| Pomperaug 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1540 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | V Baseball | Wilton (Scrim.) | Away - WHS Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Watertown | Home - Community Baseball Field [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Weston | Home - PHS Baseball Field [Directions] | 4:30 p.m. | ||
| TBA | JV Baseball | Wilton (Scrim.) | Away - WHS Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Stratford | Away - Penders Field [Directions] | TBA | ||
| TBA | JV Baseball | Joel Barlow | Away - Veterans Field - Easton [Directions] | TBA | ||
| TBA | JV Baseball | Brookfield | Away - BHS Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | Brookfield | Away - H.H.E.S. Baseball Field [Directions] | 10:00 a.m. | ||
| TBA | FR Baseball | Naugatuck | Home - Community Baseball Field [Directions] | 3:45 p.m. | ||
| TBA | FR Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | Across from Bristol Eastern HS | |
| TBA | FR Baseball | Brookfield | Home - Community Baseball Field [Directions] | TBA | ||
| TBA | FR Football | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Masuk | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| TBA | V Boys Soccer | SWC Quarter-Finals | Home - Sports Complex & Track [Directions] | TBA | ||
| TBA | JV Boys Soccer | Brookfield | Home - Sports Complex & Track [Directions] | TBA | ||
| TBA | V Boys Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | Cancelled | Cancelled | |
| TBA | V Boys Tennis | Stratford | Away - Flood M.S. Tennis Courts [Directions] | TBA | W 6-1 | |
| TBA | FR Girls Basketball | Woodland | Away - Woodland Gym [Directions] | TBA | ||
| TBA | FR Girls Basketball | Newtown | Away [Directions] | TBA | ||
| TBA | FR Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | TBA | ||
| TBA | FR Field Hockey | New Milford | Home - PHS Baseball Field [Directions] | 4:30 p.m. | ||
| TBA | FR Field Hockey | Joel Barlow | Away [Directions] | TBA | ||
| TBA | JV Girls Soccer | Weston | Away - WHS Turf Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Bethel | Away - Bethel MS Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Brookfield | Away - BHS Back Turf [Directions] | TBA | ||
| TBA | JV Softball | Stratford | Away - Birdseye Field [Directions] | 10:00 a.m. | ||
| TBA | JV Softball | New Milford | Home - Community Softball Field [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Brookfield | Home - Community Softball Field [Directions] | 4:15 p.m. | One way bus | |
| TBA | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Masuk | Home - Community Softball Field [Directions] | 4:15 p.m. | One way bus | |
| TBA | JV Softball | Weston | Home - PHS Softball Field [Directions] | 4:30 p.m. | ||
| TBA | JV Softball | Brookfield | Away - BHS Softball Field [Directions] | TBA | ||
| Fri., 7/6 | Miscellaneous Events | Pomperaug Youth/Legion Baseball | - PHS Baseball Field | 5:30 p.m. | ||
| Sat., 7/7 | Miscellaneous Events | Pomperaug Youth/Legion Baseball | - PHS Baseball Field | 12:00 p.m. | ||
| Mon., 7/9 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Mon., 7/9 | Miscellaneous Events | PAC | - PHS Pool | 8:00 a.m. | PAC swim team practice | |
| Mon., 7/9 | Miscellaneous Events | Triple Threat Basketball Camp | - RMS gym | 8:30 a.m. | 8:30 am - 2:45 pm | |
| Tue., 7/10 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Tue., 7/10 | Miscellaneous Events | PAC | - PHS Pool | 8:00 a.m. | PAC swim team practice 8:00 - 9:45 a.m. | |
| Tue., 7/10 | Miscellaneous Events | Triple Threat Basketball Camp | - RMS gym | 8:30 a.m. | 8:30 am - 2:45 pm | |
| Wed., 7/11 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Wed., 7/11 | Miscellaneous Events | PAC | - PHS Pool | 8:00 a.m. | PAC swim team practice 8:00-9:45 a.m. | |
| Wed., 7/11 | Miscellaneous Events | Triple Threat Basketball Camp | - RMS gym | 8:30 a.m. | 8:30 am - 2:45 pm | |
| Wed., 7/11 | Miscellaneous Events | Southbury Parks & Rec Adult Field Hockey | - Sports Complex & Track | 6:15 p.m. | Will use facility from 6:15 - 7:45 p.m. | |
| Thu., 7/12 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Thu., 7/12 | Miscellaneous Events | PAC | - PHS Pool | 8:00 a.m. | 8:00-9:45 a.m. | |
| Thu., 7/12 | Miscellaneous Events | Triple Threat Basketball Camp | - RMS gym | 8:30 a.m. | 8:30 am - 2:45 pm | |
| Mon., 7/16 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Mon., 7/16 | Miscellaneous Events | Panther Basketball Camp | - PHS Main Gym | 9:15 a.m. | 9:15 am - 2:00 pm | |
| Tue., 7/17 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Tue., 7/17 | Miscellaneous Events | Panther Basketball Camp | - PHS Main Gym | 9:15 a.m. | 9:15 am - 2:00 pm | |
| Tue., 7/17 | Miscellaneous Events | Pomperaug Youth/Legion Baseball | - PHS Baseball Field | 5:30 p.m. | ||
| Wed., 7/18 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Wed., 7/18 | Miscellaneous Events | Panther Basketball Camp | - PHS Main Gym | 9:15 a.m. | 9:15 am - 2:00 pm | |
| Wed., 7/18 | Miscellaneous Events | Southbury Parks & Rec Adult Field Hockey | - Sports Complex & Track | 6:15 p.m. | Will use facility 6:15 - 7:45 p.m. | |
| Thu., 7/19 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Thu., 7/19 | Miscellaneous Events | Panther Basketball Camp | - PHS Main Gym | 9:15 a.m. | 9:15 am - 2:00 pm | |
| Mon., 7/23 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Mon., 7/23 | Miscellaneous Events | PAC | - PHS Pool | 8:30 a.m. | 8:00 a.m. - 9:45 a.m. | |
| Tue., 7/24 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Tue., 7/24 | Miscellaneous Events | PAC | - PHS Pool | 8:30 a.m. | 8:00 a.m. - 9:45 a.m. | |
| Wed., 7/25 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Wed., 7/25 | Miscellaneous Events | PAC | - PHS Pool | 8:30 a.m. | 8:00 a.m. - 9:45 a.m. | |
| Wed., 7/25 | Miscellaneous Events | Southbury Parks & Rec Adult Field Hockey | - Sports Complex & Track | 6:15 p.m. | Will use facility 6:15 - 7:45 p.m. | |
| Thu., 7/26 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Thu., 7/26 | Miscellaneous Events | PAC | - PHS Pool | 8:30 a.m. | 8:00 a.m. - 9:45 a.m. | |
| Fri., 7/27 | Miscellaneous Events | Pomperaug Youth Softball | - PHS Softball Field | 5:00 p.m. | 5pm - 8pm | |
| Sat., 7/28 | Miscellaneous Events | Pomperaug Pop Warner Referee/Coach Clinic | - Sports Complex & Track | 9:00 a.m. | Referee/Coach Clinic 9:00-11:00 a.m. | |
| Mon., 7/30 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Mon., 7/30 | Miscellaneous Events | PAC practice | - PHS Pool | 8:30 a.m. | 8:15-10:45 | |
| Tue., 7/31 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Tue., 7/31 | Miscellaneous Events | PAC practice | - PHS Pool | 8:30 a.m. | 8:15-10:45 | |
| Wed., 8/1 | Miscellaneous Events | Mdby Park & Rec Swim Lessons | - PHS Pool | 11:00 a.m. | 11:00 am - 2:00 pm | |
| Wed., 8/1 | Miscellaneous Events | PAC practice | - PHS Pool | 8:30 a.m. | 8:15-10:45 | |
| Wed., 8/1 | Miscellaneous Events | Southbury Pop Warner | - Sports Complex & Track | 5:00 p.m. | 5:00 - 8:00 p.m. | |
| Thu., 8/2 | Miscellaneous Events | Southbury Park & Rec Swim Meet | - PHS Pool | 7:00 a.m. | Meet 8:00 - 4:00, leave @ 4:30 pm | |
| Thu., 8/2 | Miscellaneous Events | Southbury Pop Warner | - Sports Complex & Track | 5:00 p.m. | 5:00 - 8:00 p.m. | |
| Wed., 8/22 | V Football | Bristol Eastern (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Sat., 8/25 | V Football | Rocky Hill (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Sun., 8/26 | V Boys Soccer | Alumni Game | Home - Sports Complex & Track [Directions] | 6:00 p.m. | ||
| Tue., 8/28 | V Girls Volleyball | Seymour (Scrim.) | Home - PHS Main Gym [Directions] | 3:15 p.m. | ||
| Tue., 8/28 | JV Girls Volleyball | Seymour (Scrim.) | Home - PHS Main Gym [Directions] | 3:15 p.m. | ||
| Tue., 8/28 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 8/29 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Thu., 8/30 | JV Football | Maloney (Scrim.) | Away - Falcon Field [Directions] | 6:30 p.m. | ||
| Thu., 8/30 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 8/31 | V Football | Maloney (Scrim.) | Home - Sports Complex & Track [Directions] | 7:00 p.m. | ||
| Fri., 8/31 | JV Field Hockey | New Fairfield Play Day | Away | 4:00 p.m. | ||
| Fri., 8/31 | V Girls Soccer | Litchfield (Scrim.) | Home - Sports Complex & Track [Directions] | 4:30 p.m. | ||
| Fri., 8/31 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Sat., 9/1 | V Boys Soccer | Cheshire (Scrim.) | Home - Sports Complex & Track [Directions] | 6:00 p.m. | ||
| Sat., 9/1 | JV Boys Soccer | Cheshire (Scrim.) | Home - Sports Complex & Track [Directions] | 4:00 p.m. | ||
| Sat., 9/1 | V Field Hockey | New Fairfield Play Day | Away | 10:00 a.m. | ||
| Sat., 9/1 | V Girls Soccer | Staples Soccer Jamboree | Away | 9:30 a.m. | ||
| Mon., 9/3 | V Field Hockey | Pomperaug Play Day | Home - Sports Complex & Track [Directions] | 8:30 a.m. | Danbury and Amity | |
| Tue., 9/4 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 9/5 | V Field Hockey | Cheshire (Scrim.) | Home - Sports Complex & Track [Directions] | 4:30 p.m. | ||
| Wed., 9/5 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 9/5 | Miscellaneous Events | PAC | - PHS Pool | 7:30-8:30 p.m. | Will enter facility at 7:15 pm and leave at 8:45 pm | |
| Thu., 9/6 | V Boys Soccer | Weston | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 0-8 | |
| Thu., 9/6 | JV Boys Soccer | Weston | Home - Sports Complex & Track [Directions] | 5:30 p.m. | ||
| Thu., 9/6 | V Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 7:00 p.m. | T 0-0 | |
| Thu., 9/6 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 9/6 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 9/7 | V Football | Bethel | Away - DeSantis Field at Bethel HS [Directions] | 7:00 p.m. | W 46-0 | |
| Fri., 9/7 | V Field Hockey | Stamford | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 3-0 | Non-League |
| Fri., 9/7 | JV Field Hockey | Stamford | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Fri., 9/7 | V Girls Swimming and Diving | Weston | Away - Weston MS Pool [Directions] | 4:00 p.m. | Lost 81/97 | |
| Fri., 9/7 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 5:30 p.m. | L 0-3 | Non-League |
| Fri., 9/7 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/7 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 5:00-9:00 p.m. | Will enter facility at 4:30 pm and leave at 9:15pm | |
| Fri., 9/7 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 9/7 | Miscellaneous Events | PAC | - PHS Pool | 7:30-8:30 p.m. | Will enter facility at 7:15 pm and leave at 8:45 pm | |
| Sat., 9/8 | JV Football | Bethel | Home - Sports Complex & Track [Directions] | 11:15 a.m. | ||
| Sat., 9/8 | FR Boys Soccer | Naugatuck | Home - PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Sat., 9/8 | V Girls Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 2:30 p.m. | L 3-0 | Non League |
| Sat., 9/8 | JV Girls Soccer | Watertown | Away - Swift MS [Directions] | 2:30 p.m. | At Swift | |
| Sat., 9/8 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 11:15-2:15 p.m. | will enter facility at 10am and leave at 3:15pm | |
| Sun., 9/9 | Miscellaneous Events | Pop Warner Football | Home - Sports Complex & Track [Directions] | 8:00-5:00 p.m. | ||
| Tue., 9/11 | V Boys Cross Country | Masuk, Stratford | Home - Pomperaug HS [Directions] | 4:00 p.m. | PHS 15 Masuk 50 PHS 15 Stratford 50 | |
| Tue., 9/11 | V Girls Cross Country | Masuk, Stratford | Home - Pomperaug HS [Directions] | 4:00 p.m. | PHS 15 Masuk 50 PHS 15 Stratford 50 | |
| Tue., 9/11 | V Field Hockey | Joel Barlow | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 4-0 | Non-League |
| Tue., 9/11 | JV Field Hockey | Joel Barlow | Home - Sports Complex & Track [Directions] | 5:30 p.m. | ||
| Tue., 9/11 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | T 1-1 | |
| Tue., 9/11 | JV Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | 5:00 p.m. | ||
| Tue., 9/11 | V Girls Swimming and Diving | Stratford | Home - PHS Pool [Directions] | 5:00 p.m. | Won 89/66 | |
| Tue., 9/11 | FR Girls Volleyball | Immaculate | Away [Directions] | 5:15 p.m. | ||
| Tue., 9/11 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 5:00-9:00 p.m. | Will enter facility at 4:30 pm and leave at 9:15pm | |
| Tue., 9/11 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 9/12 | FR Field Hockey | Masuk | Home - PHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | FR Girls Soccer | Watertown | Home - PHS Soccer Field [Directions] | 3:15 p.m. | ||
| Wed., 9/12 | V Girls Volleyball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 5:30 p.m. | L 0-3 | Non-League |
| Wed., 9/12 | JV Girls Volleyball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | FR Girls Volleyball | Weston | Home [Directions] | 3:45 p.m. | ||
| Wed., 9/12 | Miscellaneous Events | Unified Sports Soccer | - PHS Softball Field | 2:15-3:15 p.m. | ||
| Wed., 9/12 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 9/12 | Miscellaneous Events | PAC | - PHS Pool | 7:30-8:30 p.m. | Will enter facility at 7:15 pm and leave at 8:45 pm | |
| Thu., 9/13 | V Boys Soccer | Notre Dame-Fairfield | Home - Sports Complex & Track [Directions] | 3:45 p.m. | W 4-0 | |
| Thu., 9/13 | V Field Hockey | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | W 7-1 | Non-League |
| Thu., 9/13 | JV Field Hockey | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Thu., 9/13 | V Girls Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 5:00 p.m. | L 3-0 | |
| Thu., 9/13 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 9/13 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 9/14 | V Football | East Lyme | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 42-41 (OT) | Non-League |
| Fri., 9/14 | V Girls Swimming and Diving | New Fairfield | Away [Directions] | 4:00 p.m. | Won 94/84 | |
| Fri., 9/14 | JV Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 9/14 | FR Girls Volleyball | Amity | Home - Auxiliary Gym [Directions] | 3:45 p.m. | ||
| Fri., 9/14 | Miscellaneous Events | PAC | - PHS Pool | 4:30-5:30 p.m. | Will enter facility at 4:15 pm and leave at 5:45 pm | |
| Fri., 9/14 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 9/14 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 6:30-9:30 p.m. | will enter facility at 5:30pm and leave at 10:30pm | |
| Sat., 9/15 | V Boys Cross Country | Wilton Invitational | Away | 9:00 a.m. | ||
| Sat., 9/15 | JV Football | East Lyme | Away - ELHS Dick North Field [Directions] | 11:00 a.m. | ||
| Sat., 9/15 | V Boys Soccer | Newtown | Home - Sports Complex & Track [Directions] | 5:00 p.m. | W 1-0 | |
| Sat., 9/15 | JV Boys Soccer | Newtown | Home - Sports Complex & Track [Directions] | 3:00 p.m. | ||
| Sat., 9/15 | V Girls Cross Country | Wilton Invitational | Away | 9:00 a.m. | PHS 15 NDHS 50 PHS 15 Kolbe 50 PHS 15 Bunnell 50 | |
| Sat., 9/15 | V Girls Soccer | Bunnell | Home - Sports Complex & Track [Directions] | 1:00 p.m. | W 5-0 | |
| Sat., 9/15 | JV Girls Soccer | Bunnell | Home - Sports Complex & Track [Directions] | 11:00 a.m. | ||
| Sat., 9/15 | FR Girls Soccer | Weston | Home [Directions] | 9:00 a.m. | ||
| Sat., 9/15 | V Girls Swimming and Diving | Conard, Hall, Amity | Away - Cornerstone Aquatics Center [Directions] | 3:30 p.m. | 291 Conard 406.5 Hall 363 Amity 259 Pomperaug | |
| Sat., 9/15 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 9/16 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Mon., 9/17 | V Boys Cross Country | Bunnell, Notre Dame-Fairfield, Kolbe Cathedral | Away [Directions] | 4:00 p.m. | PHS 15 NDHS 50 PHS 15 Bunnell 50 PHS 15 NDHS 50 | |
| Mon., 9/17 | V Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | W 3-0 | |
| Mon., 9/17 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 9/17 | V Girls Cross Country | Bunnell, Notre Dame-Fairfield, Kolbe Cathedral | Away [Directions] | 4:00 a.m. | Pomp 15 NDHS 50 pomp 15 Bunnell 50 Pomp 15 Kolbe 50 | |
| Mon., 9/17 | V Field Hockey | New Milford | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 1-0 | |
| Mon., 9/17 | JV Field Hockey | New Milford | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Mon., 9/17 | V Girls Volleyball | Weston | Home - PHS Main Gym [Directions] | 5:30 p.m. | L 1-3 | Non-League |
| Mon., 9/17 | JV Girls Volleyball | Weston | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 9/17 | FR Girls Volleyball | Brookfield | Home [Directions] | 3:45 p.m. | ||
| Mon., 9/17 | Miscellaneous Events | Unified Sports Soccer | - PHS Softball Field | 2:15-3:15 p.m. | ||
| Mon., 9/17 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 5:00-9:00 p.m. | Will enter facility at 4:30 pm and leave at 9:15 pm | |
| Mon., 9/17 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Mon., 9/17 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Tue., 9/18 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Tue., 9/18 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Tue., 9/18 | Miscellaneous Events | Yom Kippur | TBA | |||
| Thu., 9/20 | V Girls Soccer | Immaculate | Home - Sports Complex & Track [Directions] | 7:00 p.m. | T 0-0 | |
| Thu., 9/20 | JV Girls Soccer | Immaculate | Home - PHS Soccer Field [Directions] | 5:00 p.m. | ||
| Thu., 9/20 | V Girls Volleyball | Nonnewaug | Home - PHS Main Gym [Directions] | 5:15 p.m. | L 1-3 | Non-League |
| Thu., 9/20 | JV Girls Volleyball | Nonnewaug | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | FR Girls Volleyball | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Thu., 9/20 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 9/20 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Thu., 9/20 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Fri., 9/21 | V Football | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | L 7-45 | |
| Fri., 9/21 | V Boys Soccer | Immaculate | Away - Mustang Valley [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/21 | JV Boys Soccer | Immaculate | Away - Immaculate HS [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | V Field Hockey | Weston | Home - Sports Complex & Track [Directions] | 7:30 p.m. | W 3-1 | |
| Fri., 9/21 | JV Field Hockey | Weston | Home - Sports Complex & Track [Directions] | 6:00 p.m. | ||
| Fri., 9/21 | FR Field Hockey | New Fairfield | Home - PHS Baseball Field [Directions] | 4:45 p.m. | ||
