ||
| Sat., 9/13 | JV Football | Masuk | Home - BHS Stadium Field [Directions] | 10:00 a.m. | ||
| Sat., 9/13 | V Girls Soccer | HMTCA | Home - PTAK Horse Soccer Field [Directions] | W 7-0 | ||
| Mon., 9/15 | V Girls Volleyball | Pomperaug | Home - BHS Big Gym [Directions] | W 3-2 | ||
| Mon., 9/15 | JV Girls Volleyball | Pomperaug | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Mon., 9/15 | FR Girls Volleyball | New Milford | Home - BHS Big Gym [Directions] | 6:30 p.m. | ||
| Tue., 9/16 | V Boys Cross Country | Pomperaug, Newtown, New Milford | Away [Directions] | NM 23 BRK 36 NT 28 BRK 30 PO 27 BRK 28 | 2:30pm | |
| Tue., 9/16 | V Boys Soccer | Masuk | Home - BHS Stadium Field [Directions] | W 3-0 | ||
| Tue., 9/16 | JV Boys Soccer | Masuk | Home - BHS Stadium Field [Directions] | 5:15 p.m. | ||
| Tue., 9/16 | V Girls Cross Country | Pomperaug, Newtown, New Milford | Away [Directions] | Newtown-15 Brookfield-50 Pomperaug-15 Brookfield-50 New Milford-15 Brookfield-41 | 2:30pm | |
| Tue., 9/16 | V Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | L 0-2 | 4:00pm | |
| Tue., 9/16 | JV Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 5:30 p.m. | 4:00pm | |
| Tue., 9/16 | V Girls Soccer | Masuk | Away - Masuk Middle Field [Directions] | L 4-2 | 2:30pm | |
| Tue., 9/16 | JV Girls Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 3:45 p.m. | 2:30pm | |
| Tue., 9/16 | V Girls Swimming and Diving | Weston | Away - weston pool [Directions] | 90-96 L | 2:30pm | |
| Wed., 9/17 | FR Field Hockey | New Fairfield | Home - BHS Field Hockey Field [Directions] | 4:30 p.m. | ||
| Wed., 9/17 | V Girls Volleyball | Masuk | Home - BHS Big Gym [Directions] | L 3-2 | ||
| Wed., 9/17 | JV Girls Volleyball | Masuk | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 9/18 | FR Football | Stratford | Home - Cadigan Field [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 9/18 | V Boys Soccer | Weston | Away - WHS Turf Field [Directions] | L 1-2 | 3:30pm | |
| Thu., 9/18 | JV Boys Soccer | Weston | Away - WHS Turf Field [Directions] | 4:00 p.m. | 3:30pm | |
| Thu., 9/18 | V Field Hockey | New Milford | Home - BHS Back Turf [Directions] | L 0-5 | ||
| Thu., 9/18 | JV Field Hockey | New Milford | Home - BHS Back Turf [Directions] | 5:30 p.m. | ||
| Thu., 9/18 | V Girls Soccer | Weston | Home - BHS Stadium Field [Directions] | L 1-0 | ||
| Thu., 9/18 | JV Girls Soccer | Weston | Home - BHS Stadium Field [Directions] | 4:15 p.m. | ||
| Thu., 9/18 | V Girls Swimming and Diving | Bunnell | Away - Flood Pool [Directions] | 95-67 W | 5:00pm | |
| Thu., 9/18 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:30pm | |
| Fri., 9/19 | V Football | Stratford | Away - Penders Field [Directions] | W 45-7 | 4:30pm | |
| Fri., 9/19 | V Competitive Cheerleading | Stratford | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Fri., 9/19 | V Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | W 3-0 | 3:00pm | |
| Fri., 9/19 | JV Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | 3:00pm | |
| Sat., 9/20 | JV Football | Stratford | Home - BHS Back Turf [Directions] | 10:00 a.m. | ||
| Sat., 9/20 | V Boys Soccer | Newtown | Home - BHS Stadium Field [Directions] | W 3-0 | ||
| Sat., 9/20 | V Field Hockey | New Milford | Away - New Milford High School [Directions] | L 0-4 | 8:45am | |
| Sat., 9/20 | JV Field Hockey | New Milford | Away - New Milford High School [Directions] | 12:00 p.m. | 10:45am | |
| Sat., 9/20 | FR Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 9/20 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | L 5-0 | 5:45pm | |
| Sat., 9/20 | JV Girls Soccer | Newtown | Away - Newtown High School Practice Field [Directions] | 10:00 a.m. | 8:30am | |
| Mon., 9/22 | V Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | W 3-0 | 2:15pm | |
| Mon., 9/22 | JV Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 9/22 | FR Girls Volleyball | Immaculate | Away [Directions] | 6:30 p.m. | 5:00pm | |
| Tue., 9/23 | V Boys Cross Country | Masuk, Bunnell | Away [Directions] | BRK 21 Bunnell 38 BRK 16 Masuk 45 | 2:30pm | Meet at Wolfe Park in Monroe |
| Tue., 9/23 | V Boys Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | W 1-0 | 2:15pm | |
| Tue., 9/23 | JV Boys Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/23 | V Girls Cross Country | Masuk, Bunnell | Away [Directions] | Brookfield-27 Bunnell-28 Brookfield-15 Masuk-41 | 2:30pm | Meet will be at Wolfe Park in Monroe |
| Tue., 9/23 | FR Field Hockey | Bethel | Home - BHS Field Hockey Field [Directions] | 4:30 p.m. | ||
| Tue., 9/23 | V Girls Soccer | Pomperaug | Home - BHS Stadium Field [Directions] | L 2-6 | ||
| Tue., 9/23 | JV Girls Soccer | Pomperaug | Home - BHS Back Turf [Directions] | 3:45 p.m. | ||
| Tue., 9/23 | V Girls Swimming and Diving | Pomperaug | Away - Pomperaug Pool [Directions] | 84-97 l | 2:30pm | |
| Tue., 9/23 | FR Girls Volleyball | Newtown | Home - BHS Big Gym [Directions] | 4:30 p.m. | ||
| Wed., 9/24 | V Field Hockey | Shepaug Valley | Home - BHS Stadium Field [Directions] | W 4-1 | ||
| Wed., 9/24 | JV Field Hockey | Shepaug Valley | Home - BHS Back Turf [Directions] | 3:45 p.m. | the game must be over by 6pm because of Rosh Hashana | |
| Wed., 9/24 | V Girls Volleyball | Joel Barlow | Home - BHS Big Gym [Directions] | L 3-2 | ||
| Wed., 9/24 | JV Girls Volleyball | Joel Barlow | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Fri., 9/26 | V Football | New Fairfield | Home - BHS Stadium Field [Directions] | W 21-10 | ||
| Fri., 9/26 | FR Football | New Fairfield | Away [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 9/26 | V Field Hockey | Masuk | Away - Masuk Stadium Field [Directions] | W 4-2 | 4:00pm | |
| Fri., 9/26 | JV Field Hockey | Masuk | Away - Masuk Stadium Field [Directions] | 5:30 p.m. | 2:15pm | |
| Fri., 9/26 | V Girls Soccer | Newtown | Home - BHS Back Turf [Directions] | L 2-1 | non league game | |
| Fri., 9/26 | V Girls Volleyball | Weston | Home - BHS Big Gym [Directions] | L 3-2 | ||
| Fri., 9/26 | JV Girls Volleyball | Weston | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/27 | V Boys Cross Country | Winding Trails Invitational | Away | 9:00 a.m. | 7:00am | |
| Sat., 9/27 | JV Football | New Fairfield | Away [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 9/27 | V Boys Soccer | Kolbe Cathedral | Home - BHS Stadium Field [Directions] | W 4-0 | ||
| Sat., 9/27 | V Girls Cross Country | Winding Trails Invitational | Away | 9:00 a.m. | 7:00am | |
| Sat., 9/27 | FR Field Hockey | Immaculate | Away [Directions] | Cancelled | 7:30am | |
| Sat., 9/27 | V Girls Soccer | Kolbe Cathedral | Away - Seaside Park [Directions] | W 7-0 | 8:15am | |
| Mon., 9/29 | V Girls Volleyball | Bethel | Away - Bethel High School [Directions] | W 3-2 | 2:15pm | |
| Mon., 9/29 | JV Girls Volleyball | Bethel | Away - Bethel High School [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 9/29 | FR Girls Volleyball | New Milford | Away - New Milford High School [Directions] | 6:30 p.m. | 5:15pm | |
| Tue., 9/30 | V Boys Cross Country | Bethel, Notre Dame-Fairfield | Home - Brookfield High School [Directions] | BRK 18 Bethel 45 BRK 16 Notre Dame 47 | ||
| Tue., 9/30 | V Boys Soccer | Joel Barlow | Away - Field J [Directions] | T 0-0 | 2:15pm | |
| Tue., 9/30 | JV Boys Soccer | Joel Barlow | Away - Field E (Softball) [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/30 | V Girls Cross Country | Bethel, Notre Dame-Fairfield | Home - BHS Stadium Field [Directions] | 4:30 p.m. | ||
| Tue., 9/30 | V Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | L 1-3 | 2:15pm | |
| Tue., 9/30 | JV Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 9/30 | V Girls Soccer | Joel Barlow | Home - BHS Stadium Field [Directions] | L 2-1 | ||
| Tue., 9/30 | JV Girls Soccer | Joel Barlow | Home - BHS Back Turf [Directions] | 3:45 p.m. | ||
| Tue., 9/30 | FR Girls Volleyball | Tournament Game - Opponent Not Known (Scrim.) | Away | 4:00 p.m. | TBA | @ Pomperaug |
| Wed., 10/1 | FR Football | Bunnell | Away - Bunnell Turf Field [Directions] | 6:00 p.m. | 4:00pm | |
| Wed., 10/1 | V Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | W 3-2 | 3:45pm | |
| Wed., 10/1 | JV Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 5:00 p.m. | 3:45pm | |
