| Brookfield 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 364 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Bus Time (Company) | Note |
| TBA | JV Baseball | Immaculate | Away - Immaculate High School [Directions] | 9:00 a.m. | 7:45am | |
| TBA | JV Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | TBA | 8:00am | |
| 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 | 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 | |
| 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] | 5:00 p.m. | 2:30pm | |
| Tue., 9/9 | V Boys Soccer | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | 3:45pm | |
| Tue., 9/9 | V Girls Cross Country | New Fairfield, Joel Barlow, Immaculate | Away - Rebel Stadium [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 9/9 | V Girls Swimming and Diving | Newtown | Away - Newtown High School Pool [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/9 | V Girls Volleyball | Joel Barlow | Away - Lower Gym [Directions] | 5:00 p.m. | 2:30 pm | |
| Tue., 9/9 | JV Girls Volleyball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:30 pm | |
| Thu., 9/11 | V Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | 3:45 p.m. | 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 | |
| Fri., 9/12 | V Football | Masuk | Away - Masuk Stadium Field [Directions] | 7:00 p.m. | 4:30pm | |
| Fri., 9/12 | V Competitive Cheerleading | Masuk | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Tue., 9/16 | V Boys Cross Country | Pomperaug, Newtown, New Milford | Away [Directions] | 5:00 p.m. | 2:30pm | |
| Tue., 9/16 | V Girls Cross Country | Pomperaug, Newtown, New Milford | Away [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 9/16 | V Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | 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] | 3:45 p.m. | 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] | 4:00 p.m. | 2:30pm | |
| 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] | 6:00 p.m. | 3:30pm | |
| Thu., 9/18 | JV Boys Soccer | Weston | Away - WHS Turf Field [Directions] | 4:00 p.m. | 3:30pm | |
| Thu., 9/18 | V Girls Swimming and Diving | Bunnell | Away - Flood Pool [Directions] | 7:00 p.m. | 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] | 7:00 p.m. | 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] | 6:00 p.m. | 3:00pm | |
| Fri., 9/19 | JV Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | 3:00pm | |
| Sat., 9/20 | V Field Hockey | New Milford | Away - New Milford High School [Directions] | 10:00 a.m. | 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] | 7:00 p.m. | 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] | 5:00 p.m. | 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] | 5:00 p.m. | 2:30pm | Meet at Wolfe Park in Monroe |
| Tue., 9/23 | V Boys Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | 5:30 p.m. | 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] | 4:30 p.m. | 2:30pm | Meet will be at Wolfe Park in Monroe |
| Tue., 9/23 | V Girls Swimming and Diving | Pomperaug | Away - Pomperaug Pool [Directions] | 4:00 p.m. | 2:30pm | |
| 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] | 7:00 p.m. | 4:00pm | |
| Fri., 9/26 | JV Field Hockey | Masuk | Away - Masuk Stadium Field [Directions] | 5:30 p.m. | 2:15pm | |
| 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 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] | 10:00 a.m. | 8:15am | |
| Mon., 9/29 | V Girls Volleyball | Bethel | Away - Bethel High School [Directions] | 5:00 p.m. | 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 Soccer | Joel Barlow | Away - Field J [Directions] | 3:45 p.m. | 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 Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:30 p.m. | 2:15pm | |
| Tue., 9/30 | JV Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 3:30 p.m. | 2:15pm | |
| 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] | 6:30 p.m. | 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 Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | 2:30pm | |
| 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 | FR Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 10/6 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | 7:00 p.m. | 4:30 pm | |
| Mon., 10/6 | V Girls Volleyball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:00 p.m. | 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 | |
| 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 Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 5:30 p.m. | 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 | |
| Thu., 10/9 | FR Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/9 | V Girls Soccer | Bethel | Away - Rourke Field [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 10/10 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield HS [Directions] | 6:00 p.m. | 4:30pm | |
| Fri., 10/10 | V Girls Volleyball | New Milford | Away - New Milford High School [Directions] | 5:00 p.m. | 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] | 5:30 p.m. | 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 | |
| Mon., 10/13 | V Girls Soccer | Immaculate | Away - Mustang Valley [Directions] | 10:00 a.m. | 8:45am | |
| Wed., 10/15 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 3:45 p.m. | 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] | 5:00 p.m. | 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] | 7:00 p.m. | 3:15pm | |
| Thu., 10/16 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | 3:15pm | |
| Fri., 10/17 | V Boys Cross Country | SWC Championships | Away | 3:30 p.m. | 1:45pm | |
| Fri., 10/17 | V Girls Cross Country | SWC Championship | Away | 3:30 p.m. | 1:45pm | |
| Sat., 10/18 | V Girls Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 11:30 a.m. | 9:45pm | |
| Mon., 10/20 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 3:30 p.m. | 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] | 6:00 p.m. | 3:00pm | |
| Mon., 10/20 | JV Girls Soccer | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | 3:00pm | |
| Wed., 10/22 | V Boys Soccer | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 5:00 p.m. | 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 |
| Fri., 10/24 | V Football | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | 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 | V Girls Cross Country | State Class MM Championships | Away | TBA | 7:00 am | At Wickham Park |