| Fri., 9/21 | V Girls Swimming and Diving | New Milford | Home - PHS Pool [Directions] | 4:00 p.m. | Won 96/82 | |
| Fri., 9/21 | V Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/21 | JV Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 5:00-9:30 p.m. | Will enter facility at 4:30 pm and leave at 10pm | |
| Fri., 9/21 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Sat., 9/22 | V Boys Cross Country | Manchester NH Invitational | Away | TBA | Non-meet runners will practice at 8am | |
| Sat., 9/22 | JV Football | Masuk | Home - Sports Complex & Track [Directions] | 11:00 a.m. | ||
| Sat., 9/22 | FR Boys Soccer | Naugatuck | Home - PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Sat., 9/22 | V Girls Cross Country | Manchester NH Invitational | Away | TBA | Non-meet runners will practice at 8am | |
| Sat., 9/22 | V Girls Soccer | Mercy | Home - Sports Complex & Track [Directions] | 2:00 p.m. | L 2-1 | Non League |
| Sat., 9/22 | JV Girls Soccer | Mercy | Home - PHS Soccer Field [Directions] | 2:00 p.m. | ||
| Sat., 9/22 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 11:15-2:15 p.m. | will enter facility at 10am and leave at 3:15pm | |
| Sat., 9/22 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 9/23 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 9/23 | Miscellaneous Events | Pop Warner Football | Home - Sports Complex & Track [Directions] | 8:00-7:00 p.m. | ||
| Mon., 9/24 | V Boys Soccer | Abbott Tech | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 5-1 | |
| Mon., 9/24 | JV Boys Soccer | Abbott Tech | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Mon., 9/24 | FR Boys Soccer | Masuk | Home - PHS Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 9/24 | FR Field Hockey | Brookfield | Away - BHS Field Hockey Field [Directions] | 4:30 p.m. | ||
| Mon., 9/24 | FR Girls Soccer | Masuk | Away - Masuk Middle Field [Directions] | 3:45 p.m. | ||
| Mon., 9/24 | V Girls Volleyball | Notre Dame-Fairfield | Home - PHS Main Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Mon., 9/24 | JV Girls Volleyball | Notre Dame-Fairfield | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 9/24 | FR Girls Volleyball | Masuk | Home [Directions] | 3:45 p.m. | ||
| Mon., 9/24 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Mon., 9/24 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Tue., 9/25 | V Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | Won 97/84 | |
| Tue., 9/25 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Tue., 9/25 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Wed., 9/26 | FR Field Hockey | Bethel | Home - PHS Baseball Field [Directions] | 4:30 p.m. | ||
| Wed., 9/26 | V Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/26 | JV Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/26 | Miscellaneous Events | Unified Sports Soccer | - PHS Softball Field | 2:15-3:15 p.m. | ||
| Wed., 9/26 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Wed., 9/26 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Thu., 9/27 | V Boys Cross Country | New Milford, New Fairfield | Home - Pomperaug HS [Directions] | 4:00 p.m. | Pomp 27 NMHS 32 Pomp 19 NFHS 42 | |
| Thu., 9/27 | V Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 6:00 p.m. | W 4-1 | |
| Thu., 9/27 | JV Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | FR Boys Soccer | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Thu., 9/27 | V Girls Cross Country | New Milford, New Fairfield | Home - Pomperaug HS [Directions] | 4:00 p.m. | Pomp 15 NMHS 50 NFHS 26 Pomp 29 | |
| Thu., 9/27 | V Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 6:30 p.m. | T 1-1 | |
| Thu., 9/27 | JV Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | ||
| Thu., 9/27 | V Girls Soccer | New Fairfield | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 4-1 | |
| Thu., 9/27 | JV Girls Soccer | New Fairfield | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 9/27 | V Girls Swimming and Diving | Joel Barlow | Home - PHS Pool [Directions] | 4:00 p.m. | Won 94-80 | |
| Thu., 9/27 | V Girls Volleyball | New Milford | Home - PHS Main Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Thu., 9/27 | JV Girls Volleyball | New Milford | Home - PHS Main Gym [Directions] | 7:00 p.m. | ||
| Thu., 9/27 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 9/27 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Thu., 9/27 | Miscellaneous Events | PAC | - PHS Pool | 7:00-8:30 p.m. | Will enter facility at 6:45 pm and leave at 8:45 pm | |
| Fri., 9/28 | V Football | Weston | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 24-22 | |
| Fri., 9/28 | FR Boys Soccer | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Fri., 9/28 | FR Girls Volleyball | Stratford | Home [Directions] | 3:45 p.m. | ||
| Fri., 9/28 | Miscellaneous Events | PHS Freshmen Volleyball | - Health Classroom - Room 201 | 5:00-6:00 p.m. | ||
| Fri., 9/28 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 9/28 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 6:30-9:30 p.m. | will enter facility at 5:30pm and leave at 10:30pm | |
| Sat., 9/29 | JV Football | Weston | Away - WHS Stadium Field [Directions] | Cancelled | Cancelled | |
| Sat., 9/29 | V Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 6:00 p.m. | W 8-0 | |
| Sat., 9/29 | JV Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:30 p.m. | ||
| Sat., 9/29 | V Girls Soccer | Stratford | Home - Sports Complex & Track [Directions] | 1:45 p.m. | W 6-0 | |
| Sat., 9/29 | JV Girls Soccer | Stratford | Home - Sports Complex & Track [Directions] | 12:00 p.m. | ||
| Sat., 9/29 | FR Girls Soccer | Watertown | Home - PHS Soccer Field [Directions] | Cancelled | Cancelled | |
| Sat., 9/29 | FR Girls Volleyball | Naugatuck | Away [Directions] | 11:00 a.m. | ||
| Sun., 9/30 | Miscellaneous Events | Pop Warner Football | Home - Sports Complex & Track [Directions] | 8:00-7:00 p.m. | ||
| Mon., 10/1 | V Boys Soccer | Kolbe Cathedral | Home - Sports Complex & Track [Directions] | 5:30 p.m. | W 9-0 | |
| Mon., 10/1 | V Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:15 p.m. | T 1-1 | Non-League |
| Mon., 10/1 | JV Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Mon., 10/1 | V Girls Soccer | Kolbe Cathedral | Away - Veterans Park [Directions] | 4:45 p.m. | W 6-0 | |
| Mon., 10/1 | FR Girls Soccer | Weston | Home [Directions] | 3:45 p.m. | ||
| Mon., 10/1 | V Girls Volleyball | Masuk | Home - PHS Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/1 | JV Girls Volleyball | Masuk | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | FR Girls Volleyball | Newtown | Home [Directions] | 3:45 p.m. | ||
| Mon., 10/1 | Miscellaneous Events | PHS Unified Sports Soccer | - PHS Softball Field | 2:15-3:15 p.m. | ||
| Mon., 10/1 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 and leave at 8:45pm | |
| Mon., 10/1 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Tue., 10/2 | V Boys Cross Country | Joel Barlow, Brookfield, Weston | Away [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Boys Soccer | Bethel | Home - Sports Complex & Track [Directions] | 4:30 p.m. | W 5-1 | |
| Tue., 10/2 | V Girls Cross Country | Joel Barlow, Brookfield, Weston | Away [Directions] | 4:00 p.m. | PHS 15 JBHS 48 PHS 19 Weston 44 PHS 22 brookfield 39 | |
| Tue., 10/2 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 and leave at 8:45pm | |
| Tue., 10/2 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Wed., 10/3 | V Field Hockey | Bethel | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 7-2 | |
| Wed., 10/3 | JV Field Hockey | Bethel | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Wed., 10/3 | FR Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Volleyball | Brookfield | Home - PHS Main Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Wed., 10/3 | JV Girls Volleyball | Brookfield | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/3 | FR Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 3:45 p.m. | ||
| Wed., 10/3 | Miscellaneous Events | Unified Sports Soccer | - PHS Softball Field | 2:15-3:15 p.m. | ||
| Wed., 10/3 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 and leave at 8:45pm | |
| Wed., 10/3 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 5:00-9:00 p.m. | Will enter facility at 4:30 pm and leave at 9:15 pm | |
| Wed., 10/3 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 10/4 | V Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 6:30 p.m. | W 2-0 | |
| Thu., 10/4 | JV Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 5:00 p.m. | ||
| Thu., 10/4 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 10/4 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 and leave at 8:45pm | |
| Thu., 10/4 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | Pep Rally. Will enter facility at 5:30 pm, depart 8:30 pm | |
| Fri., 10/5 | V Boys Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | L 1-0 | |
| Fri., 10/5 | JV Boys Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | ||
| Fri., 10/5 | V Girls Soccer | Masuk | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 2-0 | |
| Fri., 10/5 | JV Girls Soccer | Masuk | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Fri., 10/5 | V Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 10/5 | JV Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/5 | Miscellaneous Events | Student Services | - Wrestling Room | 12:20-3:00 p.m. | ||
| Fri., 10/5 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Sat., 10/6 | V Field Hockey | Granby Memorial | Home - Sports Complex & Track [Directions] | 4:30 p.m. | L 1-2 | Non-League |
| Sat., 10/6 | JV Field Hockey | Granby Memorial | Home - Sports Complex & Track [Directions] | 3:00 p.m. | ||
| Sat., 10/6 | FR Field Hockey | Granby Memorial | Home - PHS Baseball Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/6 | FR Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 9:00 a.m. | ||
| Sat., 10/6 | FR Girls Volleyball | Immaculate | Home [Directions] | 10:00 a.m. | ||
| Sat., 10/6 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 12:30-4:00 p.m. | Will enter facility at 12pm and leave at 4:30 pm | |
| Sat., 10/6 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/7 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Tue., 10/9 | V Boys Cross Country | Bethel, Newtown, Immaculate | Away - Bethel HS [Directions] | 5:00 p.m. | PHS 22 IHS 37 PHS 24 Newtown 35 PHS 21 Bethel 40 | |
| Tue., 10/9 | V Boys Soccer | Joel Barlow | Away - Field J (competition field) [Directions] | 4:00 p.m. | W 2-0 | Share bus w/JV |
| Tue., 10/9 | V Girls Cross Country | Bethel, Newtown, Immaculate | Away - Bethel HS [Directions] | 4:30 p.m. | PHS 28 IHS 28/ tie breaker to PHS PHS 20 Newtown 35 PHS 15 Bethel 50 | |
| Tue., 10/9 | V Field Hockey | Brookfield | Home - Sports Complex & Track [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/9 | JV Field Hockey | Brookfield | Home - Sports Complex & Track [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Girls Soccer | Joel Barlow | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 3-1 | |
| Tue., 10/9 | JV Girls Soccer | Joel Barlow | Home - PHS Soccer Field [Directions] | 5:00 p.m. | ||
| Tue., 10/9 | V Girls Swimming and Diving | Brookfield | Home - Pomperaug Pool [Directions] | 7:00 p.m. | loss 101-85 | |
| Tue., 10/9 | Miscellaneous Events | PAC | - PHS Pool | 2:30-4:45 p.m. | Enter facility at 2:15 and leave at 5:00pm | |
| Tue., 10/9 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 3:45-7:00 p.m. | Will enter facility at 3:15 pm and leave at 7:30 pm | |
| Tue., 10/9 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Wed., 10/10 | V Girls Volleyball | Joel Barlow | Home - PHS Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/10 | JV Girls Volleyball | Joel Barlow | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 3:45 p.m. | ||
| Wed., 10/10 | Miscellaneous Events | Unified Sports Soccer | Away - Bunnell HS | 3:30-5:00 p.m. | Bus will depart at 2:15 and return at 5:30 pm | |
| Wed., 10/10 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Wed., 10/10 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 10/11 | V Girls Swimming and Diving | Bunnell | Away - Flood Pool [Directions] | 6:30 p.m. | won 89-73 | |
| Thu., 10/11 | FR Girls Volleyball | Naugatuck | Home - Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/11 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 10/11 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Thu., 10/11 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Fri., 10/12 | V Football | Branford | Away - Branford HS-Turf Field [Directions] | 7:00 p.m. | L 15-35 | Non-League |
| Fri., 10/12 | V Boys Soccer | Brookfield | Home - Sports Complex & Track [Directions] | 3:15 p.m. | L 2-1 | $5 adults/$3 students/seniors |
| Fri., 10/12 | V Field Hockey | Watertown | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 3-1 | |
| Fri., 10/12 | JV Field Hockey | Watertown | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Fri., 10/12 | FR Field Hockey | Joel Barlow | Home - PHS Baseball Field [Directions] | 4:30 p.m. | ||
| Fri., 10/12 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 3:15 p.m. | W 1-0 | |
| Fri., 10/12 | V Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 5:30 p.m. | L 2-3 | |
| Fri., 10/12 | JV Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/12 | Miscellaneous Events | PHS Field Hockey Booster Club | - Snack Shack | 4:00-10:00 p.m. | Will enter facility at 3:00 pm and leave at 10:30 pm | |
| Fri., 10/12 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Fri., 10/12 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Sat., 10/13 | JV Football | Branford | Home - Sports Complex & Track [Directions] | 11:00 a.m. | ||
| Sat., 10/13 | V Boys Soccer | Watertown | Home - Sports Complex & Track [Directions] | 4:00 p.m. | L 1-2 | $5 adults/$3 students/seniors |
| Sat., 10/13 | JV Boys Soccer | Bethel | Home - Sports Complex & Track [Directions] | 2:00 p.m. | ||
| Sat., 10/13 | FR Boys Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 8:00 a.m. | ||
| Sat., 10/13 | V Girls Soccer | Bethel | Away - DeSantis Field at Bethel HS [Directions] | 9:30 a.m. | W 1-0 | One way bus |
| Sat., 10/13 | FR Girls Soccer | Masuk | Home - Sports Complex & Track [Directions] | 8:30 a.m. | ||
| Sat., 10/13 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 11:00-2:00 p.m. | will enter facility at 10am and leave at 3pm | |
| Sat., 10/13 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/14 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/14 | Miscellaneous Events | Pop Warner Football | Home - Sports Complex & Track [Directions] | 8:00-1:00 p.m. | ||
| Mon., 10/15 | FR Boys Soccer | Newtown | Away - Newtown HS [Directions] | 3:45 p.m. | ||
| Mon., 10/15 | FR Field Hockey | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 4:30 p.m. | ||
| Mon., 10/15 | V Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 10/15 | JV Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 4:00 p.m. | ||
| Mon., 10/15 | FR Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 10/15 | Miscellaneous Events | PHS Unified Sports Soccer | - Sports Complex & Track | 2:30-3:00 p.m. | ||
| Mon., 10/15 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Mon., 10/15 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Tue., 10/16 | V Boys Soccer | New Milford | Away [Directions] | 6:00 p.m. | W 2-0 | |
| Tue., 10/16 | JV Boys Soccer | New Milford | Away [Directions] | 4:00 p.m. | ||
| Tue., 10/16 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 7:00 p.m. | W 2-1 | |
| Tue., 10/16 | JV Field Hockey | Immaculate | Away [Directions] | 5:15 p.m. | ||
| Tue., 10/16 | V Girls Soccer | New Milford | Home - Sports Complex & Track [Directions] | 7:00 p.m. | T 010 | |
| Tue., 10/16 | JV Girls Soccer | New Milford | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Tue., 10/16 | V Girls Swimming and Diving | Immaculate | Home - PHS Pool [Directions] | 4:00 p.m. | won 106-67 | |
| Tue., 10/16 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Tue., 10/16 | Miscellaneous Events | PAC | - PHS Pool | 6:00-8:30 p.m. | Enter facility at 5:45 pm and leave at 8:45 pm | |
| Wed., 10/17 | V Boys Cross Country | SWC Championships | Away [Directions] | 4:00 p.m. | ||
| Wed., 10/17 | V Girls Cross Country | SWC Championships | Away [Directions] | 4:00 p.m. | ||
| Wed., 10/17 | FR Girls Soccer | Newtown | Away - Newtown HS Practice Field [Directions] | 4:00 p.m. | ||
| Wed., 10/17 | V Girls Volleyball | Bethel | Home - PHS Main Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Wed., 10/17 | JV Girls Volleyball | Bethel | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/17 | FR Girls Volleyball | Newtown | Away [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Wed., 10/17 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 10/18 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | 7:00 p.m. | W 7-0 | |
| Thu., 10/18 | JV Boys Soccer | Stratford | Away - Penders Field [Directions] | 5:00 p.m. | ||
| Thu., 10/18 | V Girls Swimming and Diving | Newtown | Home - PHS Pool [Directions] | 4:00 p.m. | won 97-84 | |
| Thu., 10/18 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 10/18 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Thu., 10/18 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Fri., 10/19 | V Football | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | L 0-42 | |
| Fri., 10/19 | V Field Hockey | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:15 p.m. | W 1-0 | |
| Fri., 10/19 | JV Field Hockey | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | FR Field Hockey | Newtown | Home - PHS Baseball Field [Directions] | 4:30 p.m. | ||
| Fri., 10/19 | V Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/19 | JV Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | FR Girls Volleyball | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 3:45 p.m. | ||
| Fri., 10/19 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:45 p.m. | Enter facility at 4:15 and leave at 9pm | |
| Fri., 10/19 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Sat., 10/20 | JV Football | Newtown | Home - Sports Complex & Track [Directions] | 10:00 a.m. | ||
| Sat., 10/20 | JV Boys Soccer | Joel Barlow | Away - Field E (Softball) [Directions] | 2:00 p.m. | ||