| Thu., 10/2 | V Football | Bunnell | Home - BHS Stadium Field [Directions] | W 31-0 | Crucial Catch Game | |
| Thu., 10/2 | V Field Hockey | Weston | Home - BHS Back Turf [Directions] | W 2-1 | ||
| Thu., 10/2 | JV Field Hockey | Weston | Home - BHS Back Turf [Directions] | 5:45 p.m. | ||
| Thu., 10/2 | FR Field Hockey | Newtown | Home - BHS Field Hockey Field [Directions] | 3:45 p.m. | ||
| Thu., 10/2 | V Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 95-88 W | 2:30pm | |
| Thu., 10/2 | V Girls Volleyball | Bunnell | Home - BHS Big Gym [Directions] | W 3-2 | ||
| Thu., 10/2 | JV Girls Volleyball | Bunnell | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/2 | FR Girls Volleyball | Pomperaug | Away - PHS Main Gym [Directions] | 6:30 p.m. | 5:00pm | |
| Fri., 10/3 | JV Football | Bunnell | Away - Bunnell Turf Field [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 10/3 | V Boys Soccer | Notre Dame-Fairfield | Home - BHS Stadium Field [Directions] | W 4-2 | ||
| Fri., 10/3 | FR Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 10/4 | V Girls Swimming and Diving | New Milford | Away - Canterbury School [Directions] | 101-73 W | ||
| Mon., 10/6 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | T 0-0 | 4:30 pm | |
| Mon., 10/6 | V Girls Soccer | Stratford | Home - BHS Stadium Field [Directions] | W 2-0 | ||
| Mon., 10/6 | JV Girls Soccer | Stratford | Home - BHS Back Turf [Directions] | 3:45 p.m. | ||
| Mon., 10/6 | V Girls Volleyball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | W 3-0 | 2:15pm | |
| Mon., 10/6 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/6 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - BHS Big Gym [Directions] | Cancelled | ||
| Tue., 10/7 | V Boys Cross Country | Stratford, Weston, Kolbe Cathedral | Away - Wooster Middle School Field [Directions] | 5:00 p.m. | 2:30pm | Event At Wooster Middle School |
| Tue., 10/7 | V Girls Cross Country | Stratford, Weston, Kolbe Cathedral | Away - Wooster Middle School Field [Directions] | Weston-29 Brookfield-30 Brookfield-15 Stratford-47 Brookfield-15 Kolbe-50 | Event at Wooster Middle School | |
| Tue., 10/7 | V Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | T 2-2 | 2:15pm | |
| Tue., 10/7 | JV Field Hockey | New Fairfield | Away - Rebel Stadium [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 10/7 | FR Field Hockey | Pomperaug | Away - PHS Baseball Field [Directions] | 4:30 p.m. | 3:00pm | |
| Wed., 10/8 | V Girls Volleyball | Immaculate | Home - BHS Big Gym [Directions] | W 3-0 | ||
| Wed., 10/8 | JV Girls Volleyball | Immaculate | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 10/9 | FR Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/9 | V Boys Soccer | Bethel | Home - BHS Stadium Field [Directions] | L 1-0 | ||
| Thu., 10/9 | JV Boys Soccer | Bethel | Home - BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 10/9 | V Field Hockey | Bethel | Home - BHS Back Turf [Directions] | T 1-1 | Play For The Cure | |
| Thu., 10/9 | JV Field Hockey | Bethel | Home - BHS Back Turf [Directions] | 4:45 p.m. | Play For The Cure | |
| Thu., 10/9 | FR Field Hockey | New Milford | Home [Directions] | 4:30 p.m. | ||
| Thu., 10/9 | V Girls Soccer | Bethel | Away - Rourke Field [Directions] | L 2-1 | 2:30pm | |
| Fri., 10/10 | V Football | Joel Barlow | Home - BHS Stadium Field [Directions] | W 35-7 | Pop Warner Night | |
| Fri., 10/10 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield HS [Directions] | 100 - 80 W | 4:30pm | |
| Fri., 10/10 | V Girls Volleyball | New Milford | Away - New Milford High School [Directions] | W 3-2 | 2:30pm | |
| Fri., 10/10 | JV Girls Volleyball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 10/11 | V Boys Cross Country | Wickham Invitational | Away | 9:00 a.m. | 7:20 am | |
| Sat., 10/11 | JV Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 10/11 | V Boys Soccer | New Fairfield | Away - Rebel Stadium [Directions] | T 0-0 | 2:00pm | |
| Sat., 10/11 | JV Boys Soccer | New Fairfield | Away - Rebel Stadium [Directions] | 3:30 p.m. | 2:00pm | |
| Sat., 10/11 | V Girls Cross Country | Wickham Invitational | Away | 9:00 a.m. | 7:20 am | |
| Sat., 10/11 | FR Field Hockey | Masuk | Home - BHS Field Hockey Field [Directions] | 4:00 p.m. | ||
| Sat., 10/11 | V Girls Soccer | New Fairfield | Home - BHS Stadium Field [Directions] | T 0-0 | ||
| Sat., 10/11 | JV Girls Soccer | New Fairfield | Home - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Mon., 10/13 | V Boys Soccer | Immaculate | Home - BHS Stadium Field [Directions] | W 1-0 | Senior Night | |
| Mon., 10/13 | JV Boys Soccer | Immaculate | Home - BHS Stadium Field [Directions] | 4:30 p.m. | ||
| Mon., 10/13 | V Girls Soccer | Immaculate | Away - Mustang Valley [Directions] | L 3-1 | 8:45am | |
| Mon., 10/13 | JV Girls Soccer | Immaculate | Away - Mustang Valley [Directions] | Cancelled | ||
| Tue., 10/14 | V Girls Volleyball | Kolbe Cathedral | Home - BHS Big Gym [Directions] | W 3-0 | ||
| Tue., 10/14 | JV Girls Volleyball | Kolbe Cathedral | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 10/15 | FR Football | Sacred Heart | Home - BHS Back Turf [Directions] | 3:45 p.m. | may be froshmore game | |
| Wed., 10/15 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | L 0-2 | 3:00pm | |
| Wed., 10/15 | JV Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 5:30 p.m. | 3:00pm | |
| Wed., 10/15 | JV Girls Soccer | Bethel | Away - Middle School Field [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 10/15 | V Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | L 3-0 | 2:15pm | |
| Wed., 10/15 | JV Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 10/16 | V Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | W 4-1 | 3:15pm | |
| Thu., 10/16 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | 3:15pm | |
| Thu., 10/16 | V Girls Soccer | Bunnell | Home - BHS Stadium Field [Directions] | L 1-0 | ||
| Thu., 10/16 | V Girls Swimming and Diving | Joel Barlow | Home - dive shop [Directions] | 96 - 83 W | Tri-meet Brookfield-Immaculate/Bethel-Barlow | |
| Thu., 10/16 | V Girls Swimming and Diving | Immaculate | Home - dive shop [Directions] | 104 - 64 W | Tri-meet Brookfield-Immaculate/Bethel-Barlow | |
| Thu., 10/16 | FR Girls Volleyball | Immaculate | Home - BHS Big Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/17 | V Boys Cross Country | SWC Championships | Away | 3:30 p.m. | 1:45pm | |
| Fri., 10/17 | V Football | Sacred Heart | Home - BHS Stadium Field [Directions] | W 49-8 | Home Coming - non league NVL crossover | |
| Fri., 10/17 | V Girls Cross Country | SWC Championship | Away | 3:30 p.m. | 1:45pm | |
| Sat., 10/18 | V Field Hockey | Watertown | Home - BHS Stadium Field [Directions] | W 5-0 | ||
| Sat., 10/18 | JV Field Hockey | Watertown | Home - BHS Stadium Field [Directions] | 10:00 a.m. | ||
| Sat., 10/18 | FR Field Hockey | Joel Barlow | Home - BHS Field Hockey Field [Directions] | 10:00 a.m. | ||
| Sat., 10/18 | V Girls Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | L 0-3 | 9:45pm | |
| Mon., 10/20 | V Boys Soccer | New Milford | Home - BHS Stadium Field [Directions] | L 0-1 | ||
| Mon., 10/20 | JV Boys Soccer | New Milford | Home - BHS Stadium Field [Directions] | 5:15 p.m. | ||
| Mon., 10/20 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | OT-L 1-2 | 2:15pm | |
| Mon., 10/20 | JV Field Hockey | Pomperaug | Away - PHS Baseball Field [Directions] | Cancelled | 2:15pm | |
| Mon., 10/20 | FR Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | 3:45 p.m. | 2:30pm | |
| Mon., 10/20 | V Girls Soccer | New Milford | Away - New Milford High School [Directions] | L 1-3 | 3:00pm | |
| Mon., 10/20 | JV Girls Soccer | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | 3:00pm | |
| Mon., 10/20 | V Girls Volleyball | Stratford | Home - BHS Big Gym [Directions] | W 3-0 | senior night | |
| Mon., 10/20 | JV Girls Volleyball | Stratford | Home - BHS Big Gym [Directions] | 5:30 p.m. | senior night | |
| Mon., 10/20 | FR Girls Volleyball | Pomperaug | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/21 | JV Girls Soccer | Joel Barlow | Home - BHS Stadium Field [Directions] | 4:30 p.m. | ||
