| Pomperaug 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 415 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Bus Time (Company) | Note |
| TBA | FR Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | TBA | 2:15 pm | |
| TBA | JV Boys Soccer | Joel Barlow | Away - Field E (Softball) [Directions] | 2:00 p.m. | 12:30 pm | |
| TBA | JV Softball | Joel Barlow | Away - Field E (Softball) [Directions] | TBA | 2:15 | |
| Tue., 9/9 | V Boys Cross Country | Weston, Notre Dame-Fairfield | Away - WHS Track [Directions] | 5:00 p.m. | 2:15 pm | |
| Tue., 9/9 | V Girls Cross Country | Weston, Notre Dame-Fairfield | Away - WHS Track [Directions] | 4:30 p.m. | 2:30 pm | |
| Thu., 9/11 | V Girls Volleyball | Griswold | Away - Gymnasium [Directions] | 6:00 p.m. | 2:15 share bus with JVs | |
| Thu., 9/11 | JV Girls Volleyball | Griswold | Away - Gymnasium [Directions] | 4:30 p.m. | 2:15 share bus with varsity | |
| Fri., 9/12 | V Football | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | 4:30 pm, 2 buses | |
| Fri., 9/12 | V Competitive Cheerleading | Bunnell | Away [Directions] | 7:00 p.m. | 5:30 | |
| Fri., 9/12 | V Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | 2:15 pm | |
| Sat., 9/13 | V Boys Cross Country | Wilton Invitational | Away | TBA | 7:15, share bus with girls cross country | |
| Sat., 9/13 | V Girls Cross Country | Wilton Invitational | Away | TBA | 7:15, share bus with boys cross country | |
| Sat., 9/13 | V Girls Soccer | Naugatuck | Away - Naugatuck High School [Directions] | 1:00 p.m. | 11:45 am | |
| Mon., 9/15 | V Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 5:00 p.m. | 2:15 Share bus with JVs | non-league game |
| Mon., 9/15 | JV Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:15, Share bus with varsity | |
| Tue., 9/16 | V Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | 5:00 pm | |
| Tue., 9/16 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | 3:15 pm | |
| Tue., 9/16 | V Field Hockey | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | 2:15, share bus with JVs | non-league game |
| Tue., 9/16 | JV Field Hockey | New Milford | Away - New Milford High School [Directions] | 5:30 p.m. | 2:15, share bus with Varsity | |
| Tue., 9/16 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield HS [Directions] | 4:00 p.m. | 2:15 pm | |
| Wed., 9/17 | FR Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | 2:15 | |
| Wed., 9/17 | FR Girls Soccer | Masuk | Away - Masuk Middle Field [Directions] | 3:45 p.m. | 2:15 pm | |
| Wed., 9/17 | FR Girls Volleyball | New Milford | Away - New Milford High School [Directions] | 6:30 p.m. | 5:00 pm | |
| Thu., 9/18 | V Field Hockey | Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 6:30 p.m. | 3:45, share bus with JVs | non-league game |
| Thu., 9/18 | JV Field Hockey | Watertown | Away - Swift Middle School [Directions] | 5:00 p.m. | 3:45, share bus with Varsity | |
| Thu., 9/18 | V Girls Soccer | Bethel | Away - Rourke Field [Directions] | 4:00 p.m. | 2:15 pm | |
| Thu., 9/18 | JV Girls Soccer | Bethel | Away - Middle School Field [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 9/19 | JV Boys Soccer | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | 2:30 pm, Share bus Freshmen | |
| Fri., 9/19 | FR Boys Soccer | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:30 Share bus with JVs | |
| Fri., 9/19 | V Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 5:00 p.m. | 2:15, share bus with JVs | non-league game |
| Fri., 9/19 | JV Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:15, share bus with Varsity | |
| Sat., 9/20 | V Boys Cross Country | Amherst Invitational | Away | 10:00 a.m. | 7:30, Share bus with girls cross country | |
| Sat., 9/20 | JV Football | Weston | Away - WHS Stadium Field [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 9/20 | V Boys Soccer | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:15 pm | |
| Sat., 9/20 | V Girls Cross Country | Amherst Invitational | Away | 10:00 a.m. | 7:30, Share bus with boys | |
| Tue., 9/23 | V Boys Cross Country | Immaculate, Kolbe Cathedral, Bethel | Away [Directions] | 5:00 p.m. | 2:15 pm, share bus with girls cross country | |