| Sat., 10/20 | FR Boys Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | 9:00 a.m. | ||
| Sat., 10/20 | FR Girls Soccer | Newtown | Home [Directions] | 9:00 a.m. | ||
| Sat., 10/20 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 11:00-2:00 p.m. | will enter facility at 10am and leave at 3pm | |
| Sat., 10/20 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/21 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/21 | Miscellaneous Events | Pop Warner Football | Home - Sports Complex & Track [Directions] | 8:00-1:00 p.m. | ||
| Mon., 10/22 | V Boys Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 6:00 p.m. | L 2-3 | Non-League |
| Mon., 10/22 | JV Boys Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | V Field Hockey | New Milford | Away - New Milford HS [Directions] | 5:30 p.m. | W 2-1 | Non-League |
| Mon., 10/22 | JV Field Hockey | New Milford | Away - New Milford HS [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | V Girls Volleyball | Newtown | Home - PHS Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/22 | JV Girls Volleyball | Newtown | Home - PHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | Miscellaneous Events | PHS Volleyball Senior Night | - Health Classroom - Room 201 | 4:00-8:30 p.m. | will use room from 4-8:30 for senior night activities | |
| Mon., 10/22 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 pm and leave at 8:45 pm | |
| Mon., 10/22 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Tue., 10/23 | V Boys Cross Country | JV Meet at Wilton | Away | 4:00 p.m. | Varsity runners will practice at 2:30 pm | |
| Tue., 10/23 | FR Boys Soccer | New Milford | Home - PHS Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/23 | V Girls Cross Country | JV Meet at Wilton | Away | 4:30 p.m. | Varsity runners will practice at 2:30 pm | |
| Tue., 10/23 | FR Field Hockey | New Milford | Away [Directions] | 4:30 p.m. | ||
| Tue., 10/23 | Miscellaneous Events | PHS Unified Sports Soccer | Away - Masuk HS | 3:00-4:00 p.m. | will pick up at PHS at 2:15pm and return to PHS at 4:30pm | |
| Tue., 10/23 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 pm and leave at 8:45 pm | |
| Tue., 10/23 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Wed., 10/24 | V Girls Soccer | Woodland | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 4-0 | Non-League |
| Wed., 10/24 | JV Girls Soccer | Woodland | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Wed., 10/24 | V Girls Swimming and Diving | SWC Diving Championships | Away - Weston HS | 5:30 p.m. | One way bus | |
| Wed., 10/24 | V Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | L 1-3 | Non-League |
| Wed., 10/24 | JV Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 pm and leave at 8:45 pm | |
| Wed., 10/24 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 10/25 | V Boys Cross Country | Danbury Freshmen Meet | Away | 4:00 p.m. | Varsity runners will practice at 2:30 pm | |
| Thu., 10/25 | FR Boys Soccer | Naugatuck | Away - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | V Girls Cross Country | Danbury Freshman Meet | Away | 4:20 p.m. | Varsity runners will practice at 2:30 pm | |
| Thu., 10/25 | V Field Hockey | SWC Quarter-Finals | Home - Sports Complex & Track [Directions] | 6:00 p.m. | ||
| Thu., 10/25 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:00-3:00 p.m. | ||
| Thu., 10/25 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 10/25 | Miscellaneous Events | PAC | - PHS Pool | 6:15-8:30 p.m. | Enter facility at 6:15pm and leave at 8:30pm | |
| Fri., 10/26 | V Boys Cross Country | Class L State Meet- Boys | Away | 9:15 a.m. | @ Wickham Park, Manchester | |
| Fri., 10/26 | V Football | Stratford | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 42-0 | |
| Fri., 10/26 | V Boys Soccer | SWC Quarter-Finals | Home - Sports Complex & Track [Directions] | 3:00 p.m. | ||
| Fri., 10/26 | V Girls Cross Country | Class MM State Meet-Girls | Away | 3:40 p.m. | @ Wickham Park Manchester | |
| Fri., 10/26 | V Girls Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 3:15 p.m. | W 1-0 | |
| Fri., 10/26 | Miscellaneous Events | Eco-Friends Club Tailgate | - PHS Softball Field | 4:00-6:00 p.m. | Will begin set up at 3pm and leave after clean-up at 6:30 pm | |
| Fri., 10/26 | Miscellaneous Events | PAC | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15 pm and leave at 8:45 pm | |
| Fri., 10/26 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Fri., 10/26 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 6:30-9:30 p.m. | will enter facility at 5:30pm and leave at 10:30pm | |
| Sat., 10/27 | JV Football | Stratford | Away - Penders Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/27 | V Girls Swimming and Diving | SWC Championships | Away - Masuk HS | 3:00 p.m. | One way bus | |
| Sat., 10/27 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sat., 10/27 | Miscellaneous Events | PHS Freshmen Volleyball v Parents | - PHS Main Gym | 9:00-12:00 p.m. | Will enter facility at 8:30 am | |
| Sun., 10/28 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 10/28 | Miscellaneous Events | Pop Warner Football | - Sports Complex & Track | 8:00-2:00 p.m. | ||
| Mon., 10/29 | V Boys Soccer | SWC Semi-Finals | Away | Cancelled | Cancelled | |
| Mon., 10/29 | V Field Hockey | New Milford | Home - Sports Complex & Track [Directions] | 7:00 p.m. | ||
| Mon., 10/29 | V Girls Volleyball | SWC Quarter-Finals | Away | Cancelled | Cancelled | |
| Mon., 10/29 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15pm and leave at 8:45 pm | |
| Mon., 10/29 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Tue., 10/30 | V Girls Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/30 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15pm and leave at 8:45 pm | |
| Tue., 10/30 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Wed., 10/31 | Miscellaneous Events | PHS Gymnastics Team Meeting | - Health Classroom - Room 201 | 2:15-3:15 p.m. | ||
| Wed., 10/31 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15pm and leave at 8:45 pm | |
| Wed., 10/31 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | will use facility 5:45-8:30 pm | |
| Thu., 11/1 | V Boys Soccer | SWC Finals | Away | Cancelled | Cancelled | |
| Thu., 11/1 | V Girls Cross Country | State Open Meet | Away | 2:45 p.m. | @ Wickham Park Manchester | |
| Thu., 11/1 | V Field Hockey | Immaculate | Away - Brookfield HS [Directions] | 7:00 p.m. | ||
| Thu., 11/1 | V Girls Soccer | Newtown | Away - New Milford HS [Directions] | 7:00 p.m. | L 1-0 | |
| Thu., 11/1 | Miscellaneous Events | Memorial MS Unified Soccer | - Brookfield HS | 2:00-5:30 p.m. | bus will pick up at MMS at 2pm and return to MMS at 5/5:30pm | |
| Thu., 11/1 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15pm and leave at 8:45 pm | |
| Thu., 11/1 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Fri., 11/2 | V Boys Cross Country | State Open Meet | Away | Cancelled | Cancelled | @ Wickham Park, Manchester |
| Fri., 11/2 | V Football | New Milford | Away - New Milford HS [Directions] | 6:00 p.m. | W 42-13 | |
| Fri., 11/2 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | Enter facility at 4:15pm and leave at 8:45 pm | |
| Fri., 11/2 | Miscellaneous Events | U8 Pomperaug Pop Warner Football | - PHS Main Gym | 5:30-8:30 p.m. | ||
| Fri., 11/2 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 6:00-8:00 p.m. | use facility 5:45-8:30 pm | |
| Sat., 11/3 | JV Football | New Milford | Home - Sports Complex & Track [Directions] | 2:30 p.m. | ||
| Sat., 11/3 | V Boys Soccer | New Fairfield (Scrim.) | Home - Sports Complex & Track [Directions] | 11:00 a.m. | scrimmage | |
| Sat., 11/3 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sat., 11/3 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sat., 11/3 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 2:30-5:30 p.m. | will enter facility at 1:30pm and leave at 6:30pm | |
| Sun., 11/4 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sun., 11/4 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Mon., 11/5 | V Girls Soccer | Windsor | Home - Sports Complex & Track [Directions] | 2:00 p.m. | W 6-0 | |
| Mon., 11/5 | Miscellaneous Events | PHS Boys Basketball Pre-Season Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 11/5 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Tue., 11/6 | V Boys Soccer | Brien McMahon | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Tue., 11/6 | Miscellaneous Events | Department of Student Services Training | - Wrestling Room | 9:00-2:30 p.m. | Using room for Physical Management Training, no shoes or chairs allowed in room | |
| Wed., 11/7 | V Girls Soccer | RHAM | Away - RHAM HS Athletic Complex [Directions] | 2:00 p.m. | W 2-1 | |
| Wed., 11/7 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 11/7 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 11/7 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Thu., 11/8 | V Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 5:00 p.m. | ||
| Thu., 11/8 | V Field Hockey | CIAC Quarter Final Round Game | Home - Sports Complex & Track [Directions] | 6:00 p.m. | ||
| Thu., 11/8 | V Girls Swimming and Diving | Class L-Diving Championships | Away - Middletown HS | 5:30 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:05-3:00 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | Unified Sports Soccer | Away | 3:00-5:30 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 5:00-6:30 p.m. | will enter facility at 4:45 pm and leave at 6:30pm | |
| Thu., 11/8 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 11/8 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 8:30-9:45 p.m. | Enter facility at 8:15 and leave at 10pm | |
| Fri., 11/9 | V Football | Bunnell | Home - Sports Complex & Track [Directions] | 5:30 p.m. | L 0-12 | |
| Fri., 11/9 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 11/9 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 3:00 p.m. | will enter facility at 3pm to set up for Turkey Tumble Invitational and will leave at 10pm | |
| Fri., 11/9 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 6:30-9:30 p.m. | will enter facility at 5:30pm and leave at 10:30pm | |
| Fri., 11/9 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 11/10 | V Boys Cross Country | New England Meet | Away | TBA | in New Hampshire | |
| Sat., 11/10 | JV Football | Bunnell | Away [Directions] | 11:00 a.m. | ||
| Sat., 11/10 | V Boys Soccer | Conard | Home - Sports Complex & Track [Directions] | 4:00 p.m. | CIAC Quarterfinals | |
| Sat., 11/10 | V Girls Cross Country | New England Meet | Away | 12:30 p.m. | @ Derryfield Park, Manchester, NH | |
| Sat., 11/10 | V Girls Soccer | Daniel Hand | Home - Sports Complex & Track [Directions] | 1:00 p.m. | L 1-0 PK | |
| Sat., 11/10 | V Girls Swimming and Diving | Class L Qualifying Meet | Away - Cornerstone Aquatics Center | 3:15 p.m. | 55 Buena Vista Road, West Hartford, | |
| Sat., 11/10 | Miscellaneous Events | Pomperaug High School Gymnastics Team USAG Invitational | - PHS Main Gym | 8:00 a.m. | facility use 7am - 10pm | |
| Sat., 11/10 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7am and leave at 10 pm | |
| Sat., 11/10 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sat., 11/10 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 11/11 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7am and leave at 10 pm | |
| Sun., 11/11 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sun., 11/11 | Miscellaneous Events | Southbury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Mon., 11/12 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Mon., 11/12 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 11/12 | Miscellaneous Events | Middlebury P&R Over 30 Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 11/13 | V Girls Swimming and Diving | Class L-Championships | Away - Southern Connecticut State University | 6:00 p.m. | ||
| Tue., 11/13 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Tue., 11/13 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Tue., 11/13 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 8:30-9:45 p.m. | Enter facility at 8:15 and leave at 10pm | |
| Wed., 11/14 | JV Football | Nonnewaug | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Wed., 11/14 | V Boys Soccer | Glastonbury | Away - Veteran's Stadium, New Britain [Directions] | 4:00 p.m. | Willowbrook Park- New Britain | |
| Wed., 11/14 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 11/14 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 4:30-7:30 p.m. | will enter facility at 4:15 and leave at 7:45 | |
| Wed., 11/14 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Wed., 11/14 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 11/14 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:05-3:00 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Thu., 11/15 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Health Classroom - Room 201 | 5:30-8:00 p.m. | will enter facility at 4:45 pm and leave at 6:30pm | |
| Thu., 11/15 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 11/15 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Practice | - PHS Main Gym | 7:00-10:00 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 8:30-9:45 p.m. | Enter facility at 8:15 and leave at 10pm | |
| Fri., 11/16 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 11/16 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Fri., 11/16 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 11/16 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 11/17 | V Girls Swimming and Diving | State Open Swim Championship | Away - Yale University | 12:00 p.m. | ||
| Sat., 11/17 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sat., 11/17 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Sun., 11/18 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 1:00-4:00 p.m. | Enter facility at 12:45 and leave at 4:15 | |
| Sun., 11/18 | Miscellaneous Events | Soutubury Parks & Rec Volleyball | - Auxiliary Gym | 1:00-7:00 p.m. | Will enter facilities at 1pm and leave at 7pm | |
| Mon., 11/19 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:05-3:00 p.m. | ||
| Mon., 11/19 | Miscellaneous Events | PHS Field Hockey Team Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 11/19 | Miscellaneous Events | PHS Boys' Soccer Meeting | - Health Classroom - Room 201 | 3:30-4:30 p.m. | ||
| Mon., 11/19 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Mon., 11/19 | Miscellaneous Events | CPR Training Class | - Health Classroom - Room 201 | 5:00-6:00 p.m. | ||
| Mon., 11/19 | Miscellaneous Events | Middlebury P&R Basketball Practice | - Auxiliary Gym | 5:00-7:00 p.m. | ||
| Mon., 11/19 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 11/19 | Miscellaneous Events | Middlebury P&R Over 30 Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 11/20 | Miscellaneous Events | Band Practice | - Sports Complex & Track | 2:05-3:00 p.m. | ||
| Tue., 11/20 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 4:30-8:30 p.m. | will enter facility at 4:15 and leave at 8:45 pm | |
| Tue., 11/20 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Tue., 11/20 | Miscellaneous Events | SBR PAC Swim Team | - PHS Pool | 8:30-9:45 p.m. | Enter facility at 8:15 and leave at 10pm | |
| Wed., 11/21 | V Football | Notre Dame-Fairfield | Home - Sports Complex & Track [Directions] | 6:30 p.m. | W 35-22 | |
| Wed., 11/21 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 11:45-3:30 p.m. | will enter facility at 11:30 and leave at 3:45 | |
| Wed., 11/21 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 11/21 | Miscellaneous Events | Pomperaug Football Gridiron Club | - Snack Shack | 6:30-9:30 p.m. | will enter facility at 5:30pm and leave at 10:30pm | |
| Mon., 11/26 | Miscellaneous Events | PHS Ski Team Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 11/26 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-8:30 p.m. | will enter facility at 2:15 and leave at 8:45 pm | |
| Mon., 11/26 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 11/26 | Miscellaneous Events | Middlebury P&R Over 30 Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 11/27 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-8:30 p.m. | will enter facility at 2:15 and leave at 8:45 pm | |
| Tue., 11/27 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-8:30 p.m. | will enter facility at 2:15 and leave at 8:45 pm | |
| Wed., 11/28 | Miscellaneous Events | PHS Girls'Soccer Meeting | - Health Classroom - Room 201 | 3:00-4:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 11/28 | Miscellaneous Events | PHS Ski Team Meeting | - Health Classroom - Room 201 | 7:00-8:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 11/29 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Thu., 11/29 | Miscellaneous Events | PHS Wrestling Team Meeting | - Cafeteria | 5:45-7:30 p.m. | ||
| Thu., 11/29 | Miscellaneous Events | PHS Baseball Team Meeting | - Health Classroom - Room 201 | 6:00-7:00 p.m. | ||
| Thu., 11/29 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 11/29 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 11/30 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 11/30 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Fri., 11/30 | Miscellaneous Events | Unified Sports Youth Leadership Summit | Away | 7:00-2:00 p.m. | ||
| Fri., 11/30 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 12/1 | V Boys Ice Hockey | Wethersfield (Scrim.) | Home - Taft-Mays Rink [Directions] | 7:00 p.m. | ||
| Sat., 12/1 | Miscellaneous Events | Big Brothers/Big Sisters Babysitting Event | - Auxiliary Gym | 4:30-9:00 p.m. | will enter space at 4:30pm and leave at 9pm | |
| Mon., 12/3 | Miscellaneous Events | Meditation Club Meeting | - Health Classroom - Room 201 | 2:05-2:20 p.m. | ||
| Mon., 12/3 | Miscellaneous Events | PHS Ski Team Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 12/3 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Mon., 12/3 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 12/3 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 12/4 | V Boys Basketball | Wilby (Scrim.) | Away - Wilby High School [Directions] | 6:30 p.m. | ||
| Tue., 12/4 | V Girls Basketball | Farmington (Scrim.) | Away - Bristol Boys & Girls Club [Directions] | 3:00 p.m. | Farmington, Thomaston and St. Paul | |
