| Pomperaug 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 198 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/28 | V Boys Cross Country | Cheshire (Scrim.) | Home - Pomperaug HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Wed., 8/28 | V Girls Cross Country | Danbury (Scrim.) | Home - Pomperaug HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Sat., 8/31 | V Football | St. Joseph (Scrim.) | Away - St. Joseph HS [Directions] | 10:30 a.m. | ||
| Sat., 8/31 | FM Football | St. Joseph | Away - St. Joseph HS-Stadium [Directions] | 10:30 a.m. | ||
| Sun., 9/1 | V Boys Soccer | TBA | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Tue., 9/3 | V Boys Soccer | Nonnewaug (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Tue., 9/3 | V Girls Soccer | Naugatuck (Scrim.) | Away - City Hill MS-City Hill M.S. [Directions] | 3:45 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Wamogo (Scrim.) | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/5 | JV Boys Soccer | Wamogo (Scrim.) | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Cheshire (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/5 | JV Girls Soccer | Cheshire (Scrim.) | Home - Pomperaug HS-PHS Soccer Field [Directions] | 6:00 p.m. | ||
| Thu., 9/5 | V Girls Volleyball | Lewis Mills (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 9/6 | V Football | Prince Tech-Innovation (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Sat., 9/7 | V Boys Soccer | Cheshire (Scrim.) | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | ||
| Sat., 9/7 | JV Boys Soccer | Cheshire (Scrim.) | Away - Cheshire High Main Game field [Directions] | 3:45 p.m. | ||
| Sun., 9/8 | V Girls Soccer | Newtown (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 9:00 a.m. | ||
| Mon., 9/9 | V Girls Volleyball | Holy Cross (Scrim.) | Home - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | W 3-1 | |
| Tue., 9/10 | V Boys Cross Country | Bunnell, Joel Barlow, Notre Dame-Fairfield | Home - Pomperaug HS-Cross Country Course [Directions] | 4:30 p.m. | PHS 15 NDHS 50 PHS 15 Bunnell 48 PHS 22 JBHS 33 | |
| Tue., 9/10 | V Girls Cross Country | Bunnell, Joel Barlow, Notre Dame-Fairfield | Home - Pomperaug HS-Cross Country Course [Directions] | 5:00 p.m. | PHS 15 NDHS 50 PHS 15 Bunnell 50 PHS 15 JBHS 44 | |
| Tue., 9/10 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/11 | JV Boys Soccer | Brookfield (Scrim.) | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/12 | JV Football | Bethel | Away - Bethel HS-DeSantis Field @ Bethel High School [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | V Boys Soccer | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 5-1 | |
| Thu., 9/12 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | T 1-1 | |
| Thu., 9/12 | JV Girls Soccer | Newtown | Away - Newtown HS-NHS Practice Fields [Directions] | 4:30 p.m. | ||
| Fri., 9/13 | V Football | Bethel | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | W 34-7 | |
| Sat., 9/14 | V Boys Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | FR Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Postponed | ||
| Sat., 9/14 | V Girls Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 1:00 p.m. | L 1-3 | |
| Sat., 9/14 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 11:30 a.m. | ||
| Tue., 9/17 | V Boys Cross Country | Masuk, New Milford, Stratford | Away - Great Hollow Lake Fields at Wolfe Park-Cross Country Trail [Directions] | 4:30 p.m. | PHS 15 SHS 50 PHS 15 MHS 48 NMHS 22 PHS 34 | |
| Tue., 9/17 | V Girls Cross Country | Masuk, New Milford, Stratford | Away - Great Hollow Lake Fields at Wolfe Park-Cross Country Trail [Directions] | 5:00 p.m. | PHS 15 MHS 50 PHS 15 SHS 50 PHS 24 NMHS 31 | |
| Tue., 9/17 | V Girls Soccer | Weston | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | T 0-0 | |
| Tue., 9/17 | JV Girls Soccer | Weston | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/19 | FM Football | Farmington | Away - Farmington HS-Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 2-0 | |
| Thu., 9/19 | JV Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/19 | V Girls Volleyball | Nonnewaug | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 9/19 | JV Girls Volleyball | Nonnewaug | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Football | Farmington | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | L 21-28 | |
| Fri., 9/20 | V Boys Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 9/20 | FR Boys Soccer | New Milford | Home - Pomperaug HS-PHS Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Northwestern | Home - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 9/20 | JV Girls Volleyball | Northwestern | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | JV Football | Farmington | Away - Farmington HS-Turf Field [Directions] | Canceled | Cancelled | |
