| Pomperaug 2020-21 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 565 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 9/29 | V Boys Soccer | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Field Hockey | Nonnewaug (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Girls Soccer | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Volleyball | Naugatuck (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | 3:45 p.m. | L 2-3 | |
| Thu., 10/1 | V Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Thu., 10/1 | V Field Hockey | Newtown | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | L 2-3 | |
| Thu., 10/1 | V Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | W 1-0 | |
| Thu., 10/1 | V Girls Volleyball | Newtown | Away - Newtown HS-Newtown High School Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Fri., 10/2 | V Football | Newtown | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 4:15 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Newtown | Home - Pomperaug HS-PHS Pool [Directions] | 6:00 p.m. | 115/76 Newtown | |
| Sat., 10/3 | V Boys Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | T 0-0 | |
| Sat., 10/3 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | L 1-3 | |
| Sat., 10/3 | V Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 2:00 p.m. | W 5-1 | |
| Sat., 10/3 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 11:00 a.m. | L 2-3 | |
| Mon., 10/5 | V Field Hockey | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 5-0 | |
| Mon., 10/5 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 10/6 | V Boys Cross Country | Newtown | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 5:00 p.m. | ||
| Tue., 10/6 | V Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 10/6 | V Girls Cross Country | Newtown | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 4:30 p.m. | ||
| Tue., 10/6 | V Girls Soccer | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 10/6 | V Girls Swimming and Diving | New Milford | Home - Pomperaug HS-PHS Pool [Directions] | 6:00 p.m. | 109/77 Pomperaug | |
| Wed., 10/7 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 1-0 | |
| Wed., 10/7 | V Girls Volleyball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/8 | V Boys Soccer | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | T 0-0 | |
| Thu., 10/8 | V Girls Soccer | New Fairfield | Away - New Fairfield High-Rebel Turf [Directions] | 6:00 p.m. | W 2-0 | |
| Fri., 10/9 | V Girls Swimming and Diving | Brookfield | Away - Brookfield YMCA [Directions] | 4:00 p.m. | 96/82 Pomperaug | |
| Sat., 10/10 | JV Boys Soccer | Abbott Tech | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 10:30 a.m. | ||
| Sat., 10/10 | JV Boys Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 9:00 a.m. | ||
| Sat., 10/10 | FR Boys Soccer | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 2:00 p.m. | ||
| Sat., 10/10 | FR Boys Soccer | Masuk | Home - New Milford HS-North Turf Field - NMHS [Directions] | 3:30 p.m. | ||
| Sat., 10/10 | JV Field Hockey | Watertown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 10:15 a.m. | ||
| Sat., 10/10 | JV Field Hockey | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 9:00 a.m. | ||
| Sat., 10/10 | FR Field Hockey | New Milford | Home - Newtown HS-Blue and Gold Stadium [Directions] | 11:30 a.m. | ||
| Sat., 10/10 | FR Field Hockey | New Fairfield | Home - Newtown HS-Blue and Gold Stadium [Directions] | 2:30 p.m. | ||
| Sat., 10/10 | JV Girls Soccer | New Milford | Away - New Fairfield High-Rebel Turf [Directions] | 10:30 a.m. | ||
| Sat., 10/10 | JV Girls Soccer | New Fairfield | Away - New Fairfield High-Rebel Turf [Directions] | 12:00 p.m. | ||
| Sat., 10/10 | JV Girls Volleyball | Bethel | Home - Brookfield HS-BHS Small Gym [Directions] | 12:00 p.m. | W 2-0 | |
| Sat., 10/10 | JV Girls Volleyball | Abbott Tech | Home - Brookfield HS-BHS Small Gym [Directions] | 1:45 p.m. | W 2-0 | |
| Sat., 10/10 | FR Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 12:30 p.m. | ||
| Sat., 10/10 | FR Girls Volleyball | New Fairfield | Away - New Milford HS-Main Gym - NMHS [Directions] | 1:45 p.m. | ||
| Mon., 10/12 | V Field Hockey | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 9:00 a.m. | T 2-2 | |
| Mon., 10/12 | V Girls Soccer | Bethel | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | W 6-0 | |
| Tue., 10/13 | V Boys Cross Country | Brookfield, New Fairfield | Home - Pomperaug HS-Cross Country Course [Directions] | 5:00 p.m. | ||
| Tue., 10/13 | V Boys Soccer | Bethel | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 4:15 p.m. | L 1-0 | |
| Tue., 10/13 | V Girls Cross Country | Brookfield, New Fairfield | Home - Pomperaug HS-Cross Country Course [Directions] | 4:30 p.m. | ||
| Tue., 10/13 | V Girls Swimming and Diving | New Fairfield | Home - Pomperaug HS-PHS Pool [Directions] | 6:00 p.m. | 95/82 Pomperaug | |
| Tue., 10/13 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:15 p.m. | W 3-0 | |
| Wed., 10/14 | V Field Hockey | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:15 p.m. | OT-L 1-2 | |
| Wed., 10/14 | V Girls Volleyball | Abbott Tech | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 10/15 | V Boys Soccer | Abbott Tech | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | W 4-0 | |
| Thu., 10/15 | V Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 6:15 p.m. | W 2-0 | |
| Thu., 10/15 | V Girls Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 4:15 p.m. | 97/89 pomperaug | |
| Fri., 10/16 | V Boys Cross Country | Brookfield | Home - Pomperaug HS-Cross Country Course [Directions] | Canceled | Cancelled | |
| Fri., 10/16 | V Football | Brookfield | Home - Pomperaug HS-Stadium [Directions] | Canceled | Cancelled | |
| Fri., 10/16 | V Girls Cross Country | Brookfield | Home - Pomperaug HS-Cross Country Course [Directions] | Canceled | Cancelled | |
| Fri., 10/16 | V Girls Swimming and Diving | Newtown | Home - Pomperaug HS-PHS Pool [Directions] | 4:00 p.m. | 97/89 pomperaug | |
| Sat., 10/17 | JV Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 9:00 a.m. | ||
| Sat., 10/17 | JV Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | Canceled | Cancelled | |
| Sat., 10/17 | FR Boys Soccer | New Milford | Home - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 10:30 a.m. | ||
| Sat., 10/17 | FR Boys Soccer | Masuk | Away - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 1:30 p.m. | ||
| Sat., 10/17 | JV Field Hockey | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 11:30 a.m. | ||
| Sat., 10/17 | JV Field Hockey | New Milford | Home - Pomperaug HS-Stadium [Directions] | 1:30 p.m. | ||
| Sat., 10/17 | FR Field Hockey | Newtown | Away - Pomperaug HS-Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/17 | FR Field Hockey | New Milford | Away - Pomperaug HS-Stadium [Directions] | 8:30 a.m. | ||
| Sat., 10/17 | FR Field Hockey | Newtown | Away - Pomperaug HS-Baseball Field [Directions] | TBA | ||
| Sat., 10/17 | JV Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 3:00 p.m. | ||
| Sat., 10/17 | JV Girls Soccer | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 5:30 p.m. | ||
| Sat., 10/17 | JV Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 11:30 a.m. | ||
| Sat., 10/17 | JV Girls Volleyball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 1:30 p.m. | ||
| Sat., 10/17 | FR Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | FR Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 9:00 a.m. | ||