| Tue., 12/4 | Miscellaneous Events | PHS Ski Team Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Tue., 12/4 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Tue., 12/4 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 12/5 | V Boys Ice Hockey | E.O. Smith-Tolland (Scrim.) | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | ||
| Wed., 12/5 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 12/5 | Miscellaneous Events | PHS Ski Team Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Wed., 12/5 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Wed., 12/5 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 12/5 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 12/6 | Miscellaneous Events | PHS Girls' Lacrosse Meeting | - Health Classroom - Room 201 | 2:15-3:00 p.m. | ||
| Thu., 12/6 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Thu., 12/6 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 12/6 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 12/7 | V Girls Basketball | Trumbull (Scrim.) | Home - PHS Main Gym [Directions] | 4:30 p.m. | East Haven | |
| Fri., 12/7 | Miscellaneous Events | Student Services | - Wrestling Room | 12:15-3:15 p.m. | no shoes or chairs allowed in wrestling room | |
| Fri., 12/7 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 12/7 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Fri., 12/7 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 12/8 | V Boys Basketball | Holy Cross (Scrim.) | Away - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 12/8 | V Boys Ice Hockey | Shelton Jamboree | Away - Shelton Rinks | 7:00 p.m. | ||
| Sat., 12/8 | V Girls Basketball | Weaver (Scrim.) | Home - PHS Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/8 | Miscellaneous Events | PHS Debate Team | - Health Classroom - Room 201 | 8:00-6:00 p.m. | ||
| Mon., 12/10 | V Boys Basketball | Wolcott (Scrim.) | Home - PHS Main Gym [Directions] | 2:30 p.m. | ||
| Mon., 12/10 | V Boys Ice Hockey | Immaculate | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | T 2-2(OT) | |
| Mon., 12/10 | V Girls Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 7:00 p.m. | W 53-35 | Non League |
| Mon., 12/10 | Miscellaneous Events | Unified Sports Basketball Practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Mon., 12/10 | Miscellaneous Events | PHS Ski Team Practice | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 12/10 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Mon., 12/10 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 12/10 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 12/11 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Tue., 12/11 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 12/12 | V Wrestling | Weston | Away - WHS Gymnasium [Directions] | 6:00 p.m. | Pomperaug 48 Weston 30 | Crossover Match |
| Wed., 12/12 | V Girls Basketball | Danbury | Away - St. Joseph HS [Directions] | 5:15 p.m. | W 46-31 | Non League |
| Wed., 12/12 | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | PHS Ski Team Practice | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | Middlebury PR Travel Basketball | - PHS Main Gym | 5:00-7:00 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Wed., 12/12 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 12/12 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 12/13 | V Boys Basketball | Amity | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 42-54 | Non League |
| Thu., 12/13 | JV Boys Basketball | Amity | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Thu., 12/13 | FR Boys Basketball | Amity | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/13 | V Boys Swimming and Diving | New Fairfield | Home [Directions] | 4:00 p.m. | Pomperaug: 99 New Fairfield: 85 | |
| Thu., 12/13 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Thu., 12/13 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 12/13 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 12/14 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | Cancelled | Cancelled | |
| Fri., 12/14 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 12/14 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Fri., 12/14 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 12/15 | V Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 7:00 p.m. | L 48-59 | Non-League |
| Sat., 12/15 | JV Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 5:15 p.m. | ||
| Sat., 12/15 | FR Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 4:00 p.m. | ||
| Sat., 12/15 | V Boys Ice Hockey | Trumbull | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 4-1 | |
| Sat., 12/15 | V Boys Indoor Track | Rust Buster Invitational | Away - SCSU | 9:00 a.m. | ||
| Sat., 12/15 | V Wrestling | O'Keefe-Pomperaug Invitational | Home - PHS Main Gym [Directions] | 10:00 a.m. | $5 adults, $3 students/seniors | |
| Sat., 12/15 | V Girls Indoor Track | Rust Buster Invitational | Away - SCSU | 9:00 a.m. | ||
| Sat., 12/15 | Miscellaneous Events | Wrestling Tournament Concessions | - Health Classroom - Room 201 | 6:30 a.m.-8:00 p.m. | ||
| Sun., 12/16 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 4:00-6:00 p.m. | will enter facility at 3pm and leave at 7pm | |
| Mon., 12/17 | V Girls Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 7:00 p.m. | W 59-30 | Non League |
| Mon., 12/17 | JV Girls Basketball | Wilton | Away [Directions] | 5:15 p.m. | ||
| Mon., 12/17 | FR Girls Basketball | St. Joseph | Home - PHS Main Gym [Directions] | 5:00 p.m. | ||
| Mon., 12/17 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Mon., 12/17 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 12/17 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 12/18 | V Boys Swimming and Diving | New Milford, Nonnewaug | Away - Canterbury School [Directions] | 6:00 p.m. | ||
| Tue., 12/18 | Miscellaneous Events | Unified Sports Basketball Practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Tue., 12/18 | Miscellaneous Events | PHS Ski Team | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Tue., 12/18 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Tue., 12/18 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 12/19 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | 8:30 p.m. | T 3-3(OT) | |
| Wed., 12/19 | V Wrestling | Bunnell | Away [Directions] | 6:00 p.m. | Pomperaug 45 Bunnell 36 | |
| Wed., 12/19 | V Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 6:45 p.m. | L 60-47 | Non League |
| Wed., 12/19 | JV Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | FR Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 3:45 p.m. | ||
| Wed., 12/19 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Wed., 12/19 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Wed., 12/19 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 12/19 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 12/20 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45 pm | |
| Thu., 12/20 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 12/20 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 12/20 | Miscellaneous Events | PHS Girls Soccer Team Meeting | - Health Classroom - Room 201 | 7:00-8:00 p.m. | ||
| Fri., 12/21 | V Boys Swimming and Diving | PHS Alumni Meet | Home - PHS Pool [Directions] | 7:00 p.m. | ||
| Fri., 12/21 | V Girls Basketball | Masuk | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 41-20 | $5 adults/$3 students/seniors |
| Fri., 12/21 | JV Girls Basketball | Masuk | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 12/21 | FR Girls Basketball | Masuk | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/21 | Miscellaneous Events | Volleyball Off Season Weight Training | - Weight Room | 2:15-3:00 p.m. | ||
| Fri., 12/21 | Miscellaneous Events | Brazilian Jiu Jitsu Demonstration/Ms. Fox | - Wrestling Room | 7:00-2:00 p.m. | group is aware no shoes are allowed in room | |
| Fri., 12/21 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 12/22 | V Boys Basketball | Northwestern | Home - PHS Main Gym [Directions] | 3:00 p.m. | L 53-57 | Non-League $5 adults/$3 students/seniors |
| Sat., 12/22 | JV Boys Basketball | Northwestern | Home - PHS Main Gym [Directions] | 1:00 p.m. | $5 adults/$3 students/seniors | |
| Sat., 12/22 | V Boys Ice Hockey | Guilford | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 3-1 | |
| Sat., 12/22 | V Boys Indoor Track | Reindeer Relays | Away - Wilton | 9:30 a.m. | ||
| Sat., 12/22 | V Wrestling | Frank Chaves Invitational | Away - Simsbury HS | 9:00 a.m. | ||
| Sat., 12/22 | V Girls Indoor Track | Reindeer Relays | Away - Wilton | 9:30 a.m. | ||
| Thu., 12/27 | V Boys Basketball | Newtown | Away - Staples HS [Directions] | 3:00 p.m. | L 56-83 | Non-League |
| Thu., 12/27 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Taft-Mays Rink [Directions] | 7:00 p.m. | L 1-2 | |
| Thu., 12/27 | FR Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 1:00 p.m. | ||
| Fri., 12/28 | V Girls Basketball | Ridgefield | Away - Newtown HS [Directions] | 11:00 a.m. | W 42-39 | Non League |
| Sat., 12/29 | V Boys Basketball | Westhill | Away - Staples HS [Directions] | 1:00 p.m. | L 50-58 | Non-League |
| Sat., 12/29 | V Boys Ice Hockey | Cheshire | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 2-0 | |
| Sat., 12/29 | V Boys Indoor Track | Will Wright Invitational | Away - SCSU | 3:00 p.m. | ||
| Sat., 12/29 | V Wrestling | 2018 Trumbull Duals | Away | 9:00 a.m. | ||
| Sat., 12/29 | V Girls Basketball | Norwalk | Away - Newtown H.S. [Directions] | 2:00 p.m. | L 49-33 | Non League |
| Sat., 12/29 | V Girls Indoor Track | Will Wright Invitational | Away - SCSU | 3:00 p.m. | ||
| Wed., 1/2 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 7:00 p.m. | W 8-1 | |
| Wed., 1/2 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Wed., 1/2 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 1/2 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 1/3 | V Boys Indoor Track | SWC JV Develomental Meet | Away - Danbury Sports Dome | Cancelled | Cancelled | |
| Thu., 1/3 | V Wrestling | Newtown | Home - Auxiliary Gym [Directions] | 6:00 p.m. | Newtown 40 Pomperaug 24 | |
| Thu., 1/3 | V Girls Indoor Track | SWC JV Develomental Meet | Away - Danbury Sports Dome | Cancelled | Cancelled | |
| Thu., 1/3 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Thu., 1/3 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 1/3 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 1/3 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 7:00-8:30 p.m. | Will enter facility at 6:30pm and 8:30pm | |
| Fri., 1/4 | V Girls Basketball | Joel Barlow | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 55-22 | $5 adults/$3 students/seniors |
| Fri., 1/4 | JV Girls Basketball | Joel Barlow | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 1/4 | FR Girls Basketball | Joel Barlow | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/4 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Fri., 1/4 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 1/5 | V Boys Ice Hockey | St. Joseph | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 5-1 | |
| Sat., 1/5 | V Boys Indoor Track | SWC Developmental Meet | Away - Wesleyan University | 8:00 a.m. | ||
| Sat., 1/5 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS | 8:00 a.m. | ||
| Sat., 1/5 | V Girls Gymnastics | Pomperaug Invitational | Home - PHS Main Gym [Directions] | 10:00 a.m. | 122.65 | $5 adults/$3 students/seniors |
| Sat., 1/5 | V Girls Indoor Track | SWC Developmental Meet | Away - Wesleyan University | 8:00 a.m. | ||
| Sat., 1/5 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Sun., 1/6 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 1/6 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Mon., 1/7 | V Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 54-66 | Non-League |
| Mon., 1/7 | JV Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/7 | FR Boys Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Mon., 1/7 | FR Girls Basketball | Weston | Home - PHS Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/7 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Mon., 1/7 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 1/7 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Mon., 1/7 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 1/8 | V Boys Swimming and Diving | Brookfield | Home - PHS Pool [Directions] | 7:00 p.m. | Pomperaug: 98 Brookfield: 72 | $5 adults/$3 students/seniors |
| Tue., 1/8 | V Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 7:00 p.m. | L 30-37 | |
| Tue., 1/8 | JV Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/8 | Miscellaneous Events | Unified Sports Basketball Practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Tue., 1/8 | Miscellaneous Events | Middlebury Parks and Rec Basketball | - Auxiliary Gym | 5:15-7:00 p.m. | ||
| Tue., 1/8 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 1/9 | V Boys Basketball | Newtown | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 64-81 | $5 adults/$3 students/seniors |
| Wed., 1/9 | JV Boys Basketball | Newtown | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Wed., 1/9 | FR Boys Basketball | Newtown | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/9 | V Boys Indoor Track | SWC JV Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Wed., 1/9 | V Wrestling | Brookfield/Shepaug | Home - Auxiliary Gym [Directions] | 6:00 p.m. | Pomperaug 42 Brookfield 27 | Crossover Match |
| Wed., 1/9 | V Co-ed Alpine Skiing | CISL Race # 1 | Away - Mt. Southington | 4:00 p.m. | ||
| Wed., 1/9 | V Girls Indoor Track | SWC JV Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | some runners at dome/some at PHS | |
| Wed., 1/9 | Miscellaneous Events | Stress Free Week Yoga | - Health Classroom - Room 201 | 2:00-3:30 p.m. | ||
| Wed., 1/9 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Wed., 1/9 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 1/10 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:30 p.m. | Will enter facility at 6:00pm and leave at 8:45pm | |
| Thu., 1/10 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:15 and leave at 8:45pm | |
| Thu., 1/10 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 1/11 | V Boys Basketball | Notre Dame-Fairfield | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 45-62 | $5 adults/$3 students/seniors |
| Fri., 1/11 | JV Boys Basketball | Notre Dame-Fairfield | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 1/11 | FR Boys Basketball | Notre Dame-Fairfield | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/11 | V Boys Ice Hockey | Rye Country Day (NY) | Away | 4:45 p.m. | W 3-1 | |
| Fri., 1/11 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 7:00 p.m. | L 71-66 OT | |
| Fri., 1/11 | JV Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:15 p.m. | ||
| Fri., 1/11 | Miscellaneous Events | Unified Sports Basketball practice | - Auxiliary Gym | 2:05-3:00 p.m. | ||
| Fri., 1/11 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Fri., 1/11 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 1/12 | V Boys Ice Hockey | Masuk | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 3-0 | |
| Sat., 1/12 | V Boys Indoor Track | Yale Invitational | Away | TBA | selected athletes only | |
| Sat., 1/12 | V Wrestling | Greater Hartford Tournament | Away - Hall HS | 9:15 a.m. | ||
| Sat., 1/12 | V Girls Indoor Track | Yale Invitational | Away | TBA | select athletes only | |
| Sat., 1/12 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Sun., 1/13 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 1/13 | Miscellaneous Events | PRC PAC Swim Team | - PHS Pool | 12:00-1:00 p.m. | will enter facilities at 11:45am and depart at 1:15pm | |
| Sun., 1/13 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Mon., 1/14 | V Girls Basketball | New Britain | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 63-49 | $5 adults/$3 students/seniors |
| Mon., 1/14 | JV Girls Basketball | New Britain | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Mon., 1/14 | FR Girls Basketball | New Britain | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Mon., 1/14 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Mon., 1/14 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 1/14 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Mon., 1/14 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basektball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 1/15 | V Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 7:00 p.m. | L 45-52 | |
| Tue., 1/15 | JV Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/15 | FR Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/15 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Home [Directions] | 4:30 p.m. | ||
| Tue., 1/15 | V Girls Basketball | New Fairfield | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 46-26 | $5 adults/$3 students/seniors |
| Tue., 1/15 | JV Girls Basketball | New Fairfield | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Tue., 1/15 | FR Girls Basketball | New Fairfield | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/15 | V Girls Gymnastics | Newtown, Oxford, Nonnewaug | Home - Auxiliary Gym [Directions] | 5:00 p.m. | 125.85 | $5 adults/$3 students/seniors |
| Tue., 1/15 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:00 and leave at 8:45pm | |
| Tue., 1/15 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 1/16 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | 8:30 p.m. | W 4-1 | |
| Wed., 1/16 | V Boys Indoor Track | SWC JV Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Wed., 1/16 | V Wrestling | New Milford | Home - Auxiliary Gym [Directions] | 6:00 p.m. | Pomperaug 37 New Milford 40 | |
| Wed., 1/16 | V Girls Gymnastics | Jonathan Law, Nonnewaug | Away - Jonathan Law HS Old Gym [Directions] | 6:00 p.m. | 116.7 | at Jonathan Law |
| Wed., 1/16 | V Girls Indoor Track | SWC JV Developmental Meet | Away - Danbury Sports Dome | 3:00 p.m. | Some runners at dome/some at PHS | |