| Mon., 9/23 | FR Boys Soccer | New Milford | Away - New Milford HS-Middle Soccer Field - NMHS [Directions] | 3:45 p.m. | ||
| Mon., 9/23 | V Girls Volleyball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/23 | JV Girls Volleyball | Kolbe Cathedral | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | Weston, Bethel | Away - Weston HS-WHS Stadium Field [Directions] | 4:30 p.m. | PHS 25 Bethel 32 Weston 27 PHS 29 | |
| Tue., 9/24 | V Boys Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Park Ave Field [Directions] | 4:00 p.m. | W 7-1 | |
| Tue., 9/24 | V Girls Cross Country | Weston, Bethel | Away - Weston HS-WHS Stadium Field [Directions] | 5:00 p.m. | PHS 15 Weston 42 PHS 24 Bethel 31 | |
| Wed., 9/25 | V Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Sister Marion Reilly Auditorium [Directions] | 6:30 p.m. | W 3-1 | |
| Wed., 9/25 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-Sister Marion Reilly Auditorium [Directions] | 5:00 p.m. | ||
| Thu., 9/26 | FM Football | Bristol Eastern | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Bunnell | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 5-0 | |
| Thu., 9/26 | JV Boys Soccer | Bunnell | Home - Pomperaug HS-PHS Soccer Field [Directions] | Rainout | ||
| Thu., 9/26 | V Girls Soccer | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | 7:00 p.m. | W 2-0 | |
| Thu., 9/26 | JV Girls Soccer | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | 5:00 p.m. | ||
| Fri., 9/27 | V Girls Volleyball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/27 | JV Girls Volleyball | New Fairfield | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | FR Girls Volleyball | New Fairfield | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/28 | V Boys Cross Country | Bowdoin Park Cross Country Classic | Away - Not Listed-Achievement First Amistad HS | 10:00 a.m. | ||
| Sat., 9/28 | V Football | Bristol Eastern | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 11:00 a.m. | L 0-14 | |
| Sat., 9/28 | JV Football | Bristol Eastern | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | Canceled | Cancelled | |
| Sat., 9/28 | V Boys Soccer | Watertown | Away - Watertown HS-John J. Mills Complex @ Watertown High School [Directions] | 1:00 p.m. | L 2-1 | |
| Sat., 9/28 | JV Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 11:00 a.m. | ||
| Sat., 9/28 | FR Boys Soccer | Newtown | Home - Pomperaug HS-PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Sat., 9/28 | V Girls Cross Country | Bowdoin Park Cross Country Classic | Away - Not Listed-Achievement First Amistad HS | 10:00 a.m. | ||
| Sat., 9/28 | V Girls Soccer | Watertown | Home - Pomperaug HS-Stadium [Directions] | 1:00 p.m. | T 2-2 | |
| Sat., 9/28 | JV Girls Soccer | Watertown | Home - Pomperaug HS-Stadium [Directions] | 11:00 a.m. | ||
| Tue., 10/1 | V Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 7:00 p.m. | T 3-3 | |
| Tue., 10/1 | JV Boys Soccer | Newtown | Away - Newtown HS-NHS Practice Fields [Directions] | Postponed | ||
| Tue., 10/1 | JV Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:00 p.m. | ||
| Tue., 10/1 | V Girls Soccer | Notre Dame-Fairfield | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 10/1 | V Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:30 p.m. | W 3-1 | |
| Tue., 10/1 | JV Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | FR Girls Volleyball | Weston | Away - Weston HS-Gym (Old) [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Boys Cross Country | Brookfield, Kolbe Cathedral, New Fairfield | Away - Brookfield HS-BHS Track [Directions] | 4:30 p.m. | PHS 16 Brookfield 46 PHS 15 Kolbe 50 PHS 20 NFHS 36 | |
| Wed., 10/2 | V Girls Cross Country | Brookfield, Kolbe Cathedral, New Fairfield | Away - Brookfield HS-BHS Track [Directions] | 5:00 p.m. | PHS 16 Brook 46 PHS 20 NFHS 36 PHS 15 KHS 50 | |
| Wed., 10/2 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | L 2-3 | |
| Wed., 10/2 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Wed., 10/2 | FR Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 10/3 | FR Football | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 3-0 | |
| Thu., 10/3 | JV Boys Soccer | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Thu., 10/3 | V Girls Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | L 1-0 | |
| Fri., 10/4 | V Football | Newtown | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | L 0-35 | |
| Fri., 10/4 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/4 | JV Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | ||
| Fri., 10/4 | FR Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Boys Soccer | Kolbe Cathedral | Home - Pomperaug HS-Stadium [Directions] | 4:45 p.m. | W 7-0 | |
| Sat., 10/5 | FR Boys Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 9:00 a.m. | ||