| Mon., 10/19 | V Field Hockey | New Milford | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 1-0 | |
| Mon., 10/19 | V Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 10/20 | V Boys Cross Country | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | ||
| Tue., 10/20 | V Boys Soccer | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/20 | V Girls Cross Country | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:15 p.m. | T 1-1 | |
| Tue., 10/20 | V Girls Swimming and Diving | Bethel/Immaculate | Home - Pomperaug HS-PHS Pool [Directions] | 6:00 p.m. | 91/87 pomperaug | |
| Wed., 10/21 | V Field Hockey | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | Postponed | ||
| Wed., 10/21 | V Girls Volleyball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | L 2-3 | |
| Thu., 10/22 | V Boys Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | L 2-0 | |
| Thu., 10/22 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:15 p.m. | T 1-1 | |
| Fri., 10/23 | V Football | Masuk | Home - Pomperaug HS-Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/23 | V Girls Swimming and Diving | New Milford | Home - Pomperaug HS-PHS Pool [Directions] | 4:00 p.m. | 92/89 pomperaug | |
| Sat., 10/24 | JV Boys Soccer | Abbott Tech | Home - Pomperaug HS-Stadium [Directions] | 11:00 a.m. | ||
| Sat., 10/24 | JV Boys Soccer | Abbott Tech | Home - Pomperaug HS-Stadium [Directions] | Canceled | Cancelled | |
| Sat., 10/24 | JV Boys Soccer | Abbott Tech | Home - Pomperaug HS-Stadium [Directions] | Canceled | Cancelled | |
| Sat., 10/24 | FR Boys Soccer | New Milford | Away - Masuk HS-Masuk High School Middle Field [Directions] | 10:30 a.m. | ||
| Sat., 10/24 | FR Boys Soccer | Newtown | Home - Masuk HS-Masuk High School Middle Field [Directions] | 9:00 a.m. | ||
| Sat., 10/24 | JV Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 10:45 a.m. | ||
| Sat., 10/24 | FR Field Hockey | Newtown | Away - New Milford HS-North Turf Field - NMHS [Directions] | 10:45 a.m. | ||
| Sat., 10/24 | FR Field Hockey | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 12:00 p.m. | ||
| Sat., 10/24 | JV Girls Soccer | Bethel | Home - Pomperaug HS-Stadium [Directions] | 9:00 a.m. | ||
| Sat., 10/24 | JV Girls Volleyball | Pomperaug | Home - Newtown HS-Newtown High School Gym [Directions] | 10:00 a.m. | ||
| Sat., 10/24 | JV Girls Volleyball | Newtown | Away - Newtown HS-Newtown High School Gym [Directions] | 12:00 p.m. | ||
| Sat., 10/24 | FR Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 11:45 a.m. | ||
| Sat., 10/24 | FR Girls Volleyball | Immaculate | Away - New Milford HS-Main Gym - NMHS [Directions] | 9:15 a.m. | ||
| Mon., 10/26 | V Boys Cross Country | Bethel, Abbott Tech | Home - Pomperaug HS-Cross Country Course [Directions] | 5:00 p.m. | ||
| Mon., 10/26 | V Girls Cross Country | Bethel, Abbott Tech | Home - Pomperaug HS-Cross Country Course [Directions] | 4:30 p.m. | ||
| Mon., 10/26 | V Field Hockey | Watertown | Home - Pomperaug HS-Stadium [Directions] | 6:15 p.m. | W 1-0 | |
| Mon., 10/26 | V Girls Volleyball | New Milford | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 10/27 | V Boys Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 10/27 | V Girls Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | W 1-0 | |
| Tue., 10/27 | V Girls Swimming and Diving | New Milford | Home - Pomperaug HS-PHS Pool [Directions] | Canceled | Cancelled | |
| Wed., 10/28 | V Field Hockey | New Fairfield | Away - New Fairfield High-Rebel Turf [Directions] | 4:15 p.m. | W 2-1 | |
| Thu., 10/29 | V Football | New Fairfield | Away - New Fairfield High-Stadium Field [Directions] | 4:30 p.m. | ||
| Thu., 10/29 | V Boys Soccer | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/29 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:15 p.m. | ||
| Thu., 10/29 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield High-Pool [Directions] | 4:00 p.m. | 97/81 pomperaug | |
| Fri., 10/30 | V Boys Cross Country | Brookfield, Newtown | Away - Brookfield HS-BHS Track [Directions] | Postponed | ||
| Fri., 10/30 | V Girls Cross Country | Brookfield, Newtown | Away - Brookfield HS-BHS Track [Directions] | Postponed | ||
| Sat., 10/31 | JV Boys Soccer | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 11:45 a.m. | ||
| Sat., 10/31 | JV Boys Soccer | New Milford | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 1:00 p.m. | ||
| Sat., 10/31 | JV Boys Soccer | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 2:15 p.m. | ||
| Sat., 10/31 | FR Boys Soccer | Masuk | Home - Pomperaug HS-Stadium [Directions] | 11:00 a.m. | ||
| Sat., 10/31 | FR Boys Soccer | New Milford | Away - Pomperaug HS-Stadium [Directions] | 9:00 a.m. | ||
| Sat., 10/31 | FR Boys Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 9:00 a.m. | ||
| Sat., 10/31 | FR Boys Soccer | Masuk | Away - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | ||
| Sat., 10/31 | FR Field Hockey | New Fairfield | Away - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | ||
| Sat., 10/31 | FR Field Hockey | Newtown | Away - New Milford HS-North Turf Field - NMHS [Directions] | 9:00 a.m. | ||
| Sat., 10/31 | JV Girls Soccer | Bethel | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 11:30 a.m. | ||
| Sat., 10/31 | JV Girls Soccer | Bethel | Away - New Fairfield High-Stadium Field [Directions] | 12:45 p.m. | ||
| Sat., 10/31 | JV Girls Soccer | New Fairfield | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 12:45 p.m. | ||
| Sat., 10/31 | JV Girls Volleyball | Immaculate | Away - New Milford HS-Small Gym - NMHS [Directions] | 10:00 a.m. | ||
| Sat., 10/31 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 11:00 a.m. | ||
| Mon., 11/2 | V Field Hockey | Newtown | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | W 3-1 | |
| Mon., 11/2 | V Girls Swimming and Diving | Brookfield | Home - Pomperaug HS-PHS Pool [Directions] | Postponed | ||
| Mon., 11/2 | V Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 4:15 p.m. | W 3-0 | |
| Tue., 11/3 | V Boys Cross Country | Bethel, Immaculate | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 3:30 p.m. | ||
| Tue., 11/3 | V Boys Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 3:15 p.m. | L 2-0 | |
| Tue., 11/3 | V Girls Cross Country | Bethel, Immaculate | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 3:00 p.m. | ||
| Tue., 11/3 | V Girls Soccer | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 3:00 p.m. | W 5-1 | |
| Wed., 11/4 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:15 p.m. | W 2-1 | |
| Wed., 11/4 | V Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 11/5 | V Boys Soccer | New Fairfield | Away - New Fairfield High-Rebel Turf [Directions] | 4:15 p.m. | W 2-0 | |
| Thu., 11/5 | V Girls Soccer | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 6-1 | |
| Thu., 11/5 | V Girls Volleyball | Brookfield | Home - Pomperaug HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 11/6 | V Boys Cross Country | Boys North Cross Country Championship Heat | Away - Bethel HS-DeSantis Field at Bethel High | 3:45 p.m. | ||
| Fri., 11/6 | V Boys Cross Country | SWC cross country championship qualifier | Away - TBA | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Fri., 11/6 | V Football | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 6:00 p.m. | ||
| Fri., 11/6 | V Girls Cross Country | SWC cross country championship qualifier | Away - TBA | 5:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 2:00 p.m. | ||||||