| Tue., 10/21 | JV Girls Volleyball | Faith Prep | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Boys Soccer | Bethel | Away - DeSantis Field at Bethel High School [Directions] | L 1-3 | 2:15pm | |
| Wed., 10/22 | JV Boys Soccer | Bethel | Away - Rourke Field [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 10/22 | FR Girls Volleyball | Masuk, Newtown, Pomperaug, Immaculate & New Milford | Away | Cancelled | TBA | Masuk |
| Thu., 10/23 | FR Football | Newtown | Home - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 10/23 | V Field Hockey | Joel Barlow | Home - BHS Stadium Field [Directions] | OT-L 1-2 | Senior Night... Ceremony 6:30, game 7pm | |
| Thu., 10/23 | JV Field Hockey | Joel Barlow | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 10/23 | FR Field Hockey | Immaculate | Home - BHS Field Hockey Field [Directions] | Cancelled | ||
| Fri., 10/24 | V Football | Newtown | Away - Blue and Gold Stadium [Directions] | L 14-21 | 4:30pm | |
| Fri., 10/24 | V Competitive Cheerleading | Newtown | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Sat., 10/25 | V Boys Cross Country | State Class MM Championships | Away | TBA | 7:00 am | At Wickham Park |
| Sat., 10/25 | JV Football | Newtown | Home - BHS Back Turf [Directions] | 10:00 a.m. | ||
| Sat., 10/25 | V Boys Soccer | Pomperaug | Home - BHS Stadium Field [Directions] | 2:00 p.m. | SWC Quarter Finals | |
| Sat., 10/25 | V Girls Cross Country | State Class MM Championships | Away | TBA | 7:00 am | At Wickham Park |
| Sat., 10/25 | V Field Hockey | Bethel | Away [Directions] | 2:00 p.m. | @ Pomperaug | |
| Sat., 10/25 | V Girls Volleyball | New Fairfield | Home - BHS Big Gym [Directions] | W 3-0 | ||
| Sat., 10/25 | JV Girls Volleyball | New Fairfield | Home - BHS Big Gym [Directions] | 11:30 a.m. | ||
| Mon., 10/27 | JV Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 10/27 | V Girls Volleyball | Joel Barlow | Away [Directions] | TBA | 2:30 pm | @ Joel Barlow |
| Tue., 10/28 | V Boys Soccer | SWC Semi Finals | Away | 5:00 p.m. | 3:00 pm | vs Bethel @ Pender's Field |
| Tue., 10/28 | FR Girls Volleyball | Masuk | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/29 | V Field Hockey | New Milford | Away [Directions] | 5:30 p.m. | 3:45 pm | @ Joel Barlow |
| Wed., 10/29 | V Girls Volleyball | SWC Semi Final | Away | Cancelled | Played At Masuk | |
| Thu., 10/30 | FR Football | Pomperaug | Home - BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 10/30 | V Boys Soccer | SWC Championship | Away | Cancelled | ||
| Fri., 10/31 | V Boys Cross Country | State Open Meet | Away | 3:00 p.m. | 12:00 pm | |
| Fri., 10/31 | V Football | Pomperaug | Away - Sports Complex & Track [Directions] | W 45-22 | 4:30pm | |
| Fri., 10/31 | V Competitive Cheerleading | Pomperaug | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Sat., 11/1 | JV Football | Pomperaug | Home - BHS Stadium Field [Directions] | 10:00 a.m. | ||
| Sat., 11/1 | V Girls Swimming and Diving | Masuk | Away | 4TH PLACE | 10:00am | Bus Pick up at Hawleyville Deli |
| Sat., 11/1 | V Girls Volleyball | SWC Championship | Away | Cancelled | ||
| Mon., 11/3 | V Boys Soccer | Weston | Away [Directions] | 6:00 p.m. | 4:00pm | State Playoff 1st Round |
| Tue., 11/4 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 3:30 p.m. | 2:00pm | State Playoff 1st Round |
| Wed., 11/5 | V Girls Swimming and Diving | CIAC Class M Diving Trials/Finals | Away - Bulkeley HS [Directions] | 3RD PLACE | ||
| Wed., 11/5 | V Girls Volleyball | Sheehan | Home - BHS Big Gym [Directions] | 5:00 p.m. | State Playoff 2nd Rd | |
| Wed., 11/5 | V Girls Volleyball | Sheehan | Home - BHS Big Gym [Directions] | 5:00 p.m. | State Playoff 2nd Rd | |
| Fri., 11/7 | V Football | Weston | Home - BHS Stadium Field [Directions] | W 28-7 | senior night | |
| Sat., 11/8 | JV Football | Weston | Away - WHS Stadium Field [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 11/8 | V Girls Swimming and Diving | CIAC Class M Qualifying | Away - East Hartford High School [Directions] | 11:30 a.m. | 8:15am | bus pick up at Hawleyville Deli |
| Tue., 11/11 | V Girls Swimming and Diving | CIAC Class M Finals | Away - Wesleyan Univ. [Directions] | 7:00 p.m. | 4:15pm | Pick Up At Hawleyville Deli |
| Thu., 11/13 | FR Football | New Milford | Home - BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Fri., 11/14 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 11/15 | V Football | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | W 52-14 | 11:00am | |
| Sat., 11/15 | V Competitive Cheerleading | Notre Dame-Fairfield | Away [Directions] | 1:00 p.m. | 11:30am | |
| Sat., 11/15 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:00 p.m. | 5:45pm | Pick up at Hawleyville Deli |
| Fri., 11/21 | JV Football | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 11/21 | FR Football | Bethel | Away - Rockwell Field [Directions] | Cancelled | 2:30pm | |
| Fri., 11/28 | V Football | Bethel | Home - BHS Stadium Field [Directions] | W 30-13 | ||
| Sat., 11/29 | V Girls Basketball | Danbury Girls Basketball Jamboree | Away | 9:00 a.m. | 8:00am | |
| Wed., 12/3 | V Girls Basketball | Wilton (Scrim.) | Home - BHS Big Gym [Directions] | 4:00 p.m. | Wilton & Kennedy - JV/Varsity | |
| Sat., 12/6 | V Football | New London | Home - BHS Stadium Field [Directions] | 2:00 p.m. | CIAC State Semi-Final | |
| Tue., 12/9 | V Boys Basketball | Shepaug Valley (Scrim.) | Away - Ted Alex Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 12/9 | JV Boys Basketball | Shepaug Valley (Scrim.) | Away - Ted Alex Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 12/11 | V Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | L 33-63 | 5:15 p.m. | |
| Fri., 12/12 | V Boys Basketball | Lyman Memorial (Scrim.) | Home - BHS Big Gym [Directions] | 5:30 p.m. | V & JV | |
| Fri., 12/12 | V Football | Berlin | Away - Veteran's Stadium - Willowbrook Park - New Britain [Directions] | 6:30 p.m. | CIAC Class M State Championship @ Willowbrook Park | |
| Fri., 12/12 | V Girls Basketball | Pomperaug | Away [Directions] | L 27-81 | ||
| Mon., 12/15 | V Girls Basketball | Wolcott Tech (Scrim.) | Home - BHS Big Gym [Directions] | 4:00 p.m. | V & JV | |
| Tue., 12/16 | V Girls Basketball | New Milford | Away - New Milford High School [Directions] | W 52-49(OT) | ||
| Tue., 12/16 | JV Girls Basketball | New Milford | Away - New Milford High School [Directions] | 5:15 p.m. | ||
| Wed., 12/17 | V Boys Swimming and Diving | Bethel | Home - The Dive Shop [Directions] | 97-81 win | ||
| Wed., 12/17 | JV Girls Basketball | Faith Prep | Home - BHS Big Gym [Directions] | Cancelled | ||
| Fri., 12/19 | V Boys Basketball | Plainville | Away - Wood Gymnasium [Directions] | W 44-36 [Detailed Results] | 2:15 pm | |
| Fri., 12/19 | JV Boys Basketball | Plainville | Away - Wood Gymnasium [Directions] | 3:45 p.m. | 2:15 p.m. | |
| Fri., 12/19 | FR Girls Basketball | Joel Barlow | Away - Lower Gym [Directions] | 3:45 p.m. | 2:30pm | |
| Mon., 12/22 | V Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | W 52-32 | 3:15 p.m. | |
| Mon., 12/22 | JV Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 12/23 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Flood Pool [Directions] | 86-72 win | ||
| Tue., 12/23 | V Girls Basketball | New Fairfield | Home - BHS Big Gym [Directions] | L 20-58 | ||
| Tue., 12/23 | JV Girls Basketball | New Fairfield | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/26 | V Boys Basketball | New Milford | Home - BHS Big Gym [Directions] | W 65-61 ot | ||
| Fri., 12/26 | JV Boys Basketball | New Milford | Home - BHS Big Gym [Directions] | 3:00 p.m. | ||
| Fri., 12/26 | FR Boys Basketball | New Milford | Home - BHS Big Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/27 | FR Girls Basketball | Immaculate | Away - Immaculate High School [Directions] | 11:00 a.m. | 10:00 am | |
| Mon., 12/29 | V Boys Basketball | New Fairfield | Home - BHS Big Gym [Directions] | W 58-48 | Championship Game - New Gym | |
| Mon., 12/29 | JV Boys Basketball | Immaculate | Home - BHS Big Gym [Directions] | 3:00 p.m. | Championship Game - New Gym | |
| Mon., 12/29 | FR Boys Basketball | New Fairfield | Home - BHS Big Gym [Directions] | 1:00 p.m. | Consolation Game - Old Gym | |