| Sat., 10/5 | V Girls Soccer | Kolbe Cathedral | Home - Pomperaug HS-Stadium [Directions] | 3:00 p.m. | W 7-0 | |
| Mon., 10/7 | V Boys Cross Country | Immaculate, Newtown | Home - Pomperaug HS-Cross Country Course [Directions] | 4:00 p.m. | IHS 28 PHS 29 PHS 28 NHS 28 , wins on 6th man IHS 27 NHS 30 | |
| Mon., 10/7 | V Boys Soccer | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 4-0 | |
| Mon., 10/7 | JV Boys Soccer | New Fairfield | Home - Pomperaug HS-Stadium [Directions] | 5:15 p.m. | ||
| Mon., 10/7 | FR Boys Soccer | Watertown | Home - Pomperaug HS-PHS Soccer Field [Directions] | 3:30 p.m. | ||
| Mon., 10/7 | V Girls Cross Country | Immaculate, Newtown | Home - Pomperaug HS-Cross Country Course [Directions] | 5:00 p.m. | IHS 20 PHS 35 NHS 20 PHS 40 IHS 20 NHS 35 | |
| Mon., 10/7 | V Girls Soccer | New Fairfield | Away - New Fairfield High-Stadium Field [Directions] | 6:30 p.m. | W 5-0 | |
| Mon., 10/7 | JV Girls Soccer | New Fairfield | Away - New Fairfield High-Komlo Field [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/7 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | FR Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | V Girls Volleyball | Stratford | Home - Pomperaug HS-Main Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Thu., 10/10 | JV Girls Volleyball | Stratford | Home - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/10 | FR Girls Volleyball | Stratford | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Boys Soccer | Bethel | Away - Bethel HS-Rourke Field [Directions] | 4:00 p.m. | W 6-0 | |
| Fri., 10/11 | JV Boys Soccer | Bethel | Away - Bethel HS-MS Field [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Soccer | Bethel | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 6-0 | |
| Fri., 10/11 | JV Girls Soccer | Bethel | Home - Pomperaug HS-Stadium [Directions] | Postponed | ||
| Sat., 10/12 | FR Boys Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 9:00 a.m. | ||
| Sat., 10/12 | FR Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 11:00 a.m. | ||
| Mon., 10/14 | FR Boys Soccer | Watertown | Home - Pomperaug HS-PHS Soccer Field [Directions] | 3:30 p.m. | ||
| Mon., 10/14 | V Girls Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 10/14 | JV Girls Volleyball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Boys Soccer | Masuk | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 1-0 | |
| Tue., 10/15 | JV Boys Soccer | Masuk | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Tue., 10/15 | V Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | T 0-0 | |
| Tue., 10/15 | JV Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | ||
| Wed., 10/16 | V Girls Volleyball | Weston | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Wed., 10/16 | JV Girls Volleyball | Weston | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | FR Girls Volleyball | Weston | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | FM Football | Hamden | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 1-0 | |
| Thu., 10/17 | JV Boys Soccer | Joel Barlow | Home - Pomperaug HS-PHS Soccer Field [Directions] | Rainout | ||
| Fri., 10/18 | V Boys Cross Country | SWC Championship Cross Country Meet | Away - Bethel HS-DeSantis Field @ Bethel High School | 2:35 p.m. | ||
| Fri., 10/18 | V Football | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | 7:00 p.m. | L 7-28 | |
| Fri., 10/18 | V Girls Cross Country | SWC Championship Cross Country Meet | Away - Bethel HS-DeSantis Field @ Bethel High School | 2:00 p.m. | ||
| Fri., 10/18 | V Girls Volleyball | Bunnell | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/18 | JV Girls Volleyball | Bunnell | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | FR Girls Volleyball | New Fairfield | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/19 | V Boys Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | L 2-1 | |
| Sat., 10/19 | JV Boys Soccer | New Milford | Home - Pomperaug HS-Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/19 | FR Boys Soccer | Newtown | Away - Newtown HS-NHS Practice Fields [Directions] | 9:00 a.m. | ||
| Mon., 10/21 | V Girls Soccer | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 2-0 | |
| Mon., 10/21 | JV Girls Soccer | Brookfield | Home - Pomperaug HS-PHS Soccer Field [Directions] | 5:00 p.m. | ||
| Mon., 10/21 | V Girls Volleyball | Naugatuck | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Mon., 10/21 | JV Girls Volleyball | Naugatuck | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | FR Girls Volleyball | Naugatuck | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Boys Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:30 p.m. | L Forfeit | |