| Fri., 11/6 | V Girls Cross Country | Girls North Cross Country Championship Heat | Away - Bethel HS-DeSantis Field at Bethel High | 3:15 p.m. | ||
| Sat., 11/7 | JV Boys Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 11:30 a.m. | ||
| Sat., 11/7 | JV Boys Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 9:00 a.m. | ||
| Sat., 11/7 | FR Boys Soccer | Masuk | Away - New Milford HS-North Turf Field - NMHS [Directions] | 2:15 p.m. | ||
| Sat., 11/7 | FR Boys Soccer | Newtown | Away - New Milford HS-North Turf Field - NMHS [Directions] | 3:45 p.m. | ||
| Sat., 11/7 | JV Field Hockey | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 12:45 p.m. | ||
| Sat., 11/7 | JV Field Hockey | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 2:45 p.m. | ||
| Sat., 11/7 | FR Field Hockey | New Fairfield | Away - Newtown HS-Blue and Gold Stadium [Directions] | 10:00 a.m. | ||
| Sat., 11/7 | FR Field Hockey | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 11:00 a.m. | ||
| Sat., 11/7 | JV Girls Soccer | Brookfield | Home - New Fairfield High-Stadium Field [Directions] | 10:30 a.m. | ||
| Sat., 11/7 | JV Girls Soccer | New Fairfield | Away - New Fairfield High-Stadium Field [Directions] | 9:00 a.m. | ||
| Sat., 11/7 | V Girls Swimming and Diving | New Milford | Home - Pomperaug HS-PHS Pool [Directions] | 2:00 p.m. | ||
| Sat., 11/7 | JV Girls Volleyball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 10:30 a.m. | ||
| Sat., 11/7 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 12:30 p.m. | ||
| Sat., 11/7 | FR Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 8:30 a.m. | ||
| Sat., 11/7 | FR Girls Volleyball | Immaculate | Away - Pomperaug HS-Main Gym [Directions] | 9:30 a.m. | ||
| Mon., 11/9 | V Girls Volleyball | Bethel | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 11/10 | V Boys Soccer | Bethel | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 4:00 p.m. | ||
| Wed., 11/11 | V Field Hockey | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Wed., 11/11 | V Girls Swimming and Diving | SWC Diving Championship - North Region | Away - Masuk HS-Pool | 5:30 p.m. | ||
| Wed., 11/11 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | L 0-3 | |
| Thu., 11/12 | V Boys Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 11/12 | V Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | L 1-1 4-1 | |
| Sat., 11/14 | V Boys Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 10:00 a.m. | ||
| Mon., 2/1 | V Girls Basketball | Naugatuck (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/4 | V Boys Basketball | Kolbe Cathedral (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | Cancelled | |
| Thu., 2/4 | JV Boys Basketball | Kolbe Cathedral (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | Canceled | Cancelled | |
| Thu., 2/4 | V Girls Basketball | Kolbe Cathedral (Scrim.) | Away - Kolbe Cathedral HS-Cardinal Shehan Center [Directions] | 7:00 p.m. | ||
| Thu., 2/4 | JV Girls Basketball | Kolbe Cathedral (Scrim.) | Away - Kolbe Cathedral HS-Cardinal Shehan Center [Directions] | 5:15 p.m. | ||
| Fri., 2/5 | V Boys Ice Hockey | Masuk (Scrim.) | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | ||
| Sat., 2/6 | V Boys Basketball | Holy Cross (Scrim.) | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 2/6 | V Boys Ice Hockey | Farmington Valley Generals (Scrim.) | Away - Simsbury - ISCC-NHL [Directions] | 6:40 p.m. | ||
| Mon., 2/8 | V Boys Basketball | Notre Dame-Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 30 - 72 | |
| Mon., 2/8 | JV Boys Basketball | Notre Dame-Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/8 | FR Boys Basketball | Notre Dame-Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | ||
| Mon., 2/8 | V Girls Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 7:15 p.m. | L 65-46 | |
| Mon., 2/8 | JV Girls Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:45 p.m. | ||
| Mon., 2/8 | FR Girls Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 3:45 p.m. | ||
| Wed., 2/10 | V Boys Ice Hockey | Amity | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | 8:30 p.m. | W 3-0 | |
| Wed., 2/10 | V Boys Swimming and Diving | Weston | Home - Pomperaug HS-PHS Pool [Directions] | 5:00 p.m. | PHS 96- WHS 79 | |
| Thu., 2/11 | V Boys Basketball | Stratford | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 73 - 82 OT | |
| Thu., 2/11 | JV Boys Basketball | Stratford | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/11 | FR Boys Basketball | Stratford | Home - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | ||
| Thu., 2/11 | V Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 6:45 p.m. | W 62-27 | |
| Thu., 2/11 | JV Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 2/13 | V Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 1:30 p.m. | L 51 - 73 | |
| Sat., 2/13 | JV Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 11:45 a.m. | ||
| Sat., 2/13 | FR Boys Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 10:00 a.m. | ||
| Sat., 2/13 | V Boys Ice Hockey | Trumbull | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:30 p.m. | L 2-4 | |
| Sat., 2/13 | FR Girls Basketball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sun., 2/14 | V Girls Gymnastics | No Opponent | Home - Kinetic Kids [Directions] | 10:00 a.m. | 124.1 | |
| Mon., 2/15 | V Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | 4:00 p.m. | L 37 - 48 | |
| Mon., 2/15 | JV Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | 2:15 p.m. | ||
| Mon., 2/15 | FR Boys Basketball | Bunnell | Away - Bunnell HS-Bunnell Main Gym [Directions] | Postponed | ||
| Mon., 2/15 | V Boys Ice Hockey | Sheehan | Away - Northford Ice Pavilion-Red [Directions] | 1:00 p.m. | L 4-8 | |
| Tue., 2/16 | V Boys Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 5:00 p.m. | PHS- 99 NHS- 83 | |
| Fri., 2/19 | FR Girls Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/20 | V Boys Basketball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 1:15 p.m. | L 33 - 39 | |
| Sat., 2/20 | JV Boys Basketball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 11:45 a.m. | ||
| Sat., 2/20 | FR Boys Basketball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/20 | V Boys Ice Hockey | Masuk | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:20 p.m. | W 6-3 | |
| Sat., 2/20 | V Boys Swimming and Diving | New Milford | Home - Pomperaug HS-PHS Pool [Directions] | 1:00 p.m. | PHS- 98 NMHS- 74 | |
| Sat., 2/20 | V Girls Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 1:15 p.m. | W 52-48 | |
| Sat., 2/20 | JV Girls Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 11:45 a.m. | ||
| Sat., 2/20 | V Girls Gymnastics | No Opponent | Home - Kinetic Kids [Directions] | 5:15 p.m. | 124.2 | |
| Tue., 2/23 | V Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:15 p.m. | W 67 - 62 | |
| Tue., 2/23 | JV Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:45 p.m. | ||
| Tue., 2/23 | FR Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/23 | V Boys Swimming and Diving | New Fairfield | Home - Pomperaug HS-PHS Pool [Directions] | 4:30 p.m. | PHS- 93 NFHS- 61 | |
| Tue., 2/23 | V Boys Swimming and Diving | New Fairfield | Home - Pomperaug HS-PHS Pool [Directions] | 7:10 p.m. | ||
| Tue., 2/23 | V Girls Basketball | Brookfield | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 49-33 | |