| 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 |
| Wed., 10/29 | V Field Hockey | New Milford | Away [Directions] | 5:30 p.m. | 3:45 pm | @ Joel Barlow |
| 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] | 7:00 p.m. | 4:30pm | |
| Fri., 10/31 | V Competitive Cheerleading | Pomperaug | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Sat., 11/1 | V Girls Swimming and Diving | Masuk | Away | 12:00 p.m. | 10:00am | Bus Pick up at Hawleyville Deli |
| 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 |
| 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 |
| Sat., 11/15 | V Football | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | 1:00 p.m. | 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 | |
| Thu., 12/11 | V Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 7:00 p.m. | 5:15 p.m. | |
| Fri., 12/19 | V Boys Basketball | Plainville | Away - Wood Gymnasium [Directions] | 5:30 p.m. | 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] | 6:15 p.m. | 3:15 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 Girls Basketball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | 4:15 p.m. | 2:30 p.m. | @ Fairfield-Ludlowe (BHS Blue Uniforms) |
| Tue., 12/30 | V Girls Basketball | Brien McMahon | Away [Directions] | TBA | TBD | |
| 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] | 10:30 a.m. | 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. | |
| 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] | 2:30 p.m. | 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 | |
| Tue., 1/13 | V Boys Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 7:00 p.m. | 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] | 4:00 p.m. | 2:15pm | |
| 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] | 5:30 p.m. | 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 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] | 7:00 p.m. | 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 | |
| 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] | 7:00 p.m. | 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. | |
| 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] | 7:00 p.m. | 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 Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 7:00 p.m. | 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] | 7:00 p.m. | 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] | 7:00 p.m. | 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. | |
| 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 Girls Basketball | Nonnewaug | Away - Nonnewaug High School [Directions] | 7:00 p.m. | 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] | 7:00 p.m. | 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 | |
| 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 Girls Basketball | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | 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 | |
| Fri., 2/13 | V Boys Basketball | Immaculate | Away - Immaculate High School [Directions] | 7:00 p.m. | 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. | |
| 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 |
| Tue., 2/17 | V Boys Basketball | New Milford | Away - New Milford High School [Directions] | 7:00 p.m. | 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. | |
| 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 |
| 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. | |
| Fri., 2/27 | V Boys Indoor Track | New England Championship | Away | TBA | TBA | BOSTON, MASSACHUSETTS |
| 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 | |
| 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] | 7:00 p.m. | 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 |
| Wed., 4/8 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | 6:00 p.m. | 4:30pm | |
| Wed., 4/8 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Wed., 4/8 | V Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 4:30 p.m. | 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] | 4:15 p.m. | 2:30pm | |
| Wed., 4/8 | V Girls Tennis | New Fairfield | Away - Rebel Turf [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 4/9 | V Boys Lacrosse | Newtown | Away - Treadwell Town Park [Directions] | 5:45 p.m. | 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] | 3:00 p.m. | 2:15pm | |
| Sat., 4/11 | V Baseball | Danbury | Away - @ Danbury [Directions] | 11:00 a.m. | 9:15am | |
| Mon., 4/13 | V Boys Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 4/14 | V Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | 4:00 p.m. | 2:30 pm | |
| Tue., 4/14 | V Boys Golf | Bethel | Away - Redding Country Club [Directions] | 12:00 p.m. | 11:00am | |
| Tue., 4/14 | V Girls Lacrosse | New Milford | Away - New Milford High School [Directions] | 6:00 p.m. | 5:00pm | |
| Tue., 4/14 | JV Girls Lacrosse | New Milford | Away - New Milford High School [Directions] | 4:30 p.m. | 3:30pm | |
| Wed., 4/15 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | 4:15 p.m. | 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 | V Softball | Bunnell | Away - Bunnell Softball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Wed., 4/15 | V Girls Tennis | Stratford | Away [Directions] | 11:00 a.m. | 9:30am | |
| Thu., 4/16 | V Boys Tennis | Newtown | Away - Newtown High School [Directions] | 11:30 a.m. | 10:45am | |
| Fri., 4/17 | V Girls Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 4/18 | V Boys Lacrosse | Farmington | Away - Farmington High School [Directions] | 4:15 p.m. | 2:15 pm | |
| Sat., 4/18 | V Softball | Newtown | Away - Newtown High School Softball Field [Directions] | 3:00 p.m. | 1:45pm | |
| Tue., 4/21 | JV Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Tue., 4/21 | V Boys Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 6:30 p.m. | 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] | 4:30 p.m. | 3:30pm | |
| Tue., 4/21 | V Girls Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | 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] | 4:15 p.m. | 2:15pm | |
| Wed., 4/22 | FR Baseball | Stratford | Home - BHS Baseball Field [Directions] | 3:45 p.m. | 2:45pm | |
| 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] | 3:00 p.m. | 2:15pm | |
| Thu., 4/23 | V Boys Lacrosse | Kennedy Catholic-Somers (NY) | Away - JFK Turf Field | 5:30 p.m. | 4:15 pm | |