| Tue., 9/23 | V Girls Cross Country | Immaculate, Kolbe Cathedral, Bethel | Away [Directions] | 4:30 p.m. | 2:30, share bus with boys cross country | |
| Tue., 9/23 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 3:45 p.m. | 2:15 pm, share bus with JVs | |
| Tue., 9/23 | JV Girls Soccer | Brookfield | Away - BHS Back Turf [Directions] | 3:45 p.m. | 2:15 pm, share bus with varsity | |
| Tue., 9/23 | FR Girls Soccer | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | 2:30 pm | |
| Tue., 9/23 | V Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | 3:30, share bus with JVs | Admission Fee will be charged |
| Tue., 9/23 | JV Girls Volleyball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | 3:30, share bus with Varsity | Admission Fee will be charged |
| Wed., 9/24 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:30 pm | |
| Fri., 9/26 | V Football | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | 4:30 pm, 2 buses | |
| Fri., 9/26 | V Competitive Cheerleading | Newtown | Away [Directions] | 7:00 p.m. | 5:45 | |
| Fri., 9/26 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 4:15 p.m. | 2:30, share bus with JVs | |
| Fri., 9/26 | JV Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 5:45 p.m. | 2:30, share bus with varsity | |
| Fri., 9/26 | FR Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 4:00 p.m. | 3:00 pm | |
| Sat., 9/27 | V Boys Soccer | Masuk | Away - Masuk Stadium Field [Directions] | 1:30 p.m. | 12:00 pm Share bus with varsity | |
| Sat., 9/27 | JV Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | 1:30 p.m. | 12:00 Share bus with Varsity | |
| Sat., 9/27 | FR Boys Soccer | Naugatuck | Away - Naugatuck High School [Directions] | 9:00 a.m. | 7:45 am | |
| Sat., 9/27 | FR Field Hockey | Masuk | Away - Masuk Middle Field [Directions] | 11:00 a.m. | 9:45 am | |
| Mon., 9/29 | V Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 7:00 p.m. | 5:00 pm | |
| Mon., 9/29 | JV Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | 3:00 pm | |
| Mon., 9/29 | V Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 5:30 p.m. | 2:15, share bus with JVs | |
| Mon., 9/29 | JV Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 4:00 p.m. | 2:15, share bus with Varsity | |
| Tue., 9/30 | V Field Hockey | Masuk | Away - Masuk Middle Field [Directions] | 4:00 p.m. | 2:15, share bus with JVs | |
| Tue., 9/30 | JV Field Hockey | Masuk | Away - Masuk Middle Field [Directions] | 5:15 p.m. | 2:15, share bus with Varsity | |
| Wed., 10/1 | V Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 6:30 p.m. | 3:30, share bus with JVs | Admission fee will be charged |
| Wed., 10/1 | JV Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | 3:30, Share bus with Varsity | Admission Fee will be charged |
| Thu., 10/2 | V Football | New Milford | Away - New Milford High School [Directions] | 7:00 p.m. | 4:30 pm, 2 buses | |
| Thu., 10/2 | FR Boys Soccer | Amity | Away - Amity High School - Field # 2 [Directions] | 3:45 p.m. | 2:15 | |
| Thu., 10/2 | V Competitive Cheerleading | New Milford | Away [Directions] | 7:00 p.m. | 5:30 | |
| Fri., 10/3 | V Boys Cross Country | Nonnewaug Invitational | Away | 3:30 p.m. | 2:15 | |
| Fri., 10/3 | V Girls Cross Country | Nonnewaug Invitational | Away | 3:30 p.m. | 2:15 | |
| Fri., 10/3 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | 3:30 p.m. | 2:15 pm | |
| Fri., 10/3 | JV Girls Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 3:45 p.m. | 2:30 pm | |
| Mon., 10/6 | V Boys Soccer | Immaculate | Away - Mustang Valley [Directions] | 4:15 p.m. | 2:45 pm | |
| Mon., 10/6 | V Girls Volleyball | Immaculate | Away - Immaculate High School [Directions] | 5:00 p.m. | 2:15, Share bus with JVs | |
| Mon., 10/6 | JV Girls Volleyball | Immaculate | Away - Immaculate High School [Directions] | 3:30 p.m. | 2:15, share bus with Varsity | |
| Mon., 10/6 | FR Girls Volleyball | Amity | Away - Amity High School [Directions] | 4:00 p.m. | 3:00 pm | |
| Tue., 10/7 | V Boys Cross Country | Joel Barlow, Masuk | Away [Directions] | 5:00 p.m. | 2:15 pm | |
| Tue., 10/7 | FR Boys Soccer | Holy Cross | Away - Lower Murray Park [Directions] | 3:45 p.m. | 2:15 pm | |