| Tue., 2/23 | JV Girls Basketball | Brookfield | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/24 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion-Red [Directions] | 8:30 p.m. | L 2-7 | |
| Fri., 2/26 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 7:00 p.m. | L 43 - 49 | |
| Fri., 2/26 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | ||
| Fri., 2/26 | FR Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:30 p.m. | ||
| Fri., 2/26 | V Boys Swimming and Diving | Masuk | Home - Pomperaug HS-PHS Pool [Directions] | 6:30 p.m. | PHS- 99 MHS- 81 | |
| Fri., 2/26 | V Girls Basketball | Bethel | Home - Pomperaug HS-Main Gym [Directions] | 5:40 p.m. | W 54-46 | |
| Fri., 2/26 | JV Girls Basketball | Bethel | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/27 | V Girls Basketball | Bunnell | Home - Pomperaug HS-Main Gym [Directions] | 11:45 a.m. | W 66-30 | |
| Sat., 2/27 | JV Girls Basketball | Bunnell | Home - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/27 | FR Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | Canceled | Cancelled | |
| Sun., 2/28 | V Girls Gymnastics | No Opponent | Home - Kinetic Kids [Directions] | 12:30 p.m. | 127.25 | |
| Mon., 3/1 | V Boys Basketball | New Milford | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 66 - 67 | |
| Mon., 3/1 | JV Boys Basketball | New Milford | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 3/1 | V Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 72-35 | |
| Mon., 3/1 | JV Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Tue., 3/2 | V Boys Swimming and Diving | Brookfield | Home - Pomperaug HS-PHS Pool [Directions] | 4:30 p.m. | PHS-95 BHS-75 | |
| Wed., 3/3 | FR Boys Basketball | New Milford | Home - Pomperaug HS-Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 3/3 | V Boys Indoor Track | Weston | Away - TBA [Directions] | 4:00 p.m. | ||
| Wed., 3/3 | V Girls Indoor Track | Weston | Away - TBA [Directions] | 4:00 p.m. | ||
| Thu., 3/4 | V Boys Basketball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | W 72 - 59 | |
| Thu., 3/4 | JV Boys Basketball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 3/4 | FR Boys Basketball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | ||
| Thu., 3/4 | V Boys Ice Hockey | Guilford | Away - West Haven HS-Bennett Rink [Directions] | 4:20 p.m. | W 10-2 | |
| Thu., 3/4 | V Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 6:00 p.m. | Cancelled | |
| Thu., 3/4 | JV Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/5 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Home - Pomperaug HS-PHS Pool [Directions] | Postponed | ||
| Sat., 3/6 | V Boys Basketball | New Fairfield | Away - New Fairfield High-HS Gym [Directions] | 1:45 p.m. | L 49 - 61 | |
| Sat., 3/6 | JV Boys Basketball | New Fairfield | Away - New Fairfield High-HS Gym [Directions] | 12:00 p.m. | ||
| Sat., 3/6 | FR Boys Basketball | New Fairfield | Away - New Fairfield High-HS Gym [Directions] | 10:00 a.m. | ||
| Sat., 3/6 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion-Red [Directions] | 7:00 p.m. | Cancelled | |
| Sat., 3/6 | V Girls Basketball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 1:15 p.m. | W 69-51 | |
| Sat., 3/6 | JV Girls Basketball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 11:45 a.m. | ||
| Sat., 3/6 | FR Girls Basketball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 3/6 | V Girls Gymnastics | Oxford | Away - Kinetic Kids [Directions] | 4:00 p.m. | 128.95 | |
| Tue., 3/9 | V Boys Basketball | Weston | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 56 - 66 | |
| Tue., 3/9 | JV Boys Basketball | Weston | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 3/9 | FR Boys Basketball | Weston | Home - Pomperaug HS-Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 3/9 | V Boys Ice Hockey | Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:15 p.m. | L 1-5 | |
| Tue., 3/9 | V Boys Ice Hockey | Branford | Away - Northford Ice Pavilion-Red [Directions] | 8:45 p.m. | Cancelled | |
| Tue., 3/9 | V Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 7:15 p.m. | W 62-39 | |
| Tue., 3/9 | JV Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:45 p.m. | ||
| Tue., 3/9 | FR Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 3:45 p.m. | ||
| Wed., 3/10 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion-Red [Directions] | 3:50 p.m. | ||
| Thu., 3/11 | V Boys Ice Hockey | Cheshire | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | 8:00 p.m. | L 1-4 | |
| Thu., 3/11 | V Girls Basketball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | W 51-44 | |
| Thu., 3/11 | JV Girls Basketball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 3/11 | FR Girls Basketball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 3/12 | V Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 7:00 p.m. | Cancelled | |
| Fri., 3/12 | JV Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/12 | FR Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/12 | V Girls Basketball | Joel Barlow | Home - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | Cancelled | |
| Fri., 3/12 | JV Girls Basketball | Joel Barlow | Home - Pomperaug HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/12 | FR Girls Basketball | Joel Barlow | Home - Pomperaug HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/12 | V Girls Gymnastics | Oxford | Home - Kinetic Kids [Directions] | 7:00 p.m. | 135.75 | |
| Sat., 3/13 | V Boys Ice Hockey | East Haven Coop | Away - Northford Ice Pavilion-Blue [Directions] | TBA | Cancelled | |
| Sat., 3/13 | V Boys Indoor Track | Masuk | Home - Pomperaug HS-Bethel Indoor Track [Directions] | 4:30 p.m. | ||
| Sat., 3/13 | V Girls Indoor Track | Masuk | Home - Pomperaug HS-Bethel Indoor Track [Directions] | 4:30 p.m. | ||
| Sun., 3/14 | V Girls Gymnastics | Oxford | Home - Kinetic Kids [Directions] | 10:00 a.m. | 128.55 | |
| Mon., 3/15 | V Boys Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 7:00 p.m. | L 49 - 70 | |
| Tue., 3/16 | V Boys Swimming and Diving | Bunnell-Stratford | Home - Pomperaug HS-PHS Pool [Directions] | 4:30 p.m. | ||
| Tue., 3/16 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | ||
| Wed., 3/17 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion-Red [Directions] | 8:30 p.m. | ||
| Wed., 3/17 | V Boys Indoor Track | Notre Dame-Fairfield | Home - Bethel HS [Directions] | 4:30 p.m. | ||
| Wed., 3/17 | V Boys Indoor Track | Brookfield | Away - Brookfield HS-Bethel Indoor Track [Directions] | 4:30 p.m. | ||
| Wed., 3/17 | V Girls Indoor Track | Brookfield | Away - Brookfield HS-Bethel Indoor Track [Directions] | 4:30 p.m. | ||
| Wed., 3/17 | V Girls Indoor Track | Notre Dame-Fairfield | Home - Bethel HS-gym [Directions] | 4:30 p.m. | ||
| Fri., 3/19 | V Boys Ice Hockey | East Haven Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 7:30 p.m. | ||
| Fri., 3/19 | V Girls Basketball | Brookfield | Home - Pomperaug HS-Main Gym [Directions] | 6:00 p.m. | ||
| Sat., 3/20 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion-Red [Directions] | 8:15 p.m. | L 0-4 | |
| Sat., 3/20 | V Girls Gymnastics | New Milford, Joel Barlow, Newtown, Nonnewaug, Oxford | Away - New Milford HS-Small Gym - NMHS | 10:00 a.m. | 130.25 | |
| Tue., 3/23 | V Girls Basketball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 3/24 | V Boys Swimming and Diving | JV Swim Meet | Home - Pomperaug HS-PHS Pool [Directions] | 4:30 p.m. | ||