| Wed., 1/16 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Wed., 1/16 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15-8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 1/16 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 1/17 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Thu., 1/17 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 1/17 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 1/18 | V Boys Basketball | New Milford | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 48-52 | $5 adults/$3 students/seniors |
| Fri., 1/18 | JV Boys Basketball | New Milford | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 1/18 | FR Boys Basketball | New Milford | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/18 | V Girls Basketball | New Milford | Away - New Milford HS [Directions] | 6:00 p.m. | W 61-23 | |
| Fri., 1/18 | JV Girls Basketball | New Milford | Away - New Milford HS [Directions] | 4:30 p.m. | ||
| Fri., 1/18 | Miscellaneous Events | Middlebury Parks & Rec Basketball | - Auxiliary Gym | 5:00-7:00 p.m. | ||
| Fri., 1/18 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Fri., 1/18 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 1/19 | V Boys Indoor Track | SCC Invitational | Away - Floyd Little Athletic Center | TBA | selected athletes only | |
| Sat., 1/19 | V Wrestling | Colter Abely Mid-Season Classic | Away - Mercy HS | 7:30 a.m. | ||
| Sat., 1/19 | V Girls Indoor Track | SWC Developmental Meet | Away - Wesleyan University | 9:00 a.m. | ||
| Sat., 1/19 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Sun., 1/20 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 1/20 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Mon., 1/21 | FR Girls Basketball | Sacred Heart | Home - PHS Main Gym [Directions] | Cancelled | Cancelled | |
| Tue., 1/22 | V Boys Basketball | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | L 44-89 | |
| Tue., 1/22 | JV Boys Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | ||
| Tue., 1/22 | FR Boys Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | ||
| Tue., 1/22 | V Boys Swimming and Diving | Watertown | Home - PHS Pool [Directions] | 4:30 p.m. | ||
| Tue., 1/22 | V Girls Gymnastics | New Milford, Nonnewaug | Home - Auxiliary Gym [Directions] | 6:00 p.m. | 124.1 | $5 adults/$3 students/seniors |
| Tue., 1/22 | Miscellaneous Events | Unified Sports Basketball Practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Tue., 1/22 | Miscellaneous Events | PHS Swim Team Meeting | - Health Classroom - Room 201 | 6:30-7:30 p.m. | ||
| Tue., 1/22 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:00pm and leave at 8:45pm | |
| Tue., 1/22 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 1/23 | V Boys Ice Hockey | Guilford | Away - East Haven Ice Rink [Directions] | 7:30 p.m. | L 3-5 | |
| Wed., 1/23 | V Boys Indoor Track | SWC Developmental Meet | Away - Wesleyan University | 4:00 p.m. | ||
| Wed., 1/23 | V Wrestling | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 6:30 p.m. | Pomperaug 48 Masuk 26 | |
| Wed., 1/23 | V Girls Indoor Track | SWC Developmental Meet | Away - Wesleyan University | 4:00 p.m. | select athletes only | |
| Wed., 1/23 | Miscellaneous Events | PHS Ski Team | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Wed., 1/23 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Wed., 1/23 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 1/23 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 1/24 | V Boys Basketball | Bethel | Away - Bethel HS [Directions] | 7:00 p.m. | L 42-44 | |
| Thu., 1/24 | JV Boys Basketball | Bethel | Away - Bethel HS [Directions] | 5:15 p.m. | ||
| Thu., 1/24 | FR Boys Basketball | Bethel | Away [Directions] | 3:30 p.m. | ||
| Thu., 1/24 | V Co-ed Alpine Skiing | CISL Race # 2 | Away - Mt. Southington | Cancelled | Cancelled | |
| Thu., 1/24 | V Girls Basketball | Bethel | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 37-43 | $5 adults/$3 students/seniors |
| Thu., 1/24 | JV Girls Basketball | Bethel | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Thu., 1/24 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Thu., 1/24 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 1/24 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 1/25 | V Girls Basketball | Bunnell | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 62-30 | $5 adults/$3 students/seniors |
| Fri., 1/25 | JV Girls Basketball | Bunnell | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 1/25 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Fri., 1/25 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Fri., 1/25 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 8:00 p.m. | will enter facility at 8pm to set up for gymnastics invitational and leave at 10pm | |
| Sat., 1/26 | V Boys Ice Hockey | Westhill/Stamford | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 4-2 | |
| Sat., 1/26 | V Girls Gymnastics | Joel Barlow, Nonnewaug, New Milford, Oxford | Away - Gymnastics & Cheerleading Academy - Fairfield [Directions] | Cancelled | Cancelled | |
| Sat., 1/26 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter at 7:00 am and leave at 10:00 pm | |
| Sat., 1/26 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 10:30-12:00 p.m. | will enter facility at 10:30am and depart by 12:15pm | |
| Sat., 1/26 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Sun., 1/27 | Miscellaneous Events | Kinetic Kids | - PHS Main Gym | 8:00 a.m.-9pm | will enter facility at 7:00 am and leave at 10:00 pm | |
| Sun., 1/27 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 1/27 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 9:30-10:30 a.m. | will enter facility at 9:15pm and depart by 10:45am | |
| Sun., 1/27 | Miscellaneous Events | Soutubury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | Will enter facilities at 12pm and leave at 9pm | |
| Mon., 1/28 | V Boys Basketball | Stratford | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 59-66 | $5 adults/$3 students/seniors |
| Mon., 1/28 | JV Boys Basketball | Stratford | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Mon., 1/28 | FR Boys Basketball | Stratford | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Mon., 1/28 | V Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 73-47 | |
| Mon., 1/28 | JV Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/28 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Mon., 1/28 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 1/28 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Mon., 1/28 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Wed., 1/30 | FR Boys Basketball | Brookfield | Home - PHS Main Gym [Directions] | Cancelled | Cancelled | |
| Wed., 1/30 | V Co-ed Alpine Skiing | CISL Race # 3 | Away - Mt. Southington | 4:00 p.m. | ||
| Wed., 1/30 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Wed., 1/30 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 1/30 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 1/31 | V Boys Basketball | Brookfield | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 55-46 | Non-League $5 adults/$3 students/seniors |
| Thu., 1/31 | JV Boys Basketball | Brookfield | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Thu., 1/31 | V Wrestling | Bethel | Home - Auxiliary Gym [Directions] | 6:00 p.m. | Bethel 32 Pomperaug 31 | |
| Thu., 1/31 | V Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 7:00 p.m. | W 46-33 | |
| Thu., 1/31 | JV Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | FR Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 1/31 | V Girls Gymnastics | New Milford, Newtown, Nonnewaug | Away - New Milford HS [Directions] | 5:00 p.m. | 125.35 | |
| Thu., 1/31 | Miscellaneous Events | Unified Sports-Basketball practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Thu., 1/31 | Miscellaneous Events | PHS Ski Team | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Thu., 1/31 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and leave at 8:45pm | |
| Thu., 1/31 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Fri., 2/1 | V Boys Basketball | Weston | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 61-58 | $5 adults/$3 students/seniors |
| Fri., 2/1 | JV Boys Basketball | Weston | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 2/1 | FR Boys Basketball | Weston | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 2/1 | V Wrestling | Farmington Quad | Away - Farmington HS | 5:00 p.m. | ||
| Fri., 2/1 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Fri., 2/1 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 2/2 | V Boys Ice Hockey | North Haven | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 6-0 | |
| Sat., 2/2 | V Boys Indoor Track | Staples JV Meet | Away - Staples HS | Cancelled | Cancelled | |
| Sat., 2/2 | V Boys Indoor Track | SWC Championships | Away - FLAC | 5:00 p.m. | ||
| Sat., 2/2 | V Boys Swimming and Diving | West Hartford Invite | Away - Cornerstone Aquatic Center | 3:00 p.m. | ||
| Sat., 2/2 | V Girls Indoor Track | Staples JV Meet | Away - Staples HS | Cancelled | Cancelled | |
| Sat., 2/2 | V Girls Indoor Track | SWC Championships | Away - FLAC | 5:00 p.m. | ||
| Sat., 2/2 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sat., 2/2 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 2/3 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 2/3 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sun., 2/3 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 2/4 | V Boys Ice Hockey | Daniel Hand | Home - Taft-Mays Rink [Directions] | 8:15 p.m. | L 1-2 | |
| Mon., 2/4 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Flood M.S. [Directions] | 4:00 p.m. | ||
| Mon., 2/4 | V Wrestling | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 7:00 p.m. | Pomperaug 48 Notre Dame 12 | Crossover Match |
| Mon., 2/4 | Miscellaneous Events | PHS Boys Basketball | - Health Classroom - Room 201 | 2:15-3:00 p.m. | ||
| Mon., 2/4 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Mon., 2/4 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 2/4 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 2/5 | V Boys Swimming and Diving | Masuk | Home [Directions] | 6:30 p.m. | ||
| Tue., 2/5 | V Co-ed Alpine Skiing | CISL Race # 2 | Away - Mt. Southington | 4:00 p.m. | ||
| Tue., 2/5 | Miscellaneous Events | PHS Boys Basketball | - Health Classroom - Room 201 | 2:15-3:00 p.m. | ||
| Tue., 2/5 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:15 and depart at 8:45pm | |
| Tue., 2/5 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Tue., 2/5 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Wed., 2/6 | V Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 7:00 p.m. | L 44-53 | |
| Wed., 2/6 | JV Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/6 | FR Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/6 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms [Directions] | 8:00 p.m. | W 5-2 | |
| Wed., 2/6 | V Co-ed Alpine Skiing | CISL Race # 4 | Away - Mt. Southington | 4:00 p.m. | ||
| Wed., 2/6 | V Girls Basketball | Brookfield | Home - PHS Main Gym [Directions] | 7:00 p.m. | W 59-39 | $5 adults/$3 students/seniors |
| Wed., 2/6 | JV Girls Basketball | Brookfield | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Wed., 2/6 | FR Girls Basketball | Ridgefield | Home - PHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/6 | Miscellaneous Events | Unified Sports Basketball Practice | - Auxiliary Gym | 2:15-3:15 p.m. | ||
| Wed., 2/6 | Miscellaneous Events | PHS Girls Basketball Senior Night | - Health Classroom - Room 201 | 5:00-9:30 p.m. | ||
| Wed., 2/6 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Wed., 2/6 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 2/6 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Wed., 2/6 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Thu., 2/7 | V Girls Gymnastics | SWC Championships | Away | 5:00 p.m. | 126.2 | @ New Milford H.S. |
| Thu., 2/7 | Miscellaneous Events | PHS Ski Team | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Thu., 2/7 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Thu., 2/7 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 2/7 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 2/7 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Fri., 2/8 | V Boys Basketball | Immaculate | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 48-68 | $5 adults/$3 students/seniors |
| Fri., 2/8 | JV Boys Basketball | Immaculate | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Fri., 2/8 | FR Boys Basketball | Immaculate | Home - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 2/8 | V Boys Indoor Track | Class L State Meet | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 2/8 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Fri., 2/8 | V Girls Basketball | Immaculate | Away - Immaculate HS [Directions] | 7:00 p.m. | W 57-39 | |
| Fri., 2/8 | JV Girls Basketball | Immaculate | Away - Immaculate HS [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | FR Girls Basketball | Immaculate | Away - Immaculate HS [Directions] | 3:30 p.m. | ||
| Fri., 2/8 | V Girls Indoor Track | CIAC- Class L State Meet | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 2/8 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Fri., 2/8 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 2/9 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion [Directions] | 5:30 p.m. | W 2-1 | |
| Sat., 2/9 | V Wrestling | SWC Championships | Away - New Fairfield HS | 9:00 a.m. | ||
| Sat., 2/9 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sat., 2/9 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 2/10 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 2/10 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sun., 2/10 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 2/11 | V Boys Basketball | Kolbe Cathedral | Home - PHS Main Gym [Directions] | 7:00 p.m. | L 41-46 | $5 adults/$3 students/seniors |
| Mon., 2/11 | JV Boys Basketball | Kolbe Cathedral | Home - PHS Main Gym [Directions] | 5:15 p.m. | $5 adults/$3 students/seniors | |
| Mon., 2/11 | FR Boys Basketball | Woodland | Home - PHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/11 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 7:00 p.m. | W 49-42 | |
| Mon., 2/11 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Girls Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | ||
| Mon., 2/11 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Mon., 2/11 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 2/11 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Mon., 2/11 | Unified Sports Basketball | Newtown | Away [Directions] | 3:00 p.m. | ||
| Tue., 2/12 | V Girls Gymnastics | Daniel Hand | Away [Directions] | Cancelled | Cancelled | |
| Tue., 2/12 | Miscellaneous Events | Middlebury P&R Basketball | - Auxiliary Gym | 5:00-7:00 p.m. | ||
| Tue., 2/12 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Tue., 2/12 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Tue., 2/12 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Wed., 2/13 | V Co-ed Alpine Skiing | CISL Race # 5 | Away - Mt. Southington | 4:00 p.m. | ||
| Wed., 2/13 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Wed., 2/13 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 2/13 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Wed., 2/13 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Thu., 2/14 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | L 61-71 | |
| Thu., 2/14 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | FR Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 3:30 p.m. | ||
| Thu., 2/14 | Miscellaneous Events | PHS Ski Team | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Thu., 2/14 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Thu., 2/14 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 2/14 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 2/14 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Fri., 2/15 | V Boys Ice Hockey | Immaculate | Away - Danbury Ice Arena [Directions] | 8:10 p.m. | W 5-2 | |
| Fri., 2/15 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 4:30 p.m. | One way bus | |
| Fri., 2/15 | V Girls Basketball | Bethel | Away [Directions] | 7:00 p.m. | SWC Quarterfinals | |
| Fri., 2/15 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart at 8:45pm | |
| Sat., 2/16 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | W 8-1 | |
| Sat., 2/16 | V Boys Indoor Track | State Open Meet | Away - Floyd Little Athletic Center | Cancelled | Cancelled | |
| Sat., 2/16 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 9:00 a.m. | One way bus | |
| Sat., 2/16 | V Girls Indoor Track | State Open Meet | Away | 12:00 p.m. | ||
| Sun., 2/17 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Mon., 2/18 | JV Wrestling | Pomperaug JV Invitational | Home - PHS Main Gym [Directions] | Cancelled | Cancelled | |
| Mon., 2/18 | V Girls Basketball | SWC Semifinals | Away | Cancelled | Cancelled | |
| Mon., 2/18 | V Girls Gymnastics | Nonnewaug, Newtown, Oxford | Away - Kinetic Kids [Directions] | 1:00 p.m. | 123.1 | |
| Mon., 2/18 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 9:30-11:00 a.m. | will enter facility at 9:15am and leave at 11:15 am | |
| Mon., 2/18 | Miscellaneous Events | Wrestling Tournament Concessions | - Health Classroom - Room 201 | 6:30-8:00 p.m. | ||
| Tue., 2/19 | V Boys Basketball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 7:00 p.m. | W 47-43 | |
| Tue., 2/19 | JV Boys Basketball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/19 | FR Boys Basketball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 3:30 p.m. | ||
| Tue., 2/19 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 9:30-11:00 a.m. | will enter facility at 9:15am and leave at 11:15 am | |
| Tue., 2/19 | Miscellaneous Events | Middlebury P&R Basketball | - Auxiliary Gym | 4:00-6:00 p.m. | ||
| Tue., 2/19 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 2/20 | V Girls Basketball | Capital Prep (Scrim.) | Home - PHS Main Gym [Directions] | Cancelled | Cancelled | |
| Wed., 2/20 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Wed., 2/20 | Miscellaneous Events | PHS-Off Season Conditioning | - Auxiliary Gym | 6:00-7:30 p.m. | ||
| Wed., 2/20 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 2/20 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Wed., 2/20 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Thu., 2/21 | V Boys Swimming and Diving | Newtown | Away [Directions] | 7:00 p.m. | ||