| Mon., 12/29 | V Girls Basketball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | L 37-78 | 2:30 p.m. | @ Fairfield-Ludlowe (BHS Blue Uniforms) |
| Tue., 12/30 | V Girls Basketball | Brien McMahon | Away [Directions] | W 67-55 | TBD | |
| Fri., 1/2 | V Boys Basketball | Prince Tech | Home - BHS Big Gym [Directions] | W 51-42 | ||
| Fri., 1/2 | JV Boys Basketball | Prince Tech | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/2 | FR Boys Basketball | Prince Tech | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Sat., 1/3 | V Boys Indoor Track | SWC Varsity @ Weslyan | Away | 9:00 a.m. | 7:15am | |
| Sat., 1/3 | V Boys Swimming and Diving | East Lyme NFA | Away - East Lyme High School Pool [Directions] | 107-76 win | 8:30am | |
| Sat., 1/3 | V Girls Indoor Track | SWC Varsity @ Weslyan | Away | 9:00 a.m. | 7:15am | |
| Tue., 1/6 | JV Boys Basketball | New Fairfield | Away - New Fairfield HS [Directions] | Cancelled | 3:30 p.m. | |
| Tue., 1/6 | FR Boys Basketball | New Fairfield | Away - New Fairfield HS [Directions] | 3:30 p.m. | 2:20 p.m. | |
| Tue., 1/6 | V Boys Swimming and Diving | Masuk | Away - Masuk [Directions] | 91-73 win | ||
| Tue., 1/6 | V Girls Basketball | Weston | Home - BHS Big Gym [Directions] | L 43-45 | ||
| Tue., 1/6 | JV Girls Basketball | Weston | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/6 | FR Girls Basketball | Danbury | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/7 | V Boys Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | 3:00 p.m. | 2:15pm | |
| Wed., 1/7 | V Girls Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | 3:00 p.m. | 2:15pm | |
| Sat., 1/10 | V Boys Basketball | HMTCA | Away - The Learning Corridor [Directions] | W 64-40 | 11:00am | |
| Sat., 1/10 | JV Boys Basketball | HMTCA | Away - The Learning Corridor [Directions] | 1:00 p.m. | 11:00am | |
| Sat., 1/10 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 12:30 p.m. | 10:30am | |
| Sun., 1/11 | V Girls Ice Hockey | New Canaan | Home - The Rinks at Shelton [Directions] | 12:30-1:50 p.m. | ||
| Tue., 1/13 | V Boys Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | L 48-58 | 4:00pm | |
| Tue., 1/13 | JV Boys Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 5:15 p.m. | 4:00 p.m. | |
| Tue., 1/13 | FR Boys Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Tue., 1/13 | V Boys Swimming and Diving | Weston | Away - Weston Middle School Pool [Directions] | 96-90 win | 2:15pm | |
| Tue., 1/13 | V Girls Basketball | Newtown | Home - BHS Big Gym [Directions] | L 51-65 | ||
| Tue., 1/13 | JV Girls Basketball | Newtown | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Girls Basketball | Newtown | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/14 | V Boys Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | 3:00 p.m. | 2:15pm | |
| Wed., 1/14 | V Girls Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | 3:00 p.m. | 2:15pm | |
| Thu., 1/15 | V Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | L 28-58 | 2:30pm | |
| Thu., 1/15 | JV Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | 2:30pm | |
| Fri., 1/16 | V Boys Basketball | Notre Dame-Fairfield | Home - BHS Big Gym [Directions] | L 32-61 | ||
| Fri., 1/16 | JV Boys Basketball | Notre Dame-Fairfield | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/16 | FR Boys Basketball | Notre Dame-Fairfield | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/16 | V Boys Swimming and Diving | Pomperaug | Away - PHS Pool [Directions] | 6:00 p.m. | 4:30pm | |
| Fri., 1/16 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | L 45-62 | 3:45 pm | |
| Fri., 1/16 | JV Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:15 p.m. | 3:45 pm | |
| Fri., 1/16 | FR Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | 2:15 pm | |
| Sun., 1/18 | V Girls Ice Hockey | Amistad (Scrim.) | Home [Directions] | 7:00 p.m. | ||
| Mon., 1/19 | V Boys Indoor Track | SWC Varsity @ Weslyan | Away | 9:00 a.m. | 7:15am | |
| Mon., 1/19 | V Girls Indoor Track | SWC Varsity @ Weslyan | Away | 9:00 a.m. | 7:15am | |
| Tue., 1/20 | V Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | L 54-44 | 3:30 pm | |
| Tue., 1/20 | JV Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 5:15 p.m. | 3:30 p.m. | |
| Tue., 1/20 | FR Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:20 p.m. | |
| Tue., 1/20 | V Boys Swimming and Diving | New Fairfield | Home - The Dive Shop [Directions] | 7:30 p.m. | ||
| Tue., 1/20 | V Girls Basketball | Joel Barlow | Home - BHS Big Gym [Directions] | L 36-44 | ||
| Tue., 1/20 | JV Girls Basketball | Joel Barlow | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/20 | FR Girls Basketball | Joel Barlow | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/23 | V Boys Basketball | Kolbe Cathedral | Home - BHS Big Gym [Directions] | W 65-30 | ||
| Fri., 1/23 | JV Boys Basketball | Kolbe Cathedral | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/23 | V Boys Swimming and Diving | Notre Dame-West Haven | Away - Wilbur Cross Pool [Directions] | 4:30 p.m. | 3:00pm | @ Wilbur Cross Pool |
| Fri., 1/23 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | L 41-52 | 3:00pm | |
| Fri., 1/23 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | 3:00pm | |
| Sat., 1/24 | V Boys Swimming and Diving | Long Island Invitational | Away | Cancelled | 6:00am | Nassau Aquatic |
| Sun., 1/25 | V Boys Indoor Track | SCC Coaches Invitational | Away | 9:00 a.m. | 7:00am | Floyd Little Athletic Center |
| Sun., 1/25 | V Girls Indoor Track | SCC Coaches Invitational | Away | 9:00 a.m. | 7:00am | Floyd Little Athletic Center |
| Thu., 1/29 | V Boys Basketball | Pomperaug | Home - BHS Big Gym [Directions] | W 53-51 | ||
| Thu., 1/29 | JV Boys Basketball | Pomperaug | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/29 | FR Boys Basketball | Pomperaug | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/29 | V Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | L 22-63 | 4:15pm | |
| Thu., 1/29 | JV Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:15 p.m. | 4:15pm | |
| Thu., 1/29 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | 2:20pm | |
| Fri., 1/30 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy High School Pool | 6:00 p.m. | 4:30pm | Tri-Meet @ Sacred Heart |
| Fri., 1/30 | V Girls Basketball | Bethel | Away - BHS Big Gym [Directions] | W 49-44 | 4:20pm | |
| Fri., 1/30 | JV Girls Basketball | Bethel | Away - BHS Big Gym [Directions] | 5:15 p.m. | 4:20pm | |
| Sat., 1/31 | V Competitive Cheerleading | Danbury | Away [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 1/31 | Winter Dance Team | New Milford High School | Away | 10:00 a.m. | 9:40am | |
| Mon., 2/2 | V Boys Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | Cancelled | 2:15pm | |
| Mon., 2/2 | V Girls Indoor Track | SWC J.V. @ Danbury Sports Dome | Away | Cancelled | 2:15pm | |
| Tue., 2/3 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | L 54-63 | 3:30 pm | |
| Tue., 2/3 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 5:15 p.m. | 3:30 p.m. | |
| Tue., 2/3 | FR Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Tue., 2/3 | V Girls Basketball | Masuk | Home - BHS Big Gym [Directions] | W 58-51 | ||
| Tue., 2/3 | JV Girls Basketball | Masuk | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/3 | FR Girls Basketball | Masuk | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/4 | V Boys Indoor Track | SWC Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | 2:15pm | JV Meet |
| Wed., 2/4 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Away - Western CT State University - O'Neill Center [Directions] | 7:00 p.m. | 5:30 pm | |
| Wed., 2/4 | V Girls Indoor Track | SWC Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | 2:15pm | JV Meet |
| Thu., 2/5 | V Boys Basketball | Bethel | Home - BHS Big Gym [Directions] | L 37-40 | ||
| Thu., 2/5 | JV Boys Basketball | Bethel | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/5 | FR Boys Basketball | Bethel | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 2/5 | V Girls Basketball | Nonnewaug | Away - Nonnewaug High School [Directions] | L 32-48 | 3:30 p.m. | |
| Thu., 2/5 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug High School [Directions] | 5:30 p.m. | 3:30 p.m. | |