| Thu., 4/23 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:15 p.m. | 2:15pm | |
| 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] | 3:45 p.m. | 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] | 3:45 p.m. | 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] | 3:45 p.m. | 2:15pm | |
| 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 | 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] | 9:00 a.m. | 8:00am | |
| 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] | 4:15 p.m. | 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] | 3:30 p.m. | 2:45pm | |
| Mon., 4/27 | V Girls Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 3:00 p.m. | 2:15pm | |
| Mon., 4/27 | V Softball | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | 4:15 p.m. | 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] | 3:00 p.m. | 2:15pm | |
| 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] | 3:45 p.m. | 2:15pm | |
| 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] | 3:15 p.m. | 2:15pm | |
| Wed., 4/29 | V Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | 4:00 p.m. | 2:15pm | |
| Wed., 4/29 | JV Girls Lacrosse | Kennedy Catholic-Somers (NY) | Away | 5:30 p.m. | 2:15pm | |
| 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] | 3:00 p.m. | 2:15pm | |
| Thu., 4/30 | V Boys Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | 5:30 p.m. | 4:00pm | |
| Thu., 4/30 | V Boys Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 4/30 | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 4:15 p.m. | 2:30pm | |
| Fri., 5/1 | V Baseball | New Milford | Away - New Milford High School [Directions] | 4:15 p.m. | 2:30pm | |
| Fri., 5/1 | V Softball | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 5/2 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 3:00 p.m. | 1:15pm | |
| Sat., 5/2 | V Girls Tennis | New Fairfield | Away - New Fairfield HS [Directions] | 10:00 a.m. | 9:00am | |
| Mon., 5/4 | V Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | 6:00 p.m. | 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 Girls Tennis | Immaculate | Away - Rogers Park [Directions] | 3:45 p.m. | 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 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] | 4:45 p.m. | 3:00pm | |
| Wed., 5/6 | V Girls Golf | Newtown, Bunnell | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | 2:15pm | |
| Wed., 5/6 | V Softball | Masuk | Away - Masuk Upper Softball Field [Directions] | 4:45 p.m. | 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 Tennis | Bethel | Away - Bethel High School [Directions] | 3:45 p.m. | 2:45pm | |
| Thu., 5/7 | V Girls Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 5:00 p.m. | 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 | JV Softball | Immaculate | Home - BHS Softball Field [Directions] | 4:15 p.m. | 2:45pm | |
| Fri., 5/8 | FR Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 4:15 p.m. | 2:15pm | |
| Fri., 5/8 | V Boys Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 4:00 p.m. | 2:15pm | |
| Sat., 5/9 | JV Baseball | Bunnell | Away - Bunnell [Directions] | 11:00 a.m. | 9:00am | |
| Sat., 5/9 | V Girls Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | 12:00 p.m. | 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 Softball | Abbott Tech | Away - Hatters Park [Directions] | 10:00 a.m. | 8:30am | |
| Mon., 5/11 | V Baseball | Immaculate | Away - Immaculate High School [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 5/11 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | 2:15pm | |
| Mon., 5/11 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 5/11 | V Softball | Immaculate | Away - Immaculate High School [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 5/12 | V Boys Golf | Stratford | Away - Mill River C.C. [Directions] | 3:00 p.m. | 2:15pm | |
| Tue., 5/12 | V Softball | Stratford | Away - DeLuca Field [Directions] | 4:15 p.m. | 2:15pm | |
| Wed., 5/13 | V Baseball | Kolbe Cathedral | Away - Seaside Park [Directions] | 4:45 p.m. | 2:30pm | |
| Wed., 5/13 | V Softball | Kolbe Cathedral | Away - Seaside Park [Directions] | 4:45 p.m. | 2:30pm | |
| Wed., 5/13 | V Girls Tennis | Bethel | Away - Bethel High School [Directions] | 3:45 p.m. | 3:15pm | |
| Thu., 5/14 | FR Baseball | Bethel | Away - Parloa Field [Directions] | 4:15 p.m. | 2:45pm | |
| Thu., 5/14 | V Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 7:00 p.m. | 4:00pm | |
| Thu., 5/14 | JV Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 5:30 p.m. | 4:00pm | |
| Fri., 5/15 | FR Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | 2:30pm | |
| Mon., 5/18 | V Baseball | Weston | Home - Harbor Yard. Bridgeport, CT [Directions] | 7:00 p.m. | 4:30pm | |
| Mon., 5/18 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 7:00 p.m. | 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 Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 5/18 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:30 p.m. | 4:15pm | |
| Tue., 5/19 | V Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | 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] | 3:00 p.m. | 2:15pm | |
| 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] | 4:15 p.m. | 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 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | 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] | 4:00 p.m. | 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] | 3:00 p.m. | 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 | JV Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 4:15 p.m. | 2:45pm | |
| 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] | 5:00 p.m. | 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] | 3:45 p.m. | 2:15pm | |
| Thu., 5/28 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley High School Courts [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 5/30 | V Boys Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 11:00 a.m. | 10:00am | States - Qualifying Round |
| 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 | 9:00 a.m. | 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 | |
| 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 |
| Sat., 6/13 | V Boys Outdoor Track | New England Tournament | Away | TBA | TBA | |
| 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 |