| Thu., 2/21 | Miscellaneous Events | Unified Sports | - Health Classroom - Room 201 | 2:30-4:30 p.m. | ||
| Thu., 2/21 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Thu., 2/21 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 2/21 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 2/21 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Thu., 2/21 | Unified Sports Basketball | vs Bethel & Oxford | Home - PHS Main Gym [Directions] | 2:30 p.m. | ||
| Fri., 2/22 | V Wrestling | State Open Championship | Away - Floyd Little Athletic Center | New Haven | ||
| Fri., 2/22 | V Girls Basketball | Trumbull (Scrim.) | Away [Directions] | 5:00 p.m. | ||
| Fri., 2/22 | Miscellaneous Events | SPR Youth Basketball | - Auxiliary Gym | 5:00-8:00 p.m. | ||
| Fri., 2/22 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and leave at 8:45pm | |
| Fri., 2/22 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 2/23 | V Boys Ice Hockey | Amity | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | W 5-3 | |
| Sat., 2/23 | V Girls Gymnastics | CIAC Class M Champinships | Away - Jonathan Law-Milford | TBA | ||
| Sat., 2/23 | Miscellaneous Events | SWC Weightlifting Invitational | Home - Auxiliary Gym [Directions] | 7:00 a.m.-12:00pm | ||
| Sat., 2/23 | Miscellaneous Events | SWC Weightlifting Invitational | Home - PHS Main Gym [Directions] | 7:00 a.m.-12:00pm | ||
| Sat., 2/23 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sat., 2/23 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 2/24 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 2/24 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sun., 2/24 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 2/25 | V Boys Swimming and Diving | Weston | Away - Weston MS Pool [Directions] | 6:00 p.m. | ||
| Mon., 2/25 | V Girls Basketball | First Round- Class L State Tournament | Home [Directions] | 7:00 p.m. | ||
| Mon., 2/25 | Miscellaneous Events | PHS-Off Season Conditioning | - Auxiliary Gym | 6:00-7:30 p.m. | ||
| Mon., 2/25 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 2/25 | Miscellaneous Events | Middlebury Parks And Rec | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 2/26 | V Co-ed Alpine Skiing | CISL Race #3 Rescheduled | Away - Mt. Southington | 4:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Middlebury P&R Basketball | - Auxiliary Gym | 5:00-7:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Baseball Meeting | Home - Health Classroom - Room 201 [Directions] | 6:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Tue., 2/26 | Unified Sports Basketball | Waterbury Arts Magnet School | Away | 2:30 p.m. | ||
| Wed., 2/27 | V Boys Swimming and Diving | SWC-Dive Championship | Away - New Fairfield HS | 6:00 p.m. | 4:30 warm up | |
| Wed., 2/27 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 2/27 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Wed., 2/27 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Thu., 2/28 | V Boys Ice Hockey | Branford | Away - Bennett Rink [Directions] | 5:45 p.m. | ||
| Thu., 2/28 | Miscellaneous Events | SPR Basketball | - Auxiliary Gym | 6:00-10:00 p.m. | ||
| Thu., 2/28 | Miscellaneous Events | PHS-Off Season Conditioning | - Auxiliary Gym | 6:00-7:30 p.m. | ||
| Thu., 2/28 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 2/28 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Fri., 3/1 | V Boys Swimming and Diving | SWC Championship | Away - Masuk HS | 5:00 p.m. | Warm up-3:30 | |
| Fri., 3/1 | Miscellaneous Events | PHS Girls' Lacrosse Meeting | - Health Classroom - Room 201 | 2:15-3:00 p.m. | ||
| Fri., 3/1 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 3/2 | V Boys Ice Hockey | Branford | Away - Bennett Rink [Directions] | 4:00 p.m. | ||
| Sat., 3/2 | V Boys Indoor Track | New England Championship | Away | TBA | ||
| Sat., 3/2 | JV Boys Swimming and Diving | JV Invitational | Home [Directions] | 3:00 p.m. | 2:00 warm up | |
| Sat., 3/2 | V Girls Gymnastics | State Open Championship | Away | TBA | ||
| Sat., 3/2 | V Girls Indoor Track | New England Championships | Away | TBA | ||
| Sat., 3/2 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sat., 3/2 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 3/3 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 3/3 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sun., 3/3 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 3/4 | V Boys Ice Hockey | CIAC | Home - Taft-Mays Rink [Directions] | 7:00 p.m. | ||
| Mon., 3/4 | Miscellaneous Events | PHS-Off Season Conditioning | - PHS Main Gym | 6:00-7:30 p.m. | ||
| Mon., 3/4 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 3/4 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | enter facility at 6:45pm and leave at 9:15pm | |
| Mon., 3/4 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 3/5 | V Co-ed Alpine Skiing | State Finals | Away - Mt. Southington | 3:30 p.m. | ||
| Tue., 3/5 | Miscellaneous Events | Middlebury Park and Rec Basketball | - PHS Main Gym | 5:00-8:00 p.m. | ||
| Tue., 3/5 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:00 p.m. | enter facility at 5:15pm and depart by 8:15pm | |
| Tue., 3/5 | Miscellaneous Events | CT Rush Soccer | - Sports Complex & Track | 6:00-8:00 p.m. | will enter facility at 5:45pm and leave by 8:15pm | |
| Tue., 3/5 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Wed., 3/6 | V Boys Swimming and Diving | Class M Diving Championship | Away - Bulkeley HS | 5:30 p.m. | ||
| Wed., 3/6 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:00 p.m. | enter facility at 5:15pm and depart by 8:15pm | |
| Wed., 3/6 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 3/6 | Miscellaneous Events | CIAC Boys State Tournament Game | - PHS Main Gym | 7:00 p.m. | ||
| Wed., 3/6 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 3/7 | Miscellaneous Events | Middle School Unified Basketball Tournament | Away - Wilby HS | 3:00 p.m. | Memorial Unified Team | |
| Thu., 3/7 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:00 p.m. | enter facility at 5:15pm and depart by 8:15pm | |
| Thu., 3/7 | Miscellaneous Events | PHS-Off Season Conditioning | - Auxiliary Gym | 6:00-7:30 p.m. | ||
| Thu., 3/7 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 3/7 | Miscellaneous Events | Southbury Parks & Rec Basketball | - Auxiliary Gym | 7:00-10:00 p.m. | ||
| Thu., 3/7 | Unified Sports Basketball | Bunnell | Away [Directions] | 3:00 p.m. | ||
| Fri., 3/8 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:00 p.m. | enter facility at 5:15pm and depart by 8:15pm | |
| Sat., 3/9 | V Boys Swimming and Diving | Class M Trials | Away - Cornerstone Aquatic Center | 4:00 p.m. | ||
| Sat., 3/9 | V Bowling | High School Invitational Team Bowling Tournament | Away - Bowl O Rama- Newington | 8:30-3:00 p.m. | Will depart PHS @ 8:00 and return approx 3:00 pm | |
| Sat., 3/9 | Miscellaneous Events | Pomperaug Youth Baseball Clinic | Home - PHS Main Gym [Directions] | 10:00-12:00 a.m. | ||
| Sat., 3/9 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 12:00-1:00 p.m. | will enter facility at 11:45am and depart by | |
| Sat., 3/9 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sat., 3/9 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 3/10 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 3/10 | Miscellaneous Events | Southbury Parks & Rec Youth Basketball Games | - Auxiliary Gym | 12:00-9:00 p.m. | will enter facility at 12pm and leave facility at 9pm | |
| Sun., 3/10 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 3/11 | V Boys Swimming and Diving | Class M Finals | Away - Wesleyan University | 1:30 p.m. | ||
| Mon., 3/11 | Miscellaneous Events | CIAC Quarterfinal Boys Basketball Game | - PHS Main Gym | 5:00-9:00 p.m. | Sacred Heart vs Trumbull | |
| Mon., 3/11 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Mon., 3/11 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Mon., 3/11 | Miscellaneous Events | PHS Parent Softball Association | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Mon., 3/11 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 9:00-10:00 p.m. | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Open Diving Championship | Away - Bulkeley HS | Cancelled | Cancelled | |
| Tue., 3/12 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Tue., 3/12 | Miscellaneous Events | CT Rush Soccer | - Sports Complex & Track | 6:00-8:00 p.m. | will enter facility at 5:45pm and leave by 8:15pm | |
| Wed., 3/13 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Wed., 3/13 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Wed., 3/13 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC Open Swim Championship | Away - Yale University | 7:00 p.m. | ||
| Thu., 3/14 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Thu., 3/14 | Miscellaneous Events | Pomperaug Youth Wrestling | - Wrestling Room | 6:15--8:00 p.m. | Will enter facility at 6:00pm and leave at 8:15pm | |
| Thu., 3/14 | Unified Sports Basketball | Maloney | Away [Directions] | 3:00 p.m. | ||
| Fri., 3/15 | Miscellaneous Events | RMS March Madness | - PHS Main Gym | 6:30-8:30 p.m. | Enter facility at 2pm and leave by 10pm. Snow date 3/22 same times | |
| Fri., 3/15 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 3/16 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 3/17 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 3/17 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 3/18 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 2:15-3:30 p.m. | will enter facility at 2:15 and depart by 3:45pm | |
| Tue., 3/19 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:00-6:30 p.m. | will enter facility at 4:45 and 6:45pm | |
| Tue., 3/19 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:00-8:00 p.m. | will enter facility at 5:45pm and depart by 8:15pm | |
| Wed., 3/20 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:15-4:30 p.m. | will enter facility at 3pm and depart by 5pm | |
| Thu., 3/21 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:15-4:30 p.m. | will enter facility at 3pm and depart by 5pm | |
| Thu., 3/21 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:00-8:30 p.m. | will enter facility at 5:45pm and depart by 8:15pm | |
| Fri., 3/22 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship Rehearsal | - PHS Main Gym | 2:30-7:00 p.m. | will enter facility at 6:00pm | |
| Fri., 3/22 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 4:00-5:00 p.m. | will enter facility at 3:45pm and depart by 5:15pm | |
| Sat., 3/23 | V Boys Lacrosse | Pre-Season Jamboree | Away - North Haven HS | 1:00 p.m. | ||
| Sat., 3/23 | V Girls Lacrosse | Danbury Play Day | Away - Danbury HS | TBA | ||
| Sat., 3/23 | JV Girls Lacrosse | Joel Barlow (Scrim.) | Home - Sports Complex & Track [Directions] | 11:00 a.m. | ||
| Sat., 3/23 | V Softball | Insports Scrimmages | Away - Insports in Trumbull | 1:30 p.m. | ||
| Sat., 3/23 | V Girls Tennis | Guilford (Scrim.) | Away [Directions] | 12:00 p.m. | ||
| Sat., 3/23 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7:00am and depart by 10pm | |
| Sat., 3/23 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 12:00-1:00 p.m. | will enter facility at 12pm and depart by 1:15pm | |
| Sat., 3/23 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 3/24 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7:00am and depart by 10pm | |
| Sun., 3/24 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 3/24 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Mon., 3/25 | V Baseball | Naugatuck (Scrim.) | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Mon., 3/25 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:00-6:30 p.m. | will enter facility at 4:45 and 6:45pm | |
| Mon., 3/25 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 3/26 | V Baseball | Woodland (Scrim.) | Away - Woodland HS Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 3/26 | V Girls Lacrosse | Cheshire (Scrim.) | Home - Sports Complex & Track [Directions] | 4:15 p.m. | ||
| Tue., 3/26 | JV Girls Lacrosse | Cheshire (Scrim.) | Home - Sports Complex & Track [Directions] | 5:30 p.m. | ||
| Tue., 3/26 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:00-6:30 p.m. | will enter facility at 4:45 and 6:45pm | |
| Tue., 3/26 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:00-8:00 p.m. | will enter facility at 5:45pm and depart by 8:15pm | |
| Wed., 3/27 | V Softball | Seymour (Scrim.) | Home - PHS Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Girls Tennis | St. Paul Catholic (Scrim.) | Away - Page Park, Bristol [Directions] | 4:30 p.m. | Across from Bristol Eastern H.S. | |
| Wed., 3/27 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 4:00-5:00 p.m. | will enter facility at 3:45pm and depart by 5:15pm | |
| Wed., 3/27 | Miscellaneous Events | Middlebury P&R Travel Basketball | - PHS Main Gym | 7:00-9:00 p.m. | ||
| Thu., 3/28 | V Girls Lacrosse | Danbury (Scrim.) | Away - Danbury HS Stadium Turf Field [Directions] | 5:00 p.m. | ||
| Thu., 3/28 | Miscellaneous Events | Spring Sports Pictures | Home - PHS Main Gym [Directions] | 2:20 p.m. | All Spring Sport teams | |
| Thu., 3/28 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 4:00-5:00 p.m. | will enter facility at 3:45pm and depart by 5:15pm | |
| Thu., 3/28 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:00-8:00 p.m. | will enter facility at 5:45pm and depart by 8:15pm | |
| Fri., 3/29 | V Softball | Oxford (Scrim.) | Home - PHS Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 3/29 | Miscellaneous Events | Badminton Club | - PHS Main Gym | 2:15-3:15 p.m. | ||
| Fri., 3/29 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 4:00-5:00 p.m. | will enter facility at 3:45pm and depart by 5:15pm | |
| Fri., 3/29 | Miscellaneous Events | Lifeguard Certification Class | - Health Classroom - Room 201 | 6:00-9:00 p.m. | Will be using both the health room and the pool | |
| Fri., 3/29 | Miscellaneous Events | Lifeguard Certification Class | - PHS Pool | 6:00-9:00 p.m. | Will be using both the health room and the pool | |
| Fri., 3/29 | Miscellaneous Events | Middlebury P&R Travel Basketball | - Auxiliary Gym | 7:00-9:00 p.m. | ||
| Sat., 3/30 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 12:00 p.m. | L 5-2 | Non-League |
| Sat., 3/30 | V Boys Lacrosse | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 11:00 a.m. | L 4-12 | |
| Sat., 3/30 | JV Boys Lacrosse | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 1:00 p.m. | ||
| Sat., 3/30 | Miscellaneous Events | Lifeguard Certification Class | - Health Classroom - Room 201 | 10:00-6:00 p.m. | Will be using both the health room and the pool | |
| Sat., 3/30 | Miscellaneous Events | Lifeguard Certification Class | - PHS Pool | 10:00-6:00 p.m. | Will be using both the health room and the pool | |
| Sun., 3/31 | Miscellaneous Events | Pomperaug Youth Softball | - Auxiliary Gym | 8:00-11:00 a.m. | ||
| Sun., 3/31 | Miscellaneous Events | Lifeguard Certification Class | - Health Classroom - Room 201 | 10:00-6:00 p.m. | Will be using both the health room and the pool | |
| Sun., 3/31 | Miscellaneous Events | Lifeguard Certification Class | - PHS Pool | 10:00-6:00 p.m. | Will be using both the health room and the pool | |
| Mon., 4/1 | V Baseball | Seymour | Home - PHS Baseball Field [Directions] | 4:00 p.m. | L 4-9 | Non-League |
| Mon., 4/1 | FR Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | Rotary Field | |
| Mon., 4/1 | V Boys Golf | Immaculate | Away [Directions] | 3:00 p.m. | Pomperaug 193 Immaculate 173 | Non-League |
| Mon., 4/1 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | L 6-10 | Non-League |
| Mon., 4/1 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15 and depart by 8:45 | |
| Mon., 4/1 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 4/2 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | W 12-0 | |
| Tue., 4/2 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/2 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 4/2 | V Girls Lacrosse | Bunnell | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 14-1 | |
| Tue., 4/2 | JV Girls Lacrosse | Bunnell | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Tue., 4/2 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Wed., 4/3 | JV Baseball | New Milford | Away - New Milford HS [Directions] | 4:00 p.m. | ||
| Wed., 4/3 | V Boys Golf | New Milford | Away - Candlewood Valley [Directions] | 3:00 p.m. | Pomperuag 173 New Milford 205 | Non-League |
| Wed., 4/3 | V Softball | Watertown | Home - PHS Softball Field [Directions] | 4:00 p.m. | W 16 - 4 | Non-League |
| Wed., 4/3 | JV Softball | New Milford | Away - New Milford HS [Directions] | 4:00 p.m. | ||
| Wed., 4/3 | Miscellaneous Events | PHS Boys Tennis Team Parent Meeting | - Health Classroom - Room 201 | 6:30-7:30 p.m. | ||
| Thu., 4/4 | V Baseball | Watertown | Home - PHS Baseball Field [Directions] | 4:00 p.m. | L 8-7 | Non-League |
| Thu., 4/4 | FR Baseball | Woodland | Home - Community Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/4 | V Boys Lacrosse | Masuk | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 2-11 | |
| Thu., 4/4 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | W 4-1 | Non League |
| Thu., 4/4 | V Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 6:30 p.m. | W 8-5 | |
| Thu., 4/4 | JV Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | ||
| Thu., 4/4 | JV Softball | Watertown | Home - Community Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/4 | V Girls Tennis | Newtown | Away [Directions] | 3:45 p.m. | W 5-2 | Non-League |
| Thu., 4/4 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 5:30-8:30 p.m. | will enter facility at 5:15pm and depart by 8:45pm | |
| Thu., 4/4 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Sat., 4/6 | V Boys Lacrosse | Amity | Home - Sports Complex & Track [Directions] | 4:30 p.m. | L 5-7 | |
| Sat., 4/6 | JV Boys Lacrosse | Amity | Home - Sports Complex & Track [Directions] | 2:30 p.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Branford | Home - Sports Complex & Track [Directions] | 10:00 a.m. | W 10-9 | Non-League |
| Sat., 4/6 | JV Girls Lacrosse | Branford | Home - Sports Complex & Track [Directions] | 12:00 p.m. | ||