| Fri., 2/6 | V Boys Basketball | Stratford | Away - Penders Field [Directions] | L 30-66 | 3:30 pm | |
| Fri., 2/6 | JV Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | 3:30 p.m. | |
| Fri., 2/6 | FR Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | 2:20 p.m. | |
| Fri., 2/6 | V Boys Swimming and Diving | New Milford | Away - Canterbury School [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 2/6 | V Girls Basketball | Stratford | Home - BHS Big Gym [Directions] | W 55-41 | ||
| Fri., 2/6 | JV Girls Basketball | Stratford | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/6 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | ||
| Sat., 2/7 | V Boys Indoor Track | SWC Championship | Away | 5:30 p.m. | 3:15pm | Floyd Little Athletic Center |
| Sat., 2/7 | V Competitive Cheerleading | SWC | Away | 3:00 p.m. | 1:00pm | @ Weston HS |
| Sat., 2/7 | V Girls Indoor Track | SWC Championship | Away | 5:30 p.m. | 3:15pm | Floyd Little Athletic Center |
| Tue., 2/10 | V Boys Basketball | Bunnell | Home - BHS Big Gym [Directions] | L 38-45 | ||
| Tue., 2/10 | JV Boys Basketball | Bunnell | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Boys Basketball | Bunnell | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Tue., 2/10 | V Boys Swimming and Diving | Newtown | Home - The Dive Shop [Directions] | 7:30 p.m. | ||
| Tue., 2/10 | V Girls Basketball | Bunnell | Away - Bunnell [Directions] | L 48-56 | 3:30pm | |
| Tue., 2/10 | JV Girls Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | 3:30pm | |
| Tue., 2/10 | FR Girls Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 2/12 | V Girls Basketball | Immaculate | Home - BHS Big Gym [Directions] | L 31-43 | Senior Night | |
| Thu., 2/12 | JV Girls Basketball | Immaculate | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/12 | FR Girls Basketball | Immaculate | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Fri., 2/13 | V Boys Basketball | Immaculate | Away - Immaculate High School [Directions] | L 62-64 | 4:00pm | |
| Fri., 2/13 | JV Boys Basketball | Immaculate | Away - Immaculate High School [Directions] | 5:15 p.m. | 4:00pm | |
| Fri., 2/13 | FR Boys Basketball | Immaculate | Away - Immaculate High School [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Fri., 2/13 | V Girls Ice Hockey | New Canaan | Home - The Rinks at Shelton [Directions] | 4:15-5:30 p.m. | ||
| Sat., 2/14 | V Boys Indoor Track | Class M Championship | Away | 10:00 a.m. | 7:15am | Floyd Little Athletic Center |
| Sat., 2/14 | V Competitive Cheerleading | CCSU | Away | 10:00 a.m. | 8:30am | |
| Sat., 2/14 | V Girls Indoor Track | Class M Championship | Away | 10:00 a.m. | 7:15am | Floyd Little Athletic Center |
| Sun., 2/15 | V Girls Ice Hockey | Amity/Cheshire/North Haven (Scrim.) | Home [Directions] | 5:00 p.m. | ||
| Tue., 2/17 | V Boys Basketball | New Milford | Away - New Milford High School [Directions] | W 48-45 | 4:00 pm | |
| Tue., 2/17 | JV Boys Basketball | New Milford | Away - New Milford High School [Directions] | 5:15 p.m. | 4:00 p.m. | |
| Tue., 2/17 | FR Boys Basketball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:40 p.m. | |
| Tue., 2/17 | V Girls Basketball | New Milford | Home - BHS Big Gym [Directions] | L 26-52 | ||
| Tue., 2/17 | JV Girls Basketball | New Milford | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/17 | FR Girls Basketball | New Milford | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Thu., 2/19 | V Boys Basketball | Abbott Tech | Home - BHS Big Gym [Directions] | W 55-48 | ||
| Thu., 2/19 | JV Boys Basketball | Abbott Tech | Home - BHS Big Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/19 | FR Boys Basketball | Abbott Tech | Home - BHS Big Gym [Directions] | 4:00 p.m. | ||
| Thu., 2/19 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavillion [Directions] | 6:30 p.m. | ||
| Fri., 2/20 | V Boys Basketball | New Fairfield | Home - BHS Big Gym [Directions] | W 49-47 | Senior Night | |
| Fri., 2/20 | JV Boys Basketball | New Fairfield | Home - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/20 | FR Boys Basketball | New Fairfield | Home - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Sat., 2/21 | V Boys Indoor Track | State Open | Away | 10:00 p.m. | 8:00am | Floyd Little Athletic Center |
| Sat., 2/21 | V Competitive Cheerleading | Quinnipiac University | Away | 1:00 p.m. | 11:30am | |
| Sat., 2/21 | Winter Dance Team | Quinnipiac University | Away | 4:00 p.m. | 3:00pm | |
| Sat., 2/21 | V Girls Indoor Track | State Open | Away | 10:00 p.m. | 8:00am | Floyd Little Athletic Center |
| Sun., 2/22 | V Girls Ice Hockey | Vs. Masuk Faculty | Home - The Rinks at Shelton [Directions] | 3:00-4:30 p.m. | ||
| Tue., 2/24 | V Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | L 66-69 | ||
| Tue., 2/24 | JV Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | 3:30 p.m. | |
| Tue., 2/24 | FR Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:30 p.m. | 2:20 p.m. | |
| Tue., 2/24 | JV Girls Basketball | Faith Prep | Away | Cancelled | ||
| Fri., 2/27 | V Boys Indoor Track | New England Championship | Away | TBA | TBA | BOSTON, MASSACHUSETTS |
| Fri., 2/27 | V Girls Ice Hockey | Lauralton Hall (Scrim.) | Home - The Rinks at Shelton [Directions] | 4:15 p.m. | ||
| Fri., 2/27 | V Girls Indoor Track | New England Championship | Away | TBA | TBA | BOSTON MASSACHUSETTS |
| Sat., 2/28 | V Competitive Cheerleading | NECA @ CCSU | Away | 9:15 a.m. | 8:00am | |
| Sat., 2/28 | Winter Dance Team | States - Hamden High School | Away | 10:00 a.m. | 9:00am | |
| Wed., 3/4 | V Boys Swimming and Diving | SWC Boys Diving Championships | Away | 4:00 p.m. | @ Weston HS | |
| Fri., 3/6 | V Boys Swimming and Diving | SWC Boys Swim Championships | Away | 6:00 p.m. | @ Masuk HS | |
| Sat., 3/7 | V Competitive Cheerleading | STATES | Away | 11:30 a.m. | 10:15am | @ Floyd Little Athletic Center |
| Mon., 3/9 | V Boys Basketball | Nonnewaug | Away - Nonnewaug High School Gym [Directions] | W 50-46 | 5:15 pm | CT State Playoff - Round 1 |
| Sat., 3/14 | V Boys Swimming and Diving | States | Away | 2:00 p.m. | 12:15 | @ Masuk High School |
| Wed., 3/18 | V Boys Swimming and Diving | States | Away | 5:00 p.m. | 3:30pm | @ Wesleyan University |
| Fri., 3/27 | V Baseball | New Fairfield (Scrim.) | Away [Directions] | 4:00 p.m. | 2:15 | @ Duchess County Stadium |
| Sat., 3/28 | V Girls Lacrosse | Danbury Girls Lax Jamboree | Away | TBA | TBA | |
| Sat., 3/28 | V Softball | Berlin Pre-Season Tournament | Away | 10:00 a.m. | @ Sage Park | |
| Sun., 3/29 | V Girls Lacrosse | WestConn Jamboree | Away | TBA | ||
| Tue., 3/31 | V Boys Lacrosse | Amity (Scrim.) | Home - BHS Stadium Field [Directions] | L 2-1 | ||
| Tue., 3/31 | V Girls Lacrosse | Mahopac (NY) (Scrim.) | Home - BHS Back Turf [Directions] | 4:30 p.m. | JV 4:30 & V 5:30 | |
| Tue., 3/31 | V Softball | Danbury (Scrim.) | Away - Danbury High School Varsity Softball Field [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 4/2 | V Softball | Greenwich (Scrim.) | Away - Julian Curtiss School [Directions] | 4:00 p.m. | 2:15pm | |
| Sat., 4/4 | V Boys Lacrosse | Wilton (Scrim.) | Home - BHS Stadium Field [Directions] | L 2-1 | Varsity & JV | |
| Sat., 4/4 | V Softball | Trumbull (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30 am | Pre-season Round Robin |
| Mon., 4/6 | V Baseball | TBA | Away | 6:30 p.m. | 4:15pm | @ Duchess County Stadium |
| Mon., 4/6 | V Softball | Westhill (Scrim.) | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 4/8 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | L 8-0 | 4:30pm | |
| Wed., 4/8 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Wed., 4/8 | V Boys Lacrosse | South Kent (Scrim.) | Home - BHS Stadium Field [Directions] | L 7-6 | ||
| Wed., 4/8 | V Boys Tennis | New Fairfield | Home - BHS Tennis Courts [Directions] | W 4-3 | ||
| Wed., 4/8 | V Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | L 11-3 | 2:30pm | |
| Wed., 4/8 | JV Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 5:30 p.m. | 2:30pm | |
| Wed., 4/8 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | W 2-0 | 2:30pm | |
| Wed., 4/8 | V Girls Tennis | New Fairfield | Away - Rebel Turf [Directions] | L 2-5 | 2:30pm | |
| Thu., 4/9 | V Boys Lacrosse | Newtown | Away - Treadwell Town Park [Directions] | L 6-13 | 4:30pm | |