| Wed., 3/24 | V Boys Swimming and Diving | New Fairfield, Brookfield, TBA, TBA, New Milford, Newtown, Stratford, Weston | Away - New Fairfield High-Pool | 5:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to New Fairfield HS-Pool | ||||||
| Fri., 3/26 | V Boys Swimming and Diving | Masuk | Away - Masuk HS-Pool [Directions] | 5:30 p.m. | ||
| Fri., 3/26 | V Girls Basketball | Notre Dame-Fairfield | Away - Brookfield HS-Big Gym - North [Directions] | 6:30 p.m. | L 27-57 | |
| Thu., 4/1 | V Baseball | Seymour (Scrim.) | Away - French Park [Directions] | Canceled | Cancelled | |
| Sat., 4/3 | V Baseball | Naugatuck (Scrim.) | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 11:00 a.m. | ||
| Sat., 4/3 | V Softball | Seymour (Scrim.) | Home - Pomperaug HS-Softball Field [Directions] | 12:00 p.m. | ||
| Mon., 4/5 | V Boys Volleyball | South Windsor | Away - South Windsor HS-Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/5 | V Softball | Oxford (Scrim.) | Away - Oxford HS-Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/6 | V Baseball | Woodland (Scrim.) | Home - Pomperaug HS-Baseball Field [Directions] | Canceled | Cancelled | |
| Tue., 4/6 | FR Baseball | Woodland (Scrim.) | Away - Woodland HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 4/6 | V Boys Tennis | Cheshire (Scrim.) | Away - Cheshire HS-Park and Rec Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/6 | V Girls Tennis | Naugatuck (Scrim.) | Home - Pomperaug HS-Edgewood Bath & Tennis Club [Directions] | 3:30 p.m. | ||
| Wed., 4/7 | V Baseball | Holy Cross (Scrim.) | Home - Pomperaug HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/8 | V Boys Lacrosse | Holy Cross (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | Cancelled | |
| Thu., 4/8 | V Boys Tennis | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Thu., 4/8 | V Boys Volleyball | Shelton (Scrim.) | Away - Shelton HS-Murray Gymnasium [Directions] | 3:45 p.m. | L 0-3 | |
| Thu., 4/8 | V Softball | Naugatuck (Scrim.) | Away - Naugatuck HS-Softball Diamond [Directions] | 4:00 p.m. | Cancelled | |
| Fri., 4/9 | V Girls Tennis | Litchfield (Scrim.) | Home - Pomperaug HS-Edgewood Bath & Tennis Club [Directions] | 3:30 p.m. | Cancelled | |
| Sat., 4/10 | V Baseball | Immaculate | Away - Immaculate HS-Baseball Diamond [Directions] | 2:00 p.m. | L 10-0 | |
| Sat., 4/10 | JV Baseball | Immaculate | Home - Pomperaug HS-Baseball Field [Directions] | 10:00 a.m. | W 17-5 | |
| Sat., 4/10 | V Boys Lacrosse | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | L 9-10 | |
| Sat., 4/10 | JV Boys Lacrosse | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 12:00 p.m. | ||
| Sat., 4/10 | V Boys Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | 12:00 p.m. | L 0-7 [Detailed Results] | |
| Sat., 4/10 | V Girls Lacrosse | New Milford | Home - Pomperaug HS-Stadium [Directions] | 11:00 a.m. | W 15-3 | |
| Mon., 4/12 | V Boys Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | Pomperaug 179 Weston 205 | |
| Mon., 4/12 | V Boys Volleyball | Norwich Free Academy | Home - Pomperaug HS-Main Gym [Directions] | 12:00 p.m. | L 0-3 | |
| Mon., 4/12 | V Girls Golf | Joel Barlow | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 3:00 p.m. | Joel Barlow 240 - Pomperaug 263 | |
| Tue., 4/13 | V Baseball | Kolbe Cathedral | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | W 9-7 | |
| Tue., 4/13 | V Boys Golf | Immaculate | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 169 Immaculate 170 | |
| Tue., 4/13 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:30 p.m. | L 6-19 | |
| Tue., 4/13 | JV Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | Canceled | Cancelled | |
| Tue., 4/13 | V Girls Lacrosse | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 14-9 | |
| Tue., 4/13 | JV Girls Lacrosse | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 5:30 p.m. | W 10-5 | |
| Wed., 4/14 | V Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 3:30 p.m. | L 7-2 | |
| Wed., 4/14 | FR Baseball | Masuk | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | W 14-3 | |
| Wed., 4/14 | V Boys Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 4/14 | V Girls Tennis | Joel Barlow | Home - Pomperaug HS-Edgewood Bath & Tennis Club [Directions] | 11:00 a.m. | L 0-7 | |
| Thu., 4/15 | JV Baseball | Brookfield | Home - Pomperaug HS-Baseball Field [Directions] | Canceled | Cancelled | |
| Thu., 4/15 | JV Softball | Brookfield | Home - Pomperaug HS-Softball Field [Directions] | Postponed | ||
| Fri., 4/16 | V Boys Volleyball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 12:00 p.m. | L 0-3 | |
| Fri., 4/16 | JV Boys Volleyball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 10:30 a.m. | ||
| Sat., 4/17 | V Baseball | Joel Barlow | Home - Community House Park-Baseball Field [Directions] | 12:00 p.m. | L 5-8 | |
| Sat., 4/17 | JV Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | 10:00 a.m. | L 6-7 | |
| Sat., 4/17 | V Girls Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 16-4 | |
| Sat., 4/17 | JV Softball | Newtown | Home - Pomperaug HS-Softball Field [Directions] | Postponed | ||
| Mon., 4/19 | V Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | 4:30 p.m. | L 3-4 | |
| Mon., 4/19 | FR Baseball | New Fairfield | Home - Pomperaug HS-Baseball Field [Directions] | 4:00 p.m. | L 7-17 | |
| Mon., 4/19 | V Boys Golf | New Milford | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 162 New Milford 184 | |
| Mon., 4/19 | V Boys Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 4:15 p.m. | W 3-2 | |
| Mon., 4/19 | JV Boys Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 6:15 p.m. | ||
| Mon., 4/19 | V Girls Golf | Bunnell | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 3:00 p.m. | Pomperaug 239 Bunnell - no score | |
| Tue., 4/20 | JV Baseball | Newtown | Home - Pomperaug HS-Baseball Field [Directions] | Postponed | ||
| Tue., 4/20 | V Boys Golf | Immaculate | Away - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Immaculate 170 Pomperaug 174 | |
| Tue., 4/20 | V Boys Lacrosse | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 14-8 | |
| Tue., 4/20 | V Boys Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 5:00 p.m. | L 0-7 [Detailed Results] | |
| Tue., 4/20 | V Girls Golf | Immaculate | Away - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Pomperaug 272 - Immaculate 219 | |
| Tue., 4/20 | V Girls Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 5:30 p.m. | W 11-6 | |
| Tue., 4/20 | JV Girls Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | W 12-5 | |
| Tue., 4/20 | V Softball | Newtown | Away - Newtown HS-NHS Softball Field [Directions] | 4:00 p.m. | L 0-12 | |
| Tue., 4/20 | JV Softball | Newtown | Home - Pomperaug HS-Softball Field [Directions] | 5:00 p.m. | ||
| Tue., 4/20 | V Girls Tennis | Bethel | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/21 | FR Baseball | Newtown | Home - Pomperaug HS-Baseball Field [Directions] | Postponed | ||
| Wed., 4/21 | V Boys Volleyball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Wed., 4/21 | JV Boys Volleyball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 4/22 | JV Baseball | Stratford | Home - Pomperaug HS-Baseball Field [Directions] | Postponed | ||
| Thu., 4/22 | V Boys Golf | Joel Barlow | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 167 Joel Barlow185 | |