| Sat., 4/6 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 4/7 | Miscellaneous Events | Youth Lacrosse Clinic | - Sports Complex & Track | 11:00-12:30 p.m. | ||
| Sun., 4/7 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 1:00-4:00 p.m. | will enter facility at 12:45pm and depart by 4:15pm | |
| Sun., 4/7 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 4/8 | V Boys Outdoor Track | New Fairfield, Kolbe Cathedral, Masuk | Home - Sports Complex & Track [Directions] | 4:00 p.m. | Pomperaug 59 Masuk 91 Pomperaug 128 Kolbe Cathedral 16 Pomperaug 87 New Fairfield 63 | |
| Mon., 4/8 | V Boys Tennis | Bethel | Home - Edgewood Bath and Tennis Club [Directions] | 6:00 p.m. | W 4-3 | |
| Mon., 4/8 | V Softball | Newtown | Away - Newtown HS Softball Field [Directions] | 4:15 p.m. | L 3-7 | Non-League |
| Mon., 4/8 | V Girls Tennis | Bethel | Away - Bethel HS [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 4/8 | Miscellaneous Events | PHS Boys' Lacrosse Team | - Health Classroom - Room 201 | 5:45-6:15 p.m. | ||
| Mon., 4/8 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:15 and depart by 8:45pm | |
| Mon., 4/8 | Miscellaneous Events | Middlebury Parks And Rec Over Thirty Basketball | - PHS Main Gym | 8:30-10:00 p.m. | ||
| Tue., 4/9 | V Baseball | Holy Cross | Home - PHS Baseball Field [Directions] | 3:15 p.m. | L 10-0 | Non-League |
| Tue., 4/9 | JV Baseball | New Fairfield | Home - Community Baseball Field [Directions] | 4:15 p.m. | One way bus | |
| Tue., 4/9 | V Boys Golf | New Milford | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 169 New Milford 183 | |
| Tue., 4/9 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:00 p.m. | W 9-4 | |
| Tue., 4/9 | V Girls Lacrosse | Notre Dame-Fairfield | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 17-0 | |
| Tue., 4/9 | JV Girls Lacrosse | Notre Dame-Fairfield | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Tue., 4/9 | JV Softball | New Fairfield | Home - Community Softball Field [Directions] | 4:15 p.m. | One way bus | |
| Tue., 4/9 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:15 and depart by 8:45pm | |
| Tue., 4/9 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Wed., 4/10 | FR Baseball | Masuk | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/10 | V Boys Golf | Brookfield | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 164 Brookfield 184 | |
| Wed., 4/10 | V Girls Outdoor Track | New Fairfield, Kolbe Cathedral, Masuk | Away - Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | PHS 82.5 Masuk 65.5 PHS 95 Kolbe 50 PHS 108 Kolbe 34 | 2 buses |
| Wed., 4/10 | V Softball | Masuk | Home - PHS Softball Field [Directions] | 4:15 p.m. | L 3-17 | Non-League |
| Thu., 4/11 | V Baseball | Brookfield | Home - PHS Baseball Field [Directions] | 4:15 p.m. | L 16-1 | Non-League |
| Thu., 4/11 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | ||
| Thu., 4/11 | V Boys Lacrosse | Joel Barlow | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 3-16 | |
| Thu., 4/11 | JV Boys Lacrosse | Joel Barlow | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 4/11 | V Boys Tennis | Newtown | Away [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/11 | V Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 7:00 p.m. | W 13-8 | |
| Thu., 4/11 | JV Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:30 p.m. | ||
| Thu., 4/11 | JV Softball | Weston | Away - Weston MS [Directions] | 4:15 p.m. | ||
| Thu., 4/11 | V Girls Tennis | Newtown | Home - Edgewood Bath and Tennis Club [Directions] | 3:30 p.m. | W 5-2 | |
| Thu., 4/11 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 6:30-8:30 p.m. | will enter facility at 6:15 and depart by 8:45pm | |
| Thu., 4/11 | Miscellaneous Events | SPR Open Swim | - PHS Pool | 8:30-9:45 p.m. | will enter facility at 8:15pm and depart by 10:00 pm | |
| Fri., 4/12 | FR Baseball | New Milford | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Fri., 4/12 | V Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 6:00 p.m. | W 14-12 | Non League |
| Fri., 4/12 | JV Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 4:30 p.m. | ||
| Fri., 4/12 | V Softball | New Milford | Home - PHS Softball Field [Directions] | 4:15 p.m. | W 3-1 | Non-League |
| Fri., 4/12 | Miscellaneous Events | Badminton Club | - PHS Main Gym | 2:15-3:15 p.m. | ||
| Sat., 4/13 | V Boys Lacrosse | Southington | Away - Turf Field SHS [Directions] | 12:00 p.m. | L 3-14 | |
| Sat., 4/13 | JV Boys Lacrosse | Southington | Away - SubVarsity Lacrosse/Soccer [Directions] | 2:00 p.m. | ||
| Sun., 4/14 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 4/15 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 9:00-10:30 a.m. | will enter facility at 8:45 and depart by 10:45am | |
| Tue., 4/16 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | 3:00 p.m. | L 4-2 | Non-League |
| Tue., 4/16 | JV Baseball | Newtown | Away - Newtown HS Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 4/16 | V Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel HS [Directions] | 5:00 p.m. | W 9-8 | |
| Tue., 4/16 | JV Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel HS [Directions] | 6:45 p.m. | ||
| Tue., 4/16 | V Girls Lacrosse | Bethel | Home - Sports Complex & Track [Directions] | 5:30 p.m. | W 21-11 | |
| Tue., 4/16 | JV Girls Lacrosse | Bethel | Home - Sports Complex & Track [Directions] | 3:30 p.m. | ||
| Tue., 4/16 | V Softball | Joel Barlow | Away - Field E (Softball) [Directions] | 4:15 p.m. | L 1-13 | Non-League |
| Tue., 4/16 | V Girls Tennis | New Fairfield | Home - Edgewood Bath and Tennis Club [Directions] | 11:00 a.m. | W 6-1 | |
| Tue., 4/16 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 9:00-10:30 a.m. | will enter facility at 8:45 and depart by 10:45am | |
| Tue., 4/16 | Miscellaneous Events | Middlebury PR Open Swim | - PHS Pool | 1:00-3:00 p.m. | will enter facility at 12:45pm and leave by 3:15pm | |
| Wed., 4/17 | V Baseball | Newtown | Home - PHS Baseball Field [Directions] | 4:15 p.m. | L 10-0 | |
| Wed., 4/17 | FR Baseball | Newtown | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/17 | V Boys Tennis | New Fairfield | Away - Sherman School [Directions] | 2:00 p.m. | W 4-3 | |
| Wed., 4/17 | V Softball | Newtown | Home - PHS Softball Field [Directions] | 4:15 p.m. | W 8-4 | |
| Wed., 4/17 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 9:00-10:30 a.m. | will enter facility at 8:45 and depart by 10:45am | |
| Thu., 4/18 | V Baseball | Stratford | Home - PHS Baseball Field [Directions] | 3:00 p.m. | L 2-0 | |
| Thu., 4/18 | FR Baseball | Stratford | Home - Community Baseball Field [Directions] | 3:00 p.m. | ||
| Thu., 4/18 | V Boys Lacrosse | Newtown | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 1-18 | |
| Thu., 4/18 | JV Boys Lacrosse | Newtown | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 4/18 | V Boys Outdoor Track | Connecticut Distance Festival | Away - Xavier HS | 5:00 p.m. | ||
| Thu., 4/18 | V Girls Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 6:00 p.m. | T 9-9 | |
| Thu., 4/18 | V Girls Outdoor Track | Connecticut Distance Festival | Away - Xavier HS | 4:30 p.m. | ||
| Thu., 4/18 | V Softball | Stratford | Home - PHS Softball Field [Directions] | 4:15 p.m. | L 4-5 | |
| Thu., 4/18 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 9:00-10:30 a.m. | will enter facility at 8:45 and depart by 10:45am | |
| Sat., 4/20 | V Boys Lacrosse | Trumbull | Home - Sports Complex & Track [Directions] | 11:00 a.m. | L 5-11 | |
| Sat., 4/20 | JV Boys Lacrosse | Trumbull | Home - Sports Complex & Track [Directions] | 1:00 p.m. | ||
| Mon., 4/22 | V Girls Lacrosse | Immaculate | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 16-0 | |
| Mon., 4/22 | JV Girls Lacrosse | Immaculate | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Mon., 4/22 | Miscellaneous Events | PHS Boys Lacrosse | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Mon., 4/22 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Tue., 4/23 | JV Baseball | Brookfield | Home - Community Baseball Field [Directions] | 4:15 p.m. | One way bus | |
| Tue., 4/23 | V Boys Golf | Newtown | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 166 Newtown 183 | |
| Tue., 4/23 | V Boys Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 4:00 p.m. | L 6-7 | |
| Tue., 4/23 | JV Boys Lacrosse | Immaculate | Away - Immaculate [Directions] | Cancelled | Cancelled | |
| Tue., 4/23 | V Boys Tennis | Masuk | Home - Edgewood Bath and Tennis Club [Directions] | 6:00 p.m. | W 6-1 | |
| Tue., 4/23 | V Girls Outdoor Track | Newtown, Immaculate, Stratford | Home - Sports Complex & Track [Directions] | 4:00 p.m. | PHS 91 Immaculate 55 Newtown 101 PHS 49 PHS 114 Stratford 35 Newtown 136.5 SHS 13.5 Newtown 103.5 IHS 41.5 IHS 74 SHS 65 | |
| Tue., 4/23 | V Softball | Brookfield | Home - PHS Softball Field [Directions] | 4:15 p.m. | L 2-11 | |
| Tue., 4/23 | V Girls Tennis | Joel Barlow | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/23 | Miscellaneous Events | Unified Track Practice | Home - Sports Complex & Track [Directions] | 2:15-3:15 p.m. | ||
| Tue., 4/23 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Wed., 4/24 | V Baseball | Bunnell | Home - PHS Baseball Field [Directions] | 4:15 p.m. | W 8-7 | |
| Wed., 4/24 | FR Baseball | Bunnell | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/24 | V Boys Golf | Immaculate | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 162 Immaculate 176 | |
| Wed., 4/24 | V Boys Outdoor Track | Newtown, Immaculate, Stratford | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | Pomperaug 79 Newtown 71 Pomperaug 126 Stratford 23 Pomperaug 104 Immaculate 46 | |
| Wed., 4/24 | V Softball | Bunnell | Home - PHS Softball Field [Directions] | 4:15 p.m. | W 20-0 | |
| Wed., 4/24 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/24 | Miscellaneous Events | PHS Girls LAX Senior Night Prep | - Health Classroom - Room 201 | 2:05-4:30 p.m. | ||
| Wed., 4/24 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Thu., 4/25 | JV Baseball | Bunnell | Away - Wooster Field [Directions] | 4:15 p.m. | ||
| Thu., 4/25 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:15 p.m. | Pomperaug 172 Joel Barlow 174 | |
| Thu., 4/25 | V Boys Lacrosse | Brookfield | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 7-4 | $5 Admission/Alex Archie Foundation Fundraiser |
| Thu., 4/25 | JV Boys Lacrosse | Brookfield | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 4/25 | V Boys Tennis | New Milford | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/25 | V Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 6:00 p.m. | W 12-7 | |
| Thu., 4/25 | JV Girls Lacrosse | Brookfield | Away - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | JV Softball | Bunnell | Away - Wigwam Lane Field [Directions] | 4:15 p.m. | ||
| Thu., 4/25 | V Girls Tennis | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/25 | Miscellaneous Events | Region 15 Art Show | - PHS Main Gym | 7:00 a.m.-8:00 p.m. | ||
| Thu., 4/25 | Miscellaneous Events | Unified Track Practice | Home - Sports Complex & Track [Directions] | 2:15-3:15 p.m. | ||
| Thu., 4/25 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 4/26 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | Cancelled | Cancelled | |
| Fri., 4/26 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Fri., 4/26 | Miscellaneous Events | PHS Field Hockey Meeting | - Health Classroom - Room 201 | 3:00-3:30 p.m. | ||
| Fri., 4/26 | Miscellaneous Events | Region 15 Art Show | - PHS Main Gym | 6:00-9:00 p.m. | ||
| Sat., 4/27 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | TBA | ||
| Sat., 4/27 | JV Field Hockey | Daniel Hand | Away [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 11:00 a.m. | W 10-6 | Non League |
| Sat., 4/27 | JV Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 12:30 p.m. | ||
| Sat., 4/27 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | ||
| Sat., 4/27 | Miscellaneous Events | Region 15 Art Show | - PHS Main Gym | 10:00-2:00 p.m. | ||
| Sun., 4/28 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 4/29 | V Baseball | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | L 12-2 | |
| Mon., 4/29 | FR Baseball | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | ||
| Mon., 4/29 | V Boys Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 3:00 p.m. | Pomperaug 174 Weston 174 | |
| Mon., 4/29 | V Boys Outdoor Track | Brookfield, New Milford, Notre Dame-Fairfield | Home - Sports Complex & Track [Directions] | 4:00 p.m. | Pomperaug 146 Notre Dame-Fairfield 2 Pomperaug 90 New Milford 59 Pomperaug 103 Brookfield 46 | |
| Mon., 4/29 | V Boys Tennis | Brookfield | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 4/29 | V Softball | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | L 5-8 | |
| Mon., 4/29 | V Girls Tennis | Brookfield | Away - BHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Mon., 4/29 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Tue., 4/30 | JV Baseball | New Milford | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 4/30 | V Boys Lacrosse | Stratford | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 13-2 | |
| Tue., 4/30 | V Girls Lacrosse | Stratford/Bunnell | Away - Penders Field [Directions] | 7:00 p.m. | W 17-11 | |
| Tue., 4/30 | JV Girls Lacrosse | Stratford/Bunnell | Away - Penders Field [Directions] | 5:30 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Brookfield, New Milford, Notre Dame-Fairfield | Away - Brookfield H.S. [Directions] | 4:00 p.m. | PHS 142 NDHS 0 PHS 98 NMHS 51 PHS 99.6 Brookfield 49.4 | 2 buses |
| Tue., 4/30 | JV Softball | New Milford | Home - PHS Softball Field [Directions] | 4:15 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Bunnell | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/30 | Miscellaneous Events | Unified Track Practice | Home - Sports Complex & Track [Directions] | 2:15-3:15 p.m. | ||
| Tue., 4/30 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Wed., 5/1 | V Baseball | Joel Barlow | Home - PHS Baseball Field [Directions] | 4:15 p.m. | W 5-0 | |
| Wed., 5/1 | FR Baseball | St. Paul Catholic | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/1 | V Boys Golf | Newtown | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 174 Newtown 173 | Non League |
| Wed., 5/1 | V Boys Tennis | Bunnell | Away [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/1 | V Softball | Joel Barlow | Home - PHS Softball Field [Directions] | 4:15 p.m. | L 2-6 | |
| Wed., 5/1 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Thu., 5/2 | V Boys Golf | Woodland Hawk Invitational | Away - Oxford Greens | 8:00 a.m. | 182 | |
| Thu., 5/2 | JV Boys Lacrosse | Nonnewaug | Away - Post University [Directions] | 4:30 p.m. | ||
| Thu., 5/2 | V Boys Tennis | Weston | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/2 | V Girls Tennis | Weston | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/2 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 5/3 | V Baseball | Notre Dame-Fairfield | Away - Fabbri Field at Notre Dame [Directions] | 4:15 p.m. | L 6-1 | |
| Fri., 5/3 | V Boys Outdoor Track | Middletown Freshmen/Sophomore Invitational | Away - Middletown HS | 3:30 p.m. | ||
| Fri., 5/3 | V Girls Outdoor Track | Middletown Freshmen/Sophomore Invitational | Away - Middletown HS | 3:30 p.m. | ||
| Fri., 5/3 | V Softball | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:15 p.m. | L 2-9 | |
| Fri., 5/3 | V Girls Tennis | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/3 | Miscellaneous Events | Badminton Club | - PHS Main Gym | 2:15-3:15 p.m. | ||
| Fri., 5/3 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Fri., 5/3 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship Rehearsal | - PHS Main Gym | 2:30-7:00 p.m. | will enter facility at 2:30pm and depart by 8:00pm | |
| Sat., 5/4 | JV Baseball | Notre Dame-Fairfield | Home - PHS Baseball Field [Directions] | 3:00 p.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Middletown Invitational | Away - Middletown HS | 1:00 p.m. | ||
| Sat., 5/4 | V Girls Lacrosse | Fairfield Ludlowe | Home - Sports Complex & Track [Directions] | 3:45 p.m. | L 13-12 | Non League |
| Sat., 5/4 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Sports Complex & Track [Directions] | 2:00 p.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away - Middletown HS | 1:00 p.m. | ||
| Sat., 5/4 | V Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 1:00 p.m. | W 8-2 | |
| Sat., 5/4 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship Rehearsal | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7:00am and depart by 10pm | |
| Sun., 5/5 | Miscellaneous Events | Kinetic Kids USA Gymnastics State Championship Rehearsal | - PHS Main Gym | 8:00 a.m.-9:00pm | will enter facility at 7:00am and depart by 10pm | |
| Sun., 5/5 | Miscellaneous Events | Habitat for Humanity Walk-a-Thon | - PHS Softball Field | 10:00-12:00 p.m. | will use trails and baseball field as well. Will enter facility at 9am and depart by 1:00pm | |
| Sun., 5/5 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 5/6 | V Baseball | Bethel | Away - Hunt Field at Bethel HS [Directions] | 4:00 p.m. | L 5-2 | |
| Mon., 5/6 | FR Baseball | Bethel | Home - Community Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | V Boys Outdoor Track | Bethel, Joel Barlow, Bunnell | Away - Bethel HS [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | JV Girls Lacrosse | Newtown | Away - Treadwell Town Park [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | V Softball | Bethel | Away - Kisling Field [Directions] | 4:15 p.m. | W 17-2 | |
| Mon., 5/6 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Tue., 5/7 | V Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | L 10-0 | |
| Tue., 5/7 | JV Baseball | Bethel | Home - Community Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Boys Golf | Stratford | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 172 Stratford forfeit | |
| Tue., 5/7 | V Boys Tennis | Holy Cross | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 7-0 | Non League |
| Tue., 5/7 | V Girls Outdoor Track | Joel Barlow, Bethel, Bunnell | Away - Field I (Stadium) [Directions] | 4:00 p.m. | PHS 107 Bethel 43 PHS 77 JBHS 73 PHS 103 Bunnell 47 | |