| Thu., 4/9 | JV Boys Lacrosse | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 4/9 | V Girls Golf | Immaculate, Danbury | Away - Richter Park [Directions] | Immaculate 232 Brookfield 246 | 2:15pm | |
| Fri., 4/10 | V Girls Lacrosse | Newtown | Home - BHS Stadium Field [Directions] | W 11-10 | ||
| Fri., 4/10 | JV Girls Lacrosse | Newtown | Home - BHS Stadium Field [Directions] | 4:30 p.m. | ||
| Sat., 4/11 | V Baseball | Danbury | Away - @ Danbury [Directions] | L 10-9 | 9:15am | |
| Sat., 4/11 | V Boys Lacrosse | Westhill | Home - BHS Stadium Field [Directions] | W 12-2 | ||
| Sat., 4/11 | JV Boys Lacrosse | Westhill | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Mon., 4/13 | V Baseball | Kolbe Cathedral | Home - BHS Baseball Field [Directions] | W 7-2 | ||
| Mon., 4/13 | V Boys Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | L 6-1 | 2:45pm | |
| Mon., 4/13 | V Softball | Masuk | Home - BHS Softball Field [Directions] | L 3-6 | ||
| Mon., 4/13 | V Girls Tennis | Pomperaug | Home - BHS Tennis Courts [Directions] | L 2-5 | ||
| Tue., 4/14 | V Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | L 3-2 | 2:30 pm | |
| Tue., 4/14 | V Boys Golf | Bethel | Away - Redding Country Club [Directions] | Bethel 177 Brookfield 211 | 11:00am | |
| Tue., 4/14 | V Boys Lacrosse | New Milford | Home - BHS Stadium Field [Directions] | L 6-12 | ||
| Tue., 4/14 | JV Boys Lacrosse | New Milford | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Tue., 4/14 | V Girls Lacrosse | New Milford | Away - New Milford High School [Directions] | W 11-8 | 5:00pm | |
| Tue., 4/14 | JV Girls Lacrosse | New Milford | Away - New Milford High School [Directions] | 4:30 p.m. | 3:30pm | |
| Tue., 4/14 | V Softball | Fairfield Ludlowe | Home - BHS Softball Field [Directions] | L 4-9 | ||
| Wed., 4/15 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | W 1-8 | 2:30pm | |
| Wed., 4/15 | JV Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | 2:00 p.m. | 1:00 pm | |
| Wed., 4/15 | FR Baseball | Joel Barlow | Home - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/15 | V Boys Golf | Bunnell | Home - Sunset Hill GC [Directions] | Brookfield 183 Bunnell 201 | ||
| Wed., 4/15 | V Softball | Bunnell | Away - Bunnell Softball Field [Directions] | W 4-3 | 2:30pm | |
| Wed., 4/15 | V Girls Tennis | Stratford | Away [Directions] | W 7-0 | 9:30am | |
| Thu., 4/16 | JV Baseball | Joel Barlow | Home - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | ||
| Thu., 4/16 | JV Boys Lacrosse | Kennedy Catholic-Somers (NY) | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Thu., 4/16 | V Boys Tennis | Newtown | Away - Newtown High School [Directions] | L 0-7 | 10:45am | |
| Thu., 4/16 | JV Softball | Bunnell | Home - PTAK Softball Field [Directions] | 4:15 p.m. | ||
| Thu., 4/16 | V Girls Tennis | Newtown | Home - BHS Tennis Courts [Directions] | W 6-1 | ||
| Fri., 4/17 | V Baseball | Immaculate | Home - BHS Baseball Field [Directions] | W 3-1 | ||
| Fri., 4/17 | V Boys Lacrosse | Blind Brook (NY) | Home - BHS Stadium Field [Directions] | W 16-0 | ||
| Fri., 4/17 | V Girls Lacrosse | Glastonbury | Home - BHS Stadium Field [Directions] | L 3-13 | ||
| Fri., 4/17 | JV Girls Lacrosse | Glastonbury | Home - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Fri., 4/17 | V Girls Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | L 0-7 | 2:30pm | |
| Sat., 4/18 | V Boys Lacrosse | Farmington | Away - Farmington High School [Directions] | L 5-9 | 2:15 pm | |
| Sat., 4/18 | V Girls Lacrosse | Ridgefield | Home - BHS Stadium Field [Directions] | L 10-5 | ||
| Sat., 4/18 | JV Girls Lacrosse | Ridgefield | Home - BHS Stadium Field [Directions] | 2:00 p.m. | ||
| Sat., 4/18 | V Softball | Newtown | Away - Newtown High School Softball Field [Directions] | W 4-2 | 1:45pm | |
| Mon., 4/20 | V Boys Lacrosse | New Fairfield | Home - BHS Stadium Field [Directions] | L 6-14 | ||
| Tue., 4/21 | JV Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Tue., 4/21 | V Boys Golf | New Milford | Home [Directions] | New Milford 156 Brookfield 182 | ||
| Tue., 4/21 | V Boys Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | L 2-15 | 5:15pm | |
| Tue., 4/21 | JV Boys Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:00 p.m. | 3:45pm | |
| Tue., 4/21 | V Boys Outdoor Track | Bethel, Immaculate | Away [Directions] | 4:00 p.m. | 2:30pm | @ Bethel |
| Tue., 4/21 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley High School Courts [Directions] | W 4-1 | 3:30pm | |
| Tue., 4/21 | V Girls Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | Masuk 254 Brookfield 273 | 2:15pm | |
| Tue., 4/21 | V Girls Outdoor Track | Bethel, Immaculate | Away [Directions] | 4:00 p.m. | 2:30pm | @ Bethel |
| Tue., 4/21 | JV Softball | Pomperaug | Away - Community Softball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Wed., 4/22 | V Baseball | Stratford | Away - Penders Field [Directions] | L 4-11 | 2:15pm | |
| Wed., 4/22 | FR Baseball | Stratford | Home - BHS Baseball Field [Directions] | 3:45 p.m. | 2:45pm | |
| Thu., 4/23 | V Baseball | Newtown | Home - BHS Baseball Field [Directions] | L 0-3 | ||
| Thu., 4/23 | JV Baseball | Stratford | Home - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | 2:45pm shuttle | |
| Thu., 4/23 | V Boys Golf | Pomperaug | Away - Heritage Village CC [Directions] | Pomperaug 164 Brookfield 203 | 2:15pm | |
| Thu., 4/23 | V Boys Lacrosse | Kennedy Catholic-Somers (NY) | Away - JFK Turf Field | L 8-11 | 4:15 pm | |
| Thu., 4/23 | V Boys Tennis | New Milford | Home - BHS Tennis Courts [Directions] | W 5-2 | ||
| Thu., 4/23 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | Joel Barlow 246 Brookfield 255 | 2:15pm | |
| Thu., 4/23 | V Girls Lacrosse | Joel Barlow | Home - BHS Stadium Field [Directions] | L 9-4 | ||
| Thu., 4/23 | JV Girls Lacrosse | Joel Barlow | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Thu., 4/23 | V Softball | Newtown | Home - BHS Softball Field [Directions] | L 3-5 | ||
| Thu., 4/23 | JV Softball | Stratford | Home - PTAK Softball Field [Directions] | 4:15 p.m. | 2:45pm shuttle | |
| Thu., 4/23 | V Girls Tennis | New Milford | Away - New Milford High School [Directions] | W 7-0 | 2:30pm | |
| Fri., 4/24 | FR Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 4:15 p.m. | 2:45pm | |
| Fri., 4/24 | V Boys Outdoor Track | O'Grady Relays | Away | TBA | TBA | @ Danbury High School |
| Fri., 4/24 | V Boys Tennis | New Milford | Away - New Milford High School [Directions] | L 3-4 | 2:15pm | |
| Fri., 4/24 | V Girls Outdoor Track | O'Grady Relays | Away | TBA | TBA | @ Danbury High School |
| Fri., 4/24 | V Girls Tennis | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | W 6-1 | 2:15pm | |
| Sat., 4/25 | V Baseball | Pomperaug | Home - BHS Baseball Field [Directions] | L 2-6 | ||
| Sat., 4/25 | JV Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 2:00 p.m. | 12:30pm | |
| Sat., 4/25 | FR Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 4/25 | JV Boys Lacrosse | New Fairfield | Home - BHS Back Turf [Directions] | 12:00 p.m. | ||
| Sat., 4/25 | V Boys Outdoor Track | O'Grady Relays | Away | 9:00 a.m. | 8:00am | @ Danbury High School |
| Sat., 4/25 | V Boys Tennis | New Fairfield | Away - New Fairfield HS [Directions] | L 3-4 | 8:00am | |
| Sat., 4/25 | JV Girls Lacrosse | Danbury | Home - BHS Stadium Field [Directions] | 12:00 p.m. | ||
| Sat., 4/25 | V Girls Outdoor Track | O'Grady Relays | Away | 9:00 a.m. | 8:00am | @ Danbury High School |
| Mon., 4/27 | V Baseball | Notre Dame-Fairfield | Away - Fabbri Field at Notre Dame [Directions] | L 8-0 | 2:15pm | |
| Mon., 4/27 | V Boys Outdoor Track | Joel Barlow, Stratford, Kolbe Cathedral | Away [Directions] | 4:00 p.m. | 2:30pm | @ Joel Barlow |
| Mon., 4/27 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | L 1-6 | 2:45pm | |
| Mon., 4/27 | V Girls Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | Weston 226 Brookfield 269 | 2:15pm | |
| Mon., 4/27 | V Softball | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | W 9-3 | 2:15pm | |
| Tue., 4/28 | JV Baseball | Notre Dame-Fairfield | Home - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | 2:45pm shuttle | |