| Thu., 4/22 | V Boys Tennis | Stratford | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Thu., 4/22 | V Boys Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 4/22 | JV Boys Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 5:00 p.m. | ||
| Thu., 4/22 | V Girls Golf | Newtown | Away - Newtown Country Club [Directions] | 3:00 p.m. | Pomperaug 262 - Newtown 194 | |
| Thu., 4/22 | V Girls Lacrosse | Masuk | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 15-6 | |
| Thu., 4/22 | JV Girls Lacrosse | Masuk | Home - Pomperaug HS-Stadium [Directions] | 5:30 p.m. | W 11-5 | |
| Thu., 4/22 | V Softball | Stratford | Away - Birdseye Rec Complex-Birdseye 2 [Directions] | 4:15 p.m. | W 32-8 | |
| Thu., 4/22 | JV Softball | Stratford | Home - Pomperaug HS-Softball Field [Directions] | Postponed | ||
| Fri., 4/23 | V Baseball | Brookfield | Home - Pomperaug HS-Baseball Field [Directions] | 3:30 p.m. | L 2-16 | |
| Fri., 4/23 | V Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:45 p.m. | L 11-8 | |
| Fri., 4/23 | JV Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | Canceled | Cancelled | |
| Fri., 4/23 | V Boys Outdoor Track | Newtown | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 67; Newtown 82 | |
| Fri., 4/23 | V Boys Tennis | Newtown | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Fri., 4/23 | V Girls Outdoor Track | Newtown | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 58 Newtown 88 | |
| Fri., 4/23 | V Softball | Brookfield | Home - Pomperaug HS-Softball Field [Directions] | 3:45 p.m. | W 9-2 | |
| Fri., 4/23 | V Girls Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Sat., 4/24 | JV Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 10:00 a.m. | L 11-13 | |
| Sat., 4/24 | V Boys Lacrosse | New Fairfield | Away - New Fairfield HS-Rebel Turf [Directions] | 4:00 p.m. | L 17-5 | |
| Sat., 4/24 | JV Boys Lacrosse | New Fairfield | Away - New Fairfield HS-Rebel Turf [Directions] | 6:00 p.m. | ||
| Sat., 4/24 | V Girls Lacrosse | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | L 8-5 | |
| Sat., 4/24 | JV Girls Lacrosse | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 10:00 a.m. | W 6-4 | |
| Sat., 4/24 | V Softball | Immaculate | Away - Immaculate HS-Softball [Directions] | 2:00 p.m. | L 7-4 | |
| Sat., 4/24 | JV Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | 10:00 a.m. | ||
| Mon., 4/26 | V Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 4:15 p.m. | L 3-4 | |
| Mon., 4/26 | FR Baseball | Joel Barlow | Away - Joel Barlow HS-Boys & Girls Club of Easton/Redding [Directions] | 4:15 p.m. | W 15-1 | |
| Mon., 4/26 | V Boys Golf | New Fairfield | Away - Club River Oaks [Directions] | 3:00 p.m. | pOmperaug 178 New Fairfield 207 | |
| Mon., 4/26 | V Boys Outdoor Track | Immaculate, Notre Dame-Fairfield | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 101. Immaculate 41. Pomperaug 142. Notre Dame-Fairfield 0. | |
| Mon., 4/26 | V Boys Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | 4:15 p.m. | W 3-1 | |
| Mon., 4/26 | JV Boys Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | ||
| Mon., 4/26 | V Girls Outdoor Track | Immaculate, Notre Dame-Fairfield | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 130 Notre Dame 5 Pomperaug 110 Immaculate 31 | |
| Mon., 4/26 | V Softball | Bunnell | Away - Bunnell HS-Bunnell Softball FIeld [Directions] | 4:15 p.m. | W 16-7 | |
| Mon., 4/26 | V Girls Tennis | Notre Dame-Fairfield | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/27 | JV Baseball | Bunnell | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | W 15-2 | |
| Tue., 4/27 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | Pomperaug 168 Newtown 189 | |
| Tue., 4/27 | V Girls Golf | Weston | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 3:00 p.m. | Pomperaug 252 - Weston 237 | |
| Tue., 4/27 | JV Softball | Bunnell | Home - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | ||
| Tue., 4/27 | V Girls Tennis | Stratford | Away - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/28 | V Baseball | Weston | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | L 4-8 | |
| Wed., 4/28 | FR Baseball | Bethel | Away - Bethel MS-Hunt Field [Directions] | 4:00 p.m. | W 7-5 | |
| Wed., 4/28 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 3:00 p.m. | Brookfield 180 Pomperaug 162 | |
| Wed., 4/28 | V Boys Tennis | New Fairfield | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/28 | V Softball | Weston | Home - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | W 7-1 | |
| Wed., 4/28 | V Girls Tennis | New Fairfield | Away - New Fairfield High-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/29 | V | Weston | Home - Pomperaug HS-Stadium [Directions] | 5:30 p.m. | L 17-3 | |
| Thu., 4/29 | JV | Weston | Home - Pomperaug HS-Stadium [Directions] | 7:15 p.m. | ||
| Thu., 4/29 | JV Baseball | Weston | Away - Weston HS-Revson #2 (JV) [Directions] | 4:15 p.m. | ||
| Thu., 4/29 | V Boys Volleyball | Shelton | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 4/29 | JV Boys Volleyball | Shelton | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 4/29 | V Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | L 13-9 | |
| Thu., 4/29 | JV Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | W 11-3 | |
| Thu., 4/29 | JV Softball | Weston | Away - Weston HS-Softball - MS Field (JV) [Directions] | Postponed | ||
| Fri., 4/30 | V Baseball | New Milford | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | L 4-14 | |
| Fri., 4/30 | V Boys Outdoor Track | Bunnell | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | Pomperaug 82. Bunnell 64. | |
| Fri., 4/30 | V Boys Tennis | Immaculate | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 6-1 [Detailed Results] | |
| Fri., 4/30 | V Boys Volleyball | Xavier | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 4/30 | JV Boys Volleyball | Xavier | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/30 | V Girls Outdoor Track | Bunnell | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | Pomperaug 92 Bunnell 58 | |
| Fri., 4/30 | V Softball | New Milford | Home - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | W 2-1 | |
| Fri., 4/30 | V Girls Tennis | Immaculate | Away - Immaculate HS-Rogers Park, Danbury [Directions] | 3:45 p.m. | W 7-0 | |
| Sat., 5/1 | JV Baseball | New Milford | Away - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 10:00 a.m. | L 1-14 | |
| Sat., 5/1 | FR Baseball | New Milford | Home - Pomperaug HS-Baseball Field [Directions] | 10:30 a.m. | L 5-17 | |
| Sat., 5/1 | V Boys Lacrosse | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 1:00 p.m. | W 17-5 | |
| Sat., 5/1 | V Boys Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | 9:15 a.m. | L 6-1 [Detailed Results] | |
| Sat., 5/1 | V Girls Lacrosse | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 12:15 p.m. | W 15-5 | |
| Sat., 5/1 | V Softball | Kolbe Cathedral | Home - Pomperaug HS-Softball Field [Directions] | 11:00 a.m. | W 21-2 | |
| Sat., 5/1 | JV Softball | New Milford | Away - New Milford HS-Softball JV Field - NMHS [Directions] | 3:00 p.m. | ||
| Mon., 5/3 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | 4:15 p.m. | L 0-5 | |
| Mon., 5/3 | V Boys Golf | Bethel | Away - Bethel HS-Connecticut Country Club [Directions] | 3:00 p.m. | Pomperaug 160 Bethel 213 | |
| Mon., 5/3 | V Boys Volleyball | Joel Barlow | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 5/3 | JV Boys Volleyball | Joel Barlow | Home - Pomperaug HS-Main Gym [Directions] | 4:15 p.m. | ||