| Tue., 5/7 | V Softball | Holy Cross | Away - Municipal Stadium- Joan Joyce Field [Directions] | 3:45 p.m. | L 15-19 | Non-League |
| Tue., 5/7 | JV Softball | Bethel | Home - Community Softball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Girls Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 4:45 p.m. | L 2-5 | Non-League |
| Tue., 5/7 | Miscellaneous Events | PHS Girls LAX Senior Night Prep | - Health Classroom - Room 201 | 2:05-7:00 p.m. | ||
| Tue., 5/7 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Wed., 5/8 | V Baseball | Kolbe Cathedral | Home - PHS Baseball Field [Directions] | 4:15 p.m. | W 7-1 | |
| Wed., 5/8 | V Boys Golf | Weston | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 166 Weston 175 | Non-League |
| Wed., 5/8 | V Boys Lacrosse | New Milford | Away - New Milford HS [Directions] | 7:00 p.m. | L 10-12 | |
| Wed., 5/8 | JV Boys Lacrosse | New Milford | Away - New Milford HS [Directions] | 5:00 p.m. | ||
| Wed., 5/8 | V Softball | Kolbe Cathedral | Home - PHS Softball Field [Directions] | 4:15 p.m. | W 8-1 | |
| Wed., 5/8 | JV Softball | Newtown | Away - Newtown HS Softball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Stratford | Home - Edgewood Bath and Tennis Club [Directions] | 6:00 p.m. | W 7-0 | |
| Wed., 5/8 | Miscellaneous Events | Unified Track Meet | Away - Newtown HS | 3:00 p.m. | ||
| Wed., 5/8 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Thu., 5/9 | FR Baseball | Newtown | Away - Baseball Field at Fairfield Hills Complex [Directions] | 3:30 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 6:00 p.m. | L 1-25 | |
| Thu., 5/9 | JV Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | V Girls Lacrosse | New Fairfield | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 13-7 | |
| Thu., 5/9 | JV Girls Lacrosse | New Fairfield | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 5/9 | V Girls Tennis | Naugatuck | Home - Edgewood Bath and Tennis Club [Directions] | 3:45 p.m. | W 6-1 | Non-League |
| Thu., 5/9 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 5/10 | V Baseball | Immaculate | Away - Immaculate HS [Directions] | 4:15 p.m. | L 3-1 | |
| Fri., 5/10 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Girls Lacrosse | New Milford | Home - Sports Complex & Track [Directions] | 7:00 p.m. | W 19-7 | |
| Fri., 5/10 | JV Girls Lacrosse | New Milford | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Fri., 5/10 | V Softball | Immaculate | Away - Immaculate HS [Directions] | 4:15 p.m. | W 15-2 | |
| Fri., 5/10 | V Girls Tennis | Immaculate | Away - O'Neill Center, WCSU, Danbury [Directions] | 4:30 p.m. | W 7-0 | |
| Fri., 5/10 | Miscellaneous Events | Student Services PMT Training | - Wrestling Room | 12:30-3:30 p.m. | ||
| Fri., 5/10 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Sat., 5/11 | JV Baseball | Immaculate | Home - PHS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/11 | JV Boys Lacrosse | Nonnewaug | Home - Sports Complex & Track [Directions] | 10:00 a.m. | ||
| Sat., 5/11 | V Boys Outdoor Track | Louck's Games | Away - TBA | 9:00 a.m. | ||
| Sat., 5/11 | V Boys Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 11:00 a.m. | L 2-5 | |
| Sat., 5/11 | V Girls Outdoor Track | Louck's Games | Away | Cancelled | Cancelled | |
| Sun., 5/12 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 5/13 | V Boys Lacrosse | Weston | Home - Sports Complex & Track [Directions] | 7:00 p.m. | L 1-18 | |
| Mon., 5/13 | JV Boys Lacrosse | Weston | Home - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Mon., 5/13 | V Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 6:00 p.m. | L 10-11 | |
| Mon., 5/13 | JV Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 4:15 p.m. | ||
| Mon., 5/13 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Tue., 5/14 | V Baseball | Masuk | Away - John Giampaolo Baseball Field @ Masuk HS [Directions] | 4:00 p.m. | L 4-0 | |
| Tue., 5/14 | JV Baseball | New Milford | Home - Community Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 5/14 | V Boys Golf | New Fairfield | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomperaug 170 New Fairfield 184 | |
| Tue., 5/14 | V Boys Tennis | Immaculate | Home - Edgewood Bath and Tennis Club [Directions] | 6:00 p.m. | W 7-0 | |
| Tue., 5/14 | V Softball | Masuk | Away - Masuk HS Softball Field [Directions] | 4:15 p.m. | L 0-10 | |
| Tue., 5/14 | Miscellaneous Events | Unified Track Practice | Home - PHS Main Gym [Directions] | 2:15-3:30 p.m. | ||
| Tue., 5/14 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Wed., 5/15 | V Baseball | Brookfield | Home - Pomperaug HS [Directions] | 3:45 p.m. | L Forfeit | |
| Wed., 5/15 | JV Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/15 | V Boys Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | 3:00 p.m. | Pomperaug 165 Notre Dame end | |
| Wed., 5/15 | V Boys Outdoor Track | Weston | Away - WHS Track [Directions] | 4:00 p.m. | Pomperaug 65 Weston 85 | One large bus |
| Wed., 5/15 | V Girls Outdoor Track | Weston | Away - Sports Complex & Track [Directions] | 4:00 p.m. | Weston 97 PHS 53 | |
| Wed., 5/15 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Thu., 5/16 | V Baseball | New Fairfield | Home - PHS Baseball Field [Directions] | 3:45 p.m. | L 0-17 | |
| Thu., 5/16 | JV Baseball | Masuk | Home - Community Baseball Field [Directions] | 4:15 p.m. | One way bus | |
| Thu., 5/16 | FR Baseball | Brookfield | Away - H.H.E.S. Baseball Field [Directions] | 3:15 p.m. | ||
| Thu., 5/16 | V Boys Lacrosse | Weston | Away [Directions] | 6:00 p.m. | L 5-14 | |
| Thu., 5/16 | V Boys Outdoor Track | Bethel Freshmen Meet | Away - Bethel HS | 4:00 p.m. | ||
| Thu., 5/16 | V Boys Tennis | SWC Individual Tournament | Away - Wolfe Park | 12:00 p.m. | Monroe | |
| Thu., 5/16 | V Girls Lacrosse | SWC Quarterfinals vs Brookfield | Home - Sports Complex & Track [Directions] | 7:00 p.m. | SWC Tournament - Quarterfinals; Admission Charge $8 Adults and $5 Students/Seniors | |
| Thu., 5/16 | V Girls Outdoor Track | Bethel Freshmen Meet | Away - Bethel HS | 4:00 p.m. | ||
| Thu., 5/16 | V Softball | New Fairfield | Home - PHS Softball Field [Directions] | 4:15 p.m. | W 6-3 | |
| Thu., 5/16 | V Girls Tennis | SWC Individual Tournament | Away - Joel Barlow | 12:00 p.m. | ||
| Thu., 5/16 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 5/17 | JV Baseball | Danbury | Away - Danbury HS Junior Varsity Baseball Field [Directions] | Cancelled | Cancelled | |
| Fri., 5/17 | FR Baseball | Danbury | Home - PHS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/17 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Sun., 5/19 | Miscellaneous Events | PHS Conditioning | - Sports Complex & Track | 5:00-7:30 p.m. | ||
| Mon., 5/20 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | Pomp 180 Masuk 183 | |
| Mon., 5/20 | V Boys Tennis | SWC Individual Tournament | Away - Wolfe Park | 3:00 p.m. | ||
| Mon., 5/20 | V Girls Lacrosse | SWC Semi Finals | Away - Newtown HS | 4:00 p.m. | SWC Tournament - Semi Finals; Admission Charge $8 Adults and $5 Students/Seniors | |
| Mon., 5/20 | V Softball | SWC Tournament- First Round | Away - Masuk HS | 4:00 p.m. | ||
| Mon., 5/20 | V Girls Tennis | SWC Individual Tournament | Away - Joel Barlow HS | 3:00 p.m. | Small bus | |
| Mon., 5/20 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:00 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Mon., 5/20 | Miscellaneous Events | Lifeguard Certification | - Health Classroom - Room 201 | 5:00-7:00 p.m. | ||
| Mon., 5/20 | Miscellaneous Events | Lifeguard Certification | - PHS Pool | 6:00-9:00 p.m. | ||
| Tue., 5/21 | V Baseball | Danbury | Away - Danbury HS Varsity Baseball Field [Directions] | 4:00 p.m. | L 2-12 | Non-League |
| Tue., 5/21 | V Boys Golf | Bethel | Home - Heritage Village C.C. [Directions] | 3:00 p.m. | Pomp 165 Bethel 189 | |
| Tue., 5/21 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Tue., 5/21 | Miscellaneous Events | Lifeguard Certification | - Health Classroom - Room 201 | 5:00-7:00 p.m. | ||
| Tue., 5/21 | Miscellaneous Events | Lifeguard Certification | - PHS Pool | 7:00-9:00 p.m. | ||
| Wed., 5/22 | V Boys Outdoor Track | SWC Championship | Away - Weston HS | 3:00 p.m. | Share bus w/Girls | |
| Wed., 5/22 | V Girls Lacrosse | SWC Finals | Away - Newtown HS | 6:00 p.m. | SWC Tournament - Finals; Admission Charge $10 Adults and $5 Students/Seniors | |
| Wed., 5/22 | V Girls Outdoor Track | SWC Championship | Away - Weston HS | 3:00 p.m. | Share bus w/Boys | |
| Wed., 5/22 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | Non-League |
| Wed., 5/22 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Wed., 5/22 | Miscellaneous Events | Unified Track Meet | Away - Shelton HS | 3:00 p.m. | ||
| Wed., 5/22 | Miscellaneous Events | Lifeguard Certification | - Health Classroom - Room 201 | 5:00-7:00 p.m. | ||
| Wed., 5/22 | Miscellaneous Events | Lifeguard Certification | - PHS Pool | 7:00-9:00 p.m. | ||
| Thu., 5/23 | V Boys Golf | Chappa Invitational Golf Tournament | Away - Long Shore Golf Club-Westport | 7:30 a.m. | ||
| Thu., 5/23 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 5/24 | V Boys Tennis | Class L State Tournament | Away - East Hartford HS and East Hartford Racquet Club | 8:30 a.m. | ||
| Fri., 5/24 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 6:00-7:00 a.m. | will enter facility at 5:45am and depart by 7:15am | |
| Fri., 5/24 | Miscellaneous Events | PHS Mock Accident | - PHS Softball Field | 9:00-10:00 a.m. | Will begin staging accident at 7am and finish cleaning up at 11am, rain date May 31st | |
| Fri., 5/24 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Sat., 5/25 | V Boys Tennis | Class L State Tournament | Away - Wilton HS | TBA | If players advance | |
| Tue., 5/28 | V Boys Golf | SWC Championship | Away - Ridgewood C.C. | 8:30 a.m. | ||
| Tue., 5/28 | V Girls Lacrosse | CIAC Class M -First Round | Home - Sports Complex & Track [Directions] | 5:00 p.m. | vs Newington | |
| Tue., 5/28 | V Softball | CIAC Class L- First Round | Away | 4:00 p.m. | Stratford | |
| Tue., 5/28 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Wed., 5/29 | Miscellaneous Events | Stress Less Week Mediatation | - Health Classroom - Room 201 | 2:15-4:00 p.m. | ||
| Wed., 5/29 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Thu., 5/30 | V Boys Outdoor Track | Class L State Championship Meet | Away - Middletown HS | 3:00 p.m. | ||
| Thu., 5/30 | V Girls Lacrosse | CIAC Class M- Quarter Finals | Home [Directions] | 4:00 p.m. | ||
| Thu., 5/30 | V Girls Outdoor Track | Class L State Championship Meet | Away - Middletown HS | 3:00 p.m. | ||
| Thu., 5/30 | V Softball | CIAC Class L- Second Round | Away | 3:00 p.m. | Casey Field- Bristol | |
| Thu., 5/30 | Miscellaneous Events | SPR PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20 and depart by 8:45pm | |
| Fri., 5/31 | Miscellaneous Events | PHS Mock Accident Rain Date | - Community Softball Field | 9:00-10:00 a.m. | Will begin staging accident at 7am and finish cleaning up at 11am, rain date May 31st | |
| Fri., 5/31 | Miscellaneous Events | PHS Boys Soccer Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Fri., 5/31 | Miscellaneous Events | SPR PAC Swim Team | - PHS Pool | 2:30-6:30 p.m. | will enter facility at 2:20 and depart by 6:45pm | |
| Mon., 6/3 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/3 | V Girls Outdoor Track | CIAC State Open Championship Meet | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/3 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:30pm | |
| Tue., 6/4 | Miscellaneous Events | PHS JV Softball Year-End Wrap-up | - Health Classroom - Room 201 | 2:15-4:00 p.m. | ||
| Tue., 6/4 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:30pm | |
| Wed., 6/5 | Miscellaneous Events | PHS Field Hockey Meeting | - Health Classroom - Room 201 | 2:30-3:30 p.m. | ||
| Wed., 6/5 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:30pm | |
| Thu., 6/6 | Miscellaneous Events | PHS Track Meeting | - Health Classroom - Room 201 | 2:15-3:30 p.m. | ||
| Thu., 6/6 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:30pm | |
| Fri., 6/7 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:30pm | |
| Sat., 6/8 | V Girls Outdoor Track | New Englands | Away - Saco, Maine | TBA | ||
| Sun., 6/9 | Miscellaneous Events | CT Rush Soccer Youth Soccer | - Sports Complex & Track | 11:00-1:00 p.m. | will enter facility at 10:30am and depart by 1:00pm | |
| Mon., 6/10 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:45pm | |
| Wed., 6/12 | Miscellaneous Events | RMS 8th Grade Commencement Practice | - PHS Main Gym | 9:30-11:30 a.m. | ||
| Fri., 6/14 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 3:30-8:30 p.m. | will enter facility at 3:20pm and depart by 8:45pm | |
| Mon., 6/17 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 6/18 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 6/19 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Thu., 6/20 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Fri., 6/21 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 6/24 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 6/24 | Miscellaneous Events | SPR Fundamental Field Hockey Camp | - PHS Baseball Field | 9:00-12:00 p.m. | will enter facility at 8:45am and depart by 12:15pm | |
| Tue., 6/25 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 6/25 | Miscellaneous Events | SPR Fundamental Field Hockey Camp | - PHS Baseball Field | 9:00-12:00 p.m. | will enter facility at 8:45am and depart by 12:15pm | |
| Wed., 6/26 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 6/26 | Miscellaneous Events | Pomperaug Youth Development Football Camp | - PHS Softball Field | 9:00-11:00 a.m. | ||
| Wed., 6/26 | Miscellaneous Events | SPR Fundamental Field Hockey Camp | - PHS Baseball Field | 9:00-12:00 p.m. | will enter facility at 8:45am and depart by 12:15pm | |
| Thu., 6/27 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Thu., 6/27 | Miscellaneous Events | Pomperaug Youth Development Football Camp | - PHS Softball Field | 9:00-11:00 a.m. | ||
| Thu., 6/27 | Miscellaneous Events | SPR Fundamental Field Hockey Camp | - PHS Baseball Field | 9:00-12:00 p.m. | will enter facility at 8:45am and depart by 12:15pm | |
| Fri., 6/28 | Miscellaneous Events | PAC Swim Team Practice | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Fri., 6/28 | Miscellaneous Events | Pomperaug Youth Development Football Camp | - PHS Softball Field | 9:00-11:00 a.m. | ||
| Mon., 7/1 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 7/1 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Tue., 7/2 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 7/2 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Wed., 7/3 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 7/3 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Fri., 7/5 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/8 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 7/8 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/8 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Tue., 7/9 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 7/9 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Tue., 7/9 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Wed., 7/10 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 7/10 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Wed., 7/10 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Thu., 7/11 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Thu., 7/11 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Thu., 7/11 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Fri., 7/12 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Fri., 7/12 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/15 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 7/15 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/15 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Tue., 7/16 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 7/16 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Tue., 7/16 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Wed., 7/17 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 7/17 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Wed., 7/17 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Thu., 7/18 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Thu., 7/18 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Thu., 7/18 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Fri., 7/19 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Fri., 7/19 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/22 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Mon., 7/22 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/22 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Tue., 7/23 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Tue., 7/23 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Tue., 7/23 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Wed., 7/24 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Wed., 7/24 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Wed., 7/24 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Thu., 7/25 | Miscellaneous Events | PAC Swim Team | - PHS Pool | 7:00-10:00 a.m. | will enter facility at 6:45am and depart by 10:15am | |
| Thu., 7/25 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Thu., 7/25 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Fri., 7/26 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/29 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Mon., 7/29 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Tue., 7/30 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Tue., 7/30 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Wed., 7/31 | Miscellaneous Events | Shooting Stars Diving | - PHS Pool | 9:45-11:30 a.m. | will enter facility at 9:30 and depart by 11:45am | |
| Wed., 7/31 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Thu., 8/1 | Miscellaneous Events | Middlebury P&R Swim Lessons | - PHS Pool | 11:30-2:30 p.m. | will enter facility at 11am and depart by 2:45pm | |
| Wed., 11/6 | Miscellaneous Events | Pomperaug Pop Warner Cheerleading | - Auxiliary Gym | 5:00-6:30 p.m. | will enter facility at 4:45 pm and leave at 6:30pm | |