| Tue., 4/28 | V Boys Golf | Masuk | Away [Directions] | Masuk 180 Brookfield 229 | 2:15pm | |
| Tue., 4/28 | V Boys Tennis | Masuk | Home - BHS Tennis Courts [Directions] | W 5-2 | ||
| Tue., 4/28 | V Girls Outdoor Track | Stratford, Joel Barlow, Kolbe Cathedral | Home - BHS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Softball | Pomperaug | Home - BHS Softball Field [Directions] | W 2-0 | ||
| Tue., 4/28 | JV Softball | Notre Dame-Fairfield | Home - PTAK Softball Field [Directions] | 4:15 p.m. | 2:45pm shuttle | |
| Tue., 4/28 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | L 3-4 | 2:15pm | |
| Wed., 4/29 | V Baseball | New Fairfield | Home - BHS Baseball Field [Directions] | L 1-6 | ||
| Wed., 4/29 | FR Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | 2:45pm | |
| Wed., 4/29 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | Joel Barlow 167 Brookfield 195 | 2:15pm | |
| Wed., 4/29 | V Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | W 12-2 | 2:15pm | |
| Wed., 4/29 | JV Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | 5:30 p.m. | 2:15pm | |
| Wed., 4/29 | V Softball | New Fairfield | Home - BHS Softball Field [Directions] | W 10-1 | ||
| Thu., 4/30 | JV Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Thu., 4/30 | V Boys Golf | Immaculate | Away [Directions] | Immaculate 190 Brookfield 196 | 2:15pm | |
| Thu., 4/30 | V Boys Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | W 22-1 | 4:00pm | |
| Thu., 4/30 | V Boys Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | W 5-2 | 2:15pm | |
| Thu., 4/30 | V Girls Golf | Bunnell | Home - Sunset Hill GC [Directions] | Bunnell 226 Brookfield 221 | ||
| Thu., 4/30 | V Girls Lacrosse | Notre Dame-Fairfield | Home - BHS Stadium Field [Directions] | W 14-5 | ||
| Thu., 4/30 | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Thu., 4/30 | V Girls Tennis | Bunnell | Home - BHS Tennis Courts [Directions] | W 5-2 | ||
| Fri., 5/1 | V Baseball | New Milford | Away - New Milford High School [Directions] | L 3-4 | 2:30pm | |
| Fri., 5/1 | FR Baseball | New Milford | Home - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Fri., 5/1 | V Softball | New Milford | Away - New Milford High School [Directions] | W 16-5 | 2:30pm | |
| Sat., 5/2 | JV Baseball | New Milford | Home - BHS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/2 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 3:00 p.m. | 1:15pm | |
| Sat., 5/2 | V Boys Lacrosse | St. Anthonys (NY) | Home - BHS Stadium Field [Directions] | L 6-14 | ||
| Sat., 5/2 | JV Softball | New Milford | Home - BHS Softball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/2 | V Girls Tennis | New Fairfield | Away - New Fairfield HS [Directions] | L 2-5 | 9:00am | |
| Mon., 5/4 | V Baseball | Joel Barlow | Home - BHS Baseball Field [Directions] | L 1-5 | ||
| Mon., 5/4 | FR Baseball | Joel Barlow | Away [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | New Fairfield | Home - Sunset Hill Golf Course [Directions] | Brookfield 193 New Fairfield 197 | ||
| Mon., 5/4 | V Boys Golf | Notre Dame-Fairfield | Home - Sunset Hills [Directions] | Brookfield 193 Notre Dame 194 | ||
| Mon., 5/4 | V Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | L 4-11 | 4:30pm | |
| Mon., 5/4 | JV Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 5/4 | V Boys Outdoor Track | Newtown, Bunnell, Notre Dame-Fairfield | Away [Directions] | 4:00 p.m. | 2:30pm | @ Newtown |
| Mon., 5/4 | V Boys Tennis | Immaculate | Home - BHS Tennis Courts [Directions] | W 6-1 | ||
| Mon., 5/4 | V Girls Lacrosse | Weston | Home - BHS Stadium Field [Directions] | T 12-12 | ||
| Mon., 5/4 | JV Girls Lacrosse | Weston | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Mon., 5/4 | V Softball | Joel Barlow | Home - BHS Softball Field [Directions] | L 2-7 | ||
| Mon., 5/4 | V Girls Tennis | Immaculate | Away - Rogers Park [Directions] | W 5-2 | 3:00PM | |
| Tue., 5/5 | JV Baseball | Joel Barlow | Away - Veteran's Field - Easton [Directions] | 4:15 p.m. | 2:30pm | |
| Tue., 5/5 | V Girls Golf | Immaculate | Home [Directions] | Brookfield 222 Immaculate 232 | ||
| Tue., 5/5 | V Girls Outdoor Track | Newtown, Bunnell, Notre Dame-Fairfield | Away [Directions] | 4:00 p.m. | 2:30pm | @ Newtown |
| Tue., 5/5 | JV Softball | Joel Barlow | Away - Field E (Softball) [Directions] | 4:15 p.m. | 2:30pm | |
| Wed., 5/6 | V Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | L 4-7 | 3:00pm | |
| Wed., 5/6 | FR Baseball | Masuk | Home - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/6 | V Boys Golf | Masuk | Home [Directions] | Masuk 164 Brookfield 189 | ||
| Wed., 5/6 | V Boys Tennis | Berlin | Home - BHS Tennis Courts [Directions] | W 6-1 | ||
| Wed., 5/6 | V Girls Golf | Newtown, Bunnell | Away - Rock Ridge Country Club [Directions] | Newtown 189 Brookfield 261 | 2:15pm | |
| Wed., 5/6 | V Softball | Masuk | Away - Masuk Upper Softball Field [Directions] | W 9-2 | 3:00pm | |
| Thu., 5/7 | JV Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | 4:30 p.m. | 2:30pm | |
| Thu., 5/7 | V Boys Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Thu., 5/7 | V Boys Tennis | Bethel | Away - Bethel High School [Directions] | W 4-3 | 2:45pm | |
| Thu., 5/7 | V Girls Golf | Joel Barlow | Home - Sunset Hill Golf Club [Directions] | Joel Barlow 205 Brookfield 212 | ||
| Thu., 5/7 | V Girls Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | W 12-10 | 4:00pm | |
| Thu., 5/7 | JV Girls Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 6:30 p.m. | 5:30pm | |
| Thu., 5/7 | V Girls Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Thu., 5/7 | JV Softball | Immaculate | Home - BHS Softball Field [Directions] | 4:15 p.m. | 2:45pm | |
| Thu., 5/7 | V Girls Tennis | Bethel | Home - BHS Tennis Courts [Directions] | W 4-3 | ||
| Fri., 5/8 | V Baseball | Bunnell | Home - BHS Baseball Field [Directions] | W 3-1 | ||
| Fri., 5/8 | FR Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 4:15 p.m. | 2:15pm | |
| Fri., 5/8 | V Boys Lacrosse | Bethel | Home - BHS Stadium Field [Directions] | W 13-7 | ||
| Fri., 5/8 | JV Boys Lacrosse | Bethel | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Fri., 5/8 | V Boys Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Fri., 5/8 | V Boys Tennis | Joel Barlow | Away - Tennis Courts [Directions] | L 0-7 | 2:15pm | |
| Fri., 5/8 | V Girls Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Fri., 5/8 | V Softball | Bunnell | Home - BHS Softball Field [Directions] | W 17-4 | ||
| Fri., 5/8 | V Girls Tennis | Joel Barlow | Home - BHS Tennis Courts [Directions] | L 1-6 | ||
| Sat., 5/9 | JV Baseball | Bunnell | Away - Bunnell [Directions] | 11:00 a.m. | 9:00am | |
| Sat., 5/9 | V Boys Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Sat., 5/9 | V Girls Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | L 8-20 | 8:30am | |
| Sat., 5/9 | JV Girls Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | 10:30 a.m. | 8:30am | |
| Sat., 5/9 | V Girls Outdoor Track | Louck's Games | Away | TBA | White Plains New York | |
| Sat., 5/9 | V Softball | Abbott Tech | Away - Hatters Park [Directions] | W 10-0 | 8:30am | |
| Mon., 5/11 | V Baseball | Immaculate | Away - Immaculate High School [Directions] | L 1-0 | 2:15pm | |
| Mon., 5/11 | FR Baseball | Joel Barlow | Home - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Mon., 5/11 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | Newtown 153 Brookfield 184 | 2:15pm | |
| Mon., 5/11 | V Boys Outdoor Track | New Milford, Masuk | Home - BHS Track [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | L 0-7 | 2:15pm | |
| Mon., 5/11 | V Girls Golf | Newtown | Home [Directions] | Newtown 188 Brookfield 231 | ||
| Mon., 5/11 | V Softball | Immaculate | Away - Immaculate High School [Directions] | W 5-0 | 2:15pm | |
| Mon., 5/11 | JV Softball | Newtown | Away - @ Newtown [Directions] | Cancelled | Cancelled | |
| Mon., 5/11 | V Girls Tennis | Weston | Home - BHS Tennis Courts [Directions] | L 0-7 | ||
| Tue., 5/12 | JV Baseball | Immaculate | Home - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 5/12 | V Boys Golf | Stratford | Away - Mill River C.C. [Directions] | Stratford 183 Brookfield 190 | 2:15pm | |
| Tue., 5/12 | V Girls Lacrosse | Danbury | Home - Cadigan Field [Directions] | W 9-8 | ||