| Mon., 5/3 | V Girls Lacrosse | Bethel | Away - Bethel HS-Rockwell Field [Directions] | 4:00 p.m. | W 15-6 | |
| Mon., 5/3 | JV Girls Lacrosse | Bethel | Away - Bethel HS-Rockwell Field [Directions] | 5:30 p.m. | W 16-5 | |
| Tue., 5/4 | JV Baseball | Joel Barlow | Home - Community House Park-Baseball Field [Directions] | 4:15 p.m. | W 10-1 | |
| Tue., 5/4 | V Boys Lacrosse | Bethel | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 18-8 | |
| Tue., 5/4 | V Boys Tennis | Joel Barlow | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 5-2 [Detailed Results] | |
| Tue., 5/4 | V Girls Golf | Bunnell | Away - Bunnell HS-Oronoque C.C. [Directions] | 3:00 p.m. | Pomperaug 263 - Bunnell 321 | |
| Tue., 5/4 | V Girls Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/5 | FR Baseball | Masuk | Away - Masuk HS-John Giampaolo Baseball Field @ Masuk HS [Directions] | 4:15 p.m. | ||
| Wed., 5/5 | V Boys Lacrosse | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | W 22-6 | |
| Wed., 5/5 | V Boys Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 5/5 | JV Boys Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/5 | V Girls Lacrosse | Stratford/Bunnell | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | W 14-11 | |
| Wed., 5/5 | JV Girls Lacrosse | Stratford/Bunnell | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 14-4 | |
| Thu., 5/6 | JV Baseball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Fabbri Field [Directions] | 4:15 p.m. | ||
| Thu., 5/6 | FR Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Thu., 5/6 | V Boys Golf | Weston | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 164 Weston 183 | |
| Thu., 5/6 | V Boys Outdoor Track | Weston | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 32 Weston 118 | |
| Thu., 5/6 | V Girls Outdoor Track | Weston | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Weston 85 Pomperaug 60 | |
| Fri., 5/7 | V Baseball | Bethel | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | L 2-10 | |
| Fri., 5/7 | V Boys Lacrosse | Newtown | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 13-4 | |
| Fri., 5/7 | V Boys Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 5-2 [Detailed Results] | |
| Fri., 5/7 | V Boys Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 5/7 | JV Boys Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| Fri., 5/7 | V Girls Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 5:30 p.m. | L 15-3 | |
| Fri., 5/7 | V Softball | Bethel | Home - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | W 13-1 | |
| Fri., 5/7 | V Girls Tennis | New Milford | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 7-0 | |
| Sat., 5/8 | V Baseball | Notre Dame-Fairfield | Home - Pomperaug HS-Baseball Field [Directions] | 3:00 p.m. | W 6-1 | |
| Sat., 5/8 | JV Baseball | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 10:00 a.m. | L 0-1 | |
| Sat., 5/8 | V Softball | Notre Dame-Fairfield | Home - Pomperaug HS-Softball Field [Directions] | 3:00 p.m. | L 0-7 | |
| Sat., 5/8 | JV Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | 10:00 a.m. | ||
| Mon., 5/10 | V Baseball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Seaside Park [Directions] | 4:15 p.m. | W 3-1 | |
| Mon., 5/10 | V Boys Outdoor Track | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Joel Barlow 86 Pomperaug 60 | |
| Mon., 5/10 | V Boys Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 6-1 [Detailed Results] | |
| Mon., 5/10 | V Boys Volleyball | Oxford | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Mon., 5/10 | JV Boys Volleyball | Oxford | Home - Pomperaug HS-Main Gym [Directions] | 7:05 p.m. | ||
| Mon., 5/10 | V Girls Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | Pomperaug 304 - Weston 271 | |
| Mon., 5/10 | V Girls Outdoor Track | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | Pomperaug 87 Joel Barlow 63 | |
| Mon., 5/10 | V Softball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Cal Ripken Field [Directions] | 4:15 p.m. | W 20-2 | |
| Mon., 5/10 | V Girls Tennis | Brookfield | Home - Edgewood Bath and Tennis Club [Directions] | 5:00 p.m. | L 3-4 | |
| Tue., 5/11 | V Baseball | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | W 16-8 | |
| Tue., 5/11 | JV Baseball | Brookfield | Home - Pomperaug HS-Baseball Field [Directions] | 4:45 p.m. | W 11-1 | |
| Tue., 5/11 | V Boys Golf | Stratford | Away - Mill River Country Club [Directions] | 3:00 p.m. | Pomperaug 165 Stratford 227 | |
| Tue., 5/11 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | W 20-2 | |
| Tue., 5/11 | V Girls Golf | Immaculate | Away - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | Pomperaug 254 - Immaculate 216 | |
| Tue., 5/11 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | W 15-5 | |
| Tue., 5/11 | JV Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 5:30 p.m. | W 17-1 | |
| Tue., 5/11 | JV Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 5/11 | V Girls Tennis | Masuk | Home - Edgewood Bath and Tennis Club [Directions] | 3:00 p.m. | W 5-2 | |
| Tue., 5/11 | V Girls Tennis | Masuk | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/12 | V Baseball | Immaculate | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | L 3-14 | |
| Wed., 5/12 | FR Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | 4:15 p.m. | ||
| Wed., 5/12 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | Pomperaug 170 Masuk 180 | |
| Wed., 5/12 | JV Boys Lacrosse | Brookfield | Away - Cadigan Field-Cadigan - East [Directions] | 3:30 p.m. | ||
| Wed., 5/12 | V Boys Tennis | Bunnell | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 5/12 | V Boys Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 5/12 | JV Boys Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/12 | V Softball | Immaculate | Home - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | L 7-10 | |
| Thu., 5/13 | V Boys Golf | Bunnell | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 166 Bunnell - no score | |
| Thu., 5/13 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell HS-Bunnell Turf Field [Directions] | 7:00 p.m. | W 17-4 | |
| Thu., 5/13 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell HS-Bunnell Turf Field [Directions] | Canceled | Cancelled | |
| Thu., 5/13 | V Boys Outdoor Track | Masuk | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | Masuk 84.5 Pomperaug 60.5 | |
| Thu., 5/13 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Thu., 5/13 | V Girls Golf | Brookfield | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 2:00 p.m. | Pomperaug 240 - Brookfield 230 | |
| Thu., 5/13 | V Girls Lacrosse | Bunnell | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | W 15-4 | |
| Thu., 5/13 | JV Girls Lacrosse | Bunnell | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | W 13-1 | |
| Thu., 5/13 | V Girls Outdoor Track | Masuk | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | Pomperaug 89 Masuk 60 | |
| Thu., 5/13 | V Girls Tennis | Weston | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 2-5 | |
| Fri., 5/14 | V Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 4:15 p.m. | L 0-12 | |
| Fri., 5/14 | FR Baseball | Joel Barlow | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Fri., 5/14 | V Boys Volleyball | Newtown | Away - Newtown HS-Newtown High School Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 5/14 | JV Boys Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/14 | JV Girls Lacrosse | New Milford | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 11-6 | |