| Tue., 10/22 | JV Boys Soccer | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Girls Cross Country | Wilton | Away - Wilton HS-Allen Meadow [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/22 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Boys Cross Country | Danbury | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | JV Football | North Haven | Away - North Haven HS [Directions] | 6:00 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Abbott Tech | Away - Broadview MS-Stephen A. Kaplanis Turf Field [Directions] | 3:30 p.m. | L Forfeit | |
| Thu., 10/24 | FR Boys Soccer | New Milford | Home - Pomperaug HS-PHS Soccer Field [Directions] | Postponed | ||
| Thu., 10/24 | V Girls Cross Country | Danbury | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 2-0 | |
| Thu., 10/24 | JV Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Thu., 10/24 | JV Girls Volleyball | Immaculate | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | FR Girls Volleyball | Immaculate | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Football | North Haven | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | L 0-41 | |
| Fri., 10/25 | JV Boys Soccer | Abbott Tech | Home - Pomperaug HS-PHS Soccer Field [Directions] | 3:30 p.m. | ||
| Fri., 10/25 | V Girls Soccer | Joel Barlow | Away - Joel Barlow HS-Field J [Directions] | 4:00 p.m. | W 4-2 | |
| Fri., 10/25 | JV Girls Soccer | Joel Barlow | Away - Joel Barlow HS-Field E (Softball) [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class L Divisional Championship | Away - Wickham Park | 2:40 p.m. | ||
| Sat., 10/26 | FR Boys Soccer | Naugatuck | Home - Pomperaug HS-PHS Soccer Field [Directions] | 11:00 a.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class L Divisional Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 10/28 | V Girls Soccer | Stratford | Away - Stratford HS-Penders Field [Directions] | 7:00 p.m. | W 5-0 | |
| Mon., 10/28 | JV Girls Soccer | Stratford | Away - Stratford HS-Penders Field [Directions] | 5:00 p.m. | ||
| Mon., 10/28 | V Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/28 | JV Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/28 | FR Girls Volleyball | Newtown | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/29 | V Boys Soccer | Stratford | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 8-1 | |
| Tue., 10/29 | JV Boys Soccer | Stratford | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Wed., 10/30 | V Girls Volleyball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/30 | JV Girls Volleyball | Masuk | Home - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | FR Girls Volleyball | Masuk | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/31 | FM Football | Bunnell | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Bunnell | Away - Bunnell HS-Bunnell Turf Field [Directions] | 7:00 p.m. | L 13-18 | |
| Fri., 11/1 | V Boys Soccer | Bunnell | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Soccer | Immaculate | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | W 7-5 PK | |
| Mon., 11/4 | V Girls Soccer | Newtown | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | L 2-0 | |
| Mon., 11/4 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 11/5 | V Boys Soccer | Joel Barlow | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/7 | FM Football | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 4:00 p.m. | ||
| Thu., 11/7 | V Boys Soccer | Weston | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | ||
| Fri., 11/8 | V Football | Masuk | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 0-51 | |
| Sat., 11/9 | JV Football | Watertown | Home - Pomperaug HS-Stadium [Directions] | Canceled | Cancelled | |
| Sat., 11/9 | FM Football | New Milford | Home - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Mon., 11/11 | V Boys Soccer | East Lyme | Home - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | ||
| Mon., 11/11 | V Girls Volleyball | Daniel Hand | Away - Daniel Hand Gym-Gym [Directions] | 6:00 p.m. | ||
| Wed., 11/13 | FM Football | New Milford | Home - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | ||
| Wed., 11/13 | V Boys Soccer | Fitch | Away - Poquonnock Plains Park-Soccer/Lacrosse Field [Directions] | 2:00 p.m. | ||
| Thu., 11/14 | V Girls Soccer | Naugatuck | Home - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | W 2-0 | |
| Fri., 11/15 | V Football | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | L 6-12 | |
| Fri., 11/15 | V Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 2:00 p.m. | ||
| Sat., 11/16 | V Girls Soccer | Guilford | Home - Pomperaug HS-Stadium [Directions] | 1:00 p.m. | L 1-0 OT | |
| Thu., 11/21 | FM Football | Brookfield | Home - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Fri., 11/22 | JV Football | Nonnewaug | Home - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/28 | V Football | Notre Dame-Fairfield | Away - Notre Dame - Fairfield-McCarty Stadium [Directions] | 10:00 a.m. | W 47-33 | |