| Tue., 5/12 | V Girls Outdoor Track | New Milford, Masuk | Home - BHS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/12 | V Softball | Stratford | Away - DeLuca Field [Directions] | W 18-0 | 2:15pm | |
| Wed., 5/13 | V Baseball | Kolbe Cathedral | Away - Seaside Park [Directions] | W 0-14 | 2:30pm | |
| Wed., 5/13 | V Boys Golf | Weston | Home [Directions] | Weston 175 Brookfield 181 | ||
| Wed., 5/13 | V Boys Tennis | Bethel | Home - BHS Tennis Courts [Directions] | W 5-2 | ||
| Wed., 5/13 | V Girls Lacrosse | Hall | Home - BHS Stadium Field [Directions] | W 8-7 | ||
| Wed., 5/13 | JV Girls Lacrosse | Hall | Home - BHS Stadium Field [Directions] | 4:30 p.m. | ||
| Wed., 5/13 | V Softball | Kolbe Cathedral | Away - Seaside Park [Directions] | L 5-4 | 2:30pm | |
| Wed., 5/13 | V Girls Tennis | Bethel | Away - Bethel High School [Directions] | L 2-5 | 3:15pm | |
| Thu., 5/14 | V Baseball | Bethel | Home - BHS Baseball Field [Directions] | L 2-3 | Senior Night | |
| Thu., 5/14 | FR Baseball | Bethel | Away - Parloa Field [Directions] | 4:15 p.m. | 2:45pm | |
| Thu., 5/14 | V Boys Lacrosse | Pomperaug | Home - BHS Stadium Field [Directions] | W 13-7 | Senior Night | |
| Thu., 5/14 | JV Boys Lacrosse | Pomperaug | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Thu., 5/14 | V Boys Tennis | Abbott Tech | Home - BHS Tennis Courts [Directions] | W 5-2 | ||
| Thu., 5/14 | V Girls Golf | Weston | Home [Directions] | Weston 217 Brookfield 228 | ||
| Thu., 5/14 | V Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | W 10-8 | 4:00pm | |
| Thu., 5/14 | JV Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 5:30 p.m. | 4:00pm | |
| Thu., 5/14 | V Softball | Bethel | Home - BHS Softball Field [Directions] | W 4-3 | ||
| Fri., 5/15 | FR Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | 2:30pm | |
| Sat., 5/16 | V Boys Lacrosse | Stepinac (NY) | Home - BHS Stadium Field [Directions] | W 17-12 | ||
| Sat., 5/16 | JV Boys Lacrosse | Stepinac (NY) | Home - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Mon., 5/18 | V Baseball | Weston | Home - Harbor Yard. Bridgeport, CT [Directions] | L 3-5 | 4:30pm | |
| Mon., 5/18 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | W 19-9 | 5:00pm | |
| Mon., 5/18 | V Boys Outdoor Track | New Fairfield, Pomperaug, Weston | Away [Directions] | 4:00 p.m. | 2:30pm | @ New Fairfield |
| Mon., 5/18 | V Boys Tennis | Stratford | Home - BHS Tennis Courts [Directions] | L 5-2 | ||
| Mon., 5/18 | V Girls Golf | Masuk | Home [Directions] | Masuk 212 Brookfield 225 | ||
| Mon., 5/18 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | L 9-16 | 2:30pm | |
| Mon., 5/18 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:30 p.m. | 4:15pm | |
| Mon., 5/18 | V Softball | Weston | Home - BHS Softball Field [Directions] | W 7-6 | Senior Night | |
| Tue., 5/19 | V Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | L 1-2 | 2:30pm | |
| Tue., 5/19 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | 2:45pm | |
| Tue., 5/19 | V Boys Golf | Bunnell | Away - Oronoque Country Club [Directions] | Brookfield 185 Bunnell 199 | 2:15pm | |
| Tue., 5/19 | V Girls Lacrosse | Stratford/Bunnell | Home - BHS Stadium Field [Directions] | W 14-2 | Senior Night | |
| Tue., 5/19 | JV Girls Lacrosse | Stratford/Bunnell | Home - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Tue., 5/19 | V Girls Outdoor Track | Weston, Pomperaug, New Fairfield | Away [Directions] | 4:00 p.m. | 2:30pm | @ Weston |
| Tue., 5/19 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | W 5-4 | 2:45pm | |
| Wed., 5/20 | JV Baseball | New Fairfield | Home - Huckleberry Hill Elementary School Baseball Field [Directions] | 4:15 p.m. | 2:45 shuttle | |
| Wed., 5/20 | FR Baseball | New Fairfield | Home - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/20 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | L 6-18 | 3:00pm | |
| Wed., 5/20 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | 3:00pm | |
| Wed., 5/20 | V Boys Tennis | Berlin | Away - Berlin High School [Directions] | L 2-5 | 2:15 pm | |
| Wed., 5/20 | JV Softball | Pomperaug | Home - PTAK Softball Field [Directions] | 4:15 p.m. | 2:45 shuttle | |
| Thu., 5/21 | V Girls Golf | Stratford | Away - Mill River C.C. [Directions] | Brookfield 257 Stratford 301 | 2:15pm | |
| Thu., 5/21 | JV Softball | Bunnell | Away - Bunnell Softball Field [Directions] | 4:15 p.m. | 2:15pm | |
| Fri., 5/22 | V Boys Lacrosse | New Fairfield | Away [Directions] | 4:00 p.m. | 2:45pm | |
| Fri., 5/22 | V Girls Lacrosse | New Milford | Home - BHS Stadium Field [Directions] | W 11-10 | ||
| Fri., 5/22 | JV Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 4:15 p.m. | 2:45pm | |
| Sat., 5/23 | V Softball | Masuk | Home - BHS Softball Field [Directions] | 10:00 a.m. | ||
| Tue., 5/26 | V Boys Lacrosse | SWC Semi-Final | Home [Directions] | Cancelled | @ Brookfield HS | |
| Tue., 5/26 | V Boys Outdoor Track | SWC Championship | Away | 3:30 p.m. | 1:45pm | @ Weston |
| Tue., 5/26 | V Boys Tennis | Immaculate | Away [Directions] | 4:00 p.m. | 3:30pm | Rodgers Park |
| Tue., 5/26 | V Girls Lacrosse | Joel Barlow | Away [Directions] | L 10-9 | 3:30 | New Fairfield |
| Tue., 5/26 | V Girls Outdoor Track | SWC Champioinship | Away | 3:00 p.m. | 1:45pm | @ Weston |
| Tue., 5/26 | V Softball | Joel Barlow | Away [Directions] | 5:00 p.m. | 2:15pm | |
| Tue., 5/26 | V Girls Tennis | Joel Barlow | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 5/27 | V Girls Golf | Bunnell | Away - Oronoque Country Club [Directions] | Brookfield 210 Bunnell 235 | 2:15pm | |
| Thu., 5/28 | V Boys Golf | Newtown | Home [Directions] | Cancelled | ||
| Thu., 5/28 | V Boys Lacrosse | SWC Final | Away | Cancelled | @ Joel Barlow HS | |
| Thu., 5/28 | V Girls Golf | Stratford | Home - Sunset Hill Golf Course [Directions] | Cancelled | ||
| Thu., 5/28 | V Girls Lacrosse | SWC Final | Away | Cancelled | @ Joel Barlow | |
| Thu., 5/28 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley High School Courts [Directions] | L 3-4 | 2:30pm | |
| Fri., 5/29 | V Girls Lacrosse | Avon | Home - BHS Stadium Field [Directions] | 3:00 p.m. | ||
| Sat., 5/30 | V Boys Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 11:00 a.m. | 10:00am | States - Qualifying Round |
| Sat., 5/30 | V Girls Lacrosse | States - Playdowns | Home - BHS Stadium Field [Directions] | TBA | ||
| Mon., 6/1 | V Girls Lacrosse | States - 1st Round | Home - BHS Stadium Field [Directions] | Cancelled | ||
| Tue., 6/2 | V Boys Outdoor Track | Class MM Meet | Away | 2:30 p.m. | 12:00pm | @ Middletown High School |
| Tue., 6/2 | V Girls Golf | SWC Championship | Away | Brookfield 457 | 7:10am | @ Orange Hills CC |
| Tue., 6/2 | V Girls Outdoor Track | Class MM Meet | Away | 2:30 p.m. | 12:00pm | @ Middletown High School |
| Wed., 6/3 | V Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 5:30 p.m. | 2:45pm | |
| Wed., 6/3 | V Softball | New Fairfield | Home - BHS Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 6/4 | V Girls Lacrosse | State Quarter-Finals | Away | Cancelled | ||
| Thu., 6/4 | V Softball | Nonnewaug | Home - BHS Softball Field [Directions] | 4:00 p.m. | ||
| Sat., 6/6 | V Boys Lacrosse | State - Quarter-Finals | Away | TBA | ||
| Mon., 6/8 | V Boys Outdoor Track | OPEN | Away | 1:30 p.m. | 11:00am | @ Willowbrook Park |
| Mon., 6/8 | V Girls Outdoor Track | OPEN | Away | 1:30 p.m. | 9:00am | @ Willowbrook Park |
| Tue., 6/9 | V Girls Lacrosse | State Semi-Finals | Away | Cancelled | ||
| Wed., 6/10 | V Boys Lacrosse | State Semi-Finals | Away | TBA | ||
| Sat., 6/13 | V Boys Lacrosse | State Finals | Away | TBA | ||
| Sat., 6/13 | V Boys Outdoor Track | New England Tournament | Away | TBA | TBA | |
| Sat., 6/13 | V Girls Lacrosse | State Finals | Away | Cancelled | ||
| Sat., 6/13 | V Girls Outdoor Track | New England Tournament | Away | TBA | TBA | |
| Tue., 6/16 | V Boys Outdoor Track | Decathlon | Away | 11:00 a.m. | 9:00am | @ Willowbrook Park |
| Tue., 6/16 | V Girls Outdoor Track | Heptathlon | Away | 11:00 a.m. | 9:00am | |
| Wed., 6/17 | V Boys Outdoor Track | Decathlon | Away | 11:00 a.m. | 9:00am | @ Willowbrook Park |
| Wed., 6/17 | V Girls Outdoor Track | Decathlon | Away | 11:00 a.m. | 9:00am | @ Willowbrook Park |