| Fri., 5/14 | V Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 4:15 p.m. | W 11-1 | |
| Fri., 5/14 | V Girls Tennis | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Veteran's Memorial Park [Directions] | 3:45 p.m. | L 3-4 | |
| Sat., 5/15 | JV Baseball | New Fairfield | Home - Pomperaug HS-Baseball Field [Directions] | 10:00 a.m. | L 0-4 | |
| Sat., 5/15 | V Boys Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | 9:00 a.m. | L 0-7 [Detailed Results] | |
| Sat., 5/15 | V Girls Lacrosse | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | 11:00 a.m. | W 17-3 | |
| Sat., 5/15 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | 3:30 p.m. | L 7-4 | |
| Sat., 5/15 | JV Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 9:30 a.m. | ||
| Sun., 5/16 | V Softball | Joel Barlow | Home - Pomperaug HS-Softball Field [Directions] | 12:30 p.m. | W 15-3 | |
| Sun., 5/16 | V Softball | Joel Barlow | Home - Pomperaug HS-Softball Field [Directions] | 2:30 p.m. | W 5-1 | |
| Mon., 5/17 | FR Baseball | New Milford | Away - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Mon., 5/17 | V Boys Lacrosse | Bunnell-Stratford | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | W 18-3 | |
| Mon., 5/17 | V Boys Outdoor Track | New Fairfield | Away - New Fairfield High-Track & Field, Cross Country [Directions] | 4:00 p.m. | New Fairfield 94 Pomperaug 56 | |
| Mon., 5/17 | V Boys Volleyball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 5/17 | JV Boys Volleyball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 4:15 p.m. | ||
| Mon., 5/17 | V Girls Golf | Joel Barlow | Away - Connecticut Golf Club [Directions] | 3:00 p.m. | Pomperaug 277 - Joel Barlow 274 | |
| Mon., 5/17 | V Girls Outdoor Track | New Fairfield | Away - New Fairfield High-Track & Field, Cross Country [Directions] | 4:00 p.m. | Pomperaug 86 New Fairfield 64 | |
| Mon., 5/17 | V Softball | Masuk | Home - Pomperaug HS-Softball Field [Directions] | 4:30 p.m. | L 9-0 | |
| Mon., 5/17 | V Girls Tennis | Bunnell | Away - Bunnell HS-Bunnell Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/18 | V | NewMilford | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | W 18-5 | |
| Tue., 5/18 | V Baseball | Masuk | Home - Pomperaug HS-Baseball Field [Directions] | 4:30 p.m. | L 0-4 | |
| Tue., 5/18 | JV Baseball | Masuk | Away - Masuk HS-John Giampaolo Baseball Field @ Masuk HS [Directions] | 4:15 p.m. | ||
| Tue., 5/18 | V Boys Golf | Brookfield | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 158 Brookfield 174 | |
| Tue., 5/18 | V Boys Tennis | Bethel | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/18 | V Girls Golf | Stratford | Away - Mill River Country Club [Directions] | 3:00 p.m. | Pomperaug 254 - Stratford 278 | |
| Tue., 5/18 | JV Softball | Masuk | Away - Wolfe Park-Field 4 (near Pond) [Directions] | Canceled | Cancelled | |
| Tue., 5/18 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/19 | JV Baseball | Immaculate | Away - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 5/19 | FR Baseball | Bethel | Home - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/19 | V Boys Golf | Notre Dame-Fairfield | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 153 Notre Dame no score | |
| Wed., 5/19 | V Boys Tennis | SWC Boys Tennis Tournament Championship | Away - Wolfe Park-Tennis Courts | 3:00 p.m. | ||
| Wed., 5/19 | V Girls Golf | Newtown | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 2:30 p.m. | Pomperaug 229 - Newtown 212 | |
| Thu., 5/20 | V Boys Outdoor Track | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 3:30 p.m. | Brookfield 74 Pomperaug 67 | |
| Thu., 5/20 | V Girls Outdoor Track | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 3:30 p.m. | Pomperaug 94 Brookfield 50 | |
| Thu., 5/20 | V Girls Tennis | SWC Championship | Away - Joel Barlow HS-Tennis Courts | 3:00 p.m. | ||
| Fri., 5/21 | V Boys Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 6:00 p.m. | L 6-17 | |
| Fri., 5/21 | V Boys Volleyball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Sat., 5/22 | V Softball | Immaculate | Away - Immaculate HS-Softball Diamond [Directions] | 12:00 p.m. | W 9-3 | |
| Sat., 5/22 | V Softball | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 12:00 p.m. | W 9-3 | |
| Mon., 5/24 | V Boys Tennis | SWC Boys Tennis Tournament Championship | Away - Wolfe Park-Tennis Courts | 3:00 p.m. | ||
| Mon., 5/24 | V Boys Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 5/24 | V Girls Golf | Notre Dame-Fairfield | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 2:45 p.m. | Pomperaug 240 - Notre Dame 223 | |
| Mon., 5/24 | V Girls Outdoor Track | SWC Girls Track and Field Championship Meet | Away - Weston HS-WHS Track | 3:00 p.m. | ||
| Mon., 5/24 | V Girls Tennis | SWC Championship | Away - Joel Barlow HS-Tennis Courts | 3:00 p.m. | ||
| Tue., 5/25 | V Boys Golf | Masuk | Home - Pomperaug HS-Silo Point Country Club [Directions] | 3:00 p.m. | Pomperaug 160 Masuk 165 | |
| Tue., 5/25 | V Boys Outdoor Track | SWC Boys Championship Track Meet | Away - Bethel HS-BHS track | 3:00 p.m. | ||
| Tue., 5/25 | V Girls Golf | Masuk | Home - Pomperaug HS-Pomperaug Golf Course [Directions] | 3:00 p.m. | Pomperaug 232 - Masuk 214 | |
| Tue., 5/25 | V Softball | Masuk | Away - Masuk HS-Masuk High School Softball Field [Directions] | 4:15 p.m. | ||
| Fri., 5/28 | V Boys Lacrosse | E.O. Smith | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 21-2 | |
| Fri., 5/28 | V Softball | Oxford (Scrim.) | Home - Pomperaug HS-Softball Field [Directions] | 3:30 p.m. | ||
| Fri., 5/28 | V Girls Tennis | Naugatuck | Home - Pomperaug HS-Edgewood Bath & Tennis Club [Directions] | 1:00 p.m. | W 6-1 | |
| Tue., 6/1 | V Boys Golf | SWC Boys Golf Championship | Away - Great River Golf Course | 8:00 a.m. | ||
| Tue., 6/1 | V Boys Outdoor Track | CIAC Class L Boys Outdoor Track Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 6/1 | V Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 4:00 p.m. | W 20-4 | |
| Tue., 6/1 | V Girls Outdoor Track | CIAC Class L Girls Outdoor Track Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 6/1 | V Softball | New Milford | Home - Pomperaug HS-Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 6/1 | V Girls Tennis | Daniel Hand | Away - Daniel Hand HS-Polson Tennis Courts/DHHS Campus [Directions] | 1:00 p.m. | ||
| Wed., 6/2 | V Boys Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 6/7 | V Boys Golf | CIAC Boys Div. II Golf Championship | Away - Timberlin GC | 8:00 a.m. | ||
| Mon., 6/7 | V Girls Golf | CIAC Girls Div. II Golf Championship | Away - Farmington Woods | 8:30 a.m. | ||
| Wed., 6/9 | V Boys Outdoor Track | CIAC Open Boys Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Wed., 6/9 | V Girls Outdoor Track | CIAC Open Girls Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Sat., 6/12 | V Boys Golf | CIAC State Open Golf Championship | Away - Black Hall Club | 1:00 p.m. | ||
| Sat., 6/12 | V Girls Golf | CIAC State Open Golf Championship | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/14 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Mon., 6/14 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Tue., 6/15 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 1 | Away - Manchester | 10:00 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 1 | Away - Manchester | 10:30 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||