| Tue., 10/7 | V Girls Cross Country | Joel Barlow, Masuk | Away [Directions] | 4:30 p.m. | 2:15 pm | |
| Tue., 10/7 | V Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 7:00 p.m. | 3:45, share bus with JVs | |
| Tue., 10/7 | JV Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:30 p.m. | 3:45, share bus with varsity | |
| Tue., 10/7 | V Girls Swimming and Diving | Weston | Away - Weston Middle School Pool [Directions] | 4:00 p.m. | 2:15 pm | |
| Wed., 10/8 | FR Field Hockey | Amity | Away - Amity High School [Directions] | 4:00 p.m. | 2:30 pm | |
| Thu., 10/9 | FR Football | Stratford | Away [Directions] | 4:00 p.m. | 2:15 pm | |
| Thu., 10/9 | FR Field Hockey | Bethel | Away - Hunt Field at Bethel High School [Directions] | 4:30 p.m. | 3:00 pm | |
| Thu., 10/9 | V Girls Soccer | Kolbe Cathedral | Away - Seaside Park [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 10/10 | V Boys Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | 7:00 p.m. | 5:00 pm | |
| Fri., 10/10 | FR Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | 4:15 p.m. | 2:15 pm | |
| Fri., 10/10 | V Girls Swimming and Diving | Bunnell | Away - Flood Pool [Directions] | 7:00 p.m. | 5:00 pm | @ Flood Pool |
| Fri., 10/10 | V Girls Volleyball | Kolbe Cathedral | Away - KOLBE CATHEDRAL GYM [Directions] | 5:00 p.m. | 2:15, Share bus with JVs | |
| Fri., 10/10 | JV Girls Volleyball | Kolbe Cathedral | Away - KOLBE CATHEDRAL GYM [Directions] | 3:30 p.m. | 2:15, share bus with varsity | |
| Sat., 10/11 | JV Football | Stratford | Away - Penders Field [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 10/11 | V Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 3:30 p.m. | 2:15 pm, share bus with JVs | |
| Sat., 10/11 | JV Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | 2:15 share bus with varsity | |
| Sat., 10/11 | FR Girls Soccer | New Milford | Away - New Milford High School [Directions] | 9:00 a.m. | 7:45 am | |
| Mon., 10/13 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 5:00 p.m. | 3:45 pm | |
| Mon., 10/13 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 12:00 p.m. | 9:45 am | |
| Mon., 10/13 | V Girls Soccer | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | 5:30 p.m. | 3:30 pm | |
| Tue., 10/14 | FR Boys Soccer | Newtown | Away - Newtown High School Practice Field [Directions] | 3:45 p.m. | 2:45 pm | |
| Wed., 10/15 | V Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 5:00 p.m. | 2:15, Share bus with JVs | |
| Wed., 10/15 | JV Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | 2:15, share bus with Varsity | |
| Wed., 10/15 | FR Girls Volleyball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 3:00 pm | |
| Fri., 10/17 | V Boys Cross Country | SWC Championships | Away [Directions] | 3:30 p.m. | 1:30, share bus with girls cross country | @ Bethel High School, $10 Adults, $5 Students |
| Fri., 10/17 | V Football | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | 7:00 p.m. | 5:00 pm, 2 buses | |
| Fri., 10/17 | V Boys Soccer | Stratford | Away - Penders Field [Directions] | 7:00 p.m. | 5:00 pm | |
| Fri., 10/17 | JV Boys Soccer | Stratford | Away - Penders Field [Directions] | 5:00 p.m. | 2:30, share bus with freshmen girls soccer | |
| Fri., 10/17 | V Competitive Cheerleading | Holy Cross | Away [Directions] | 7:00 p.m. | 5:30 | @ Municipal Stadium |
| Fri., 10/17 | V Girls Cross Country | SWC Championships | Away [Directions] | 4:00 p.m. | 1:30 pm, share with boys cc | @ Bethel High School, $10 adults, $5 Students |
| Fri., 10/17 | V Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | 2:30, Share bus with JVs | |
| Fri., 10/17 | JV Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 5:30 p.m. | 2:30, Share bus with Varsity | |
| Fri., 10/17 | FR Field Hockey | New Milford | Away - New Milford High School [Directions] | 4:30 p.m. | 3:00 pm | |
| Fri., 10/17 | FR Girls Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | 2:30 pm, Share bus with JV boys Soccer team | |
| Mon., 10/20 | V Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 6:30 p.m. | 5:00 pm | |
| Mon., 10/20 | JV Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 4:30 p.m. | 3:00 pm | |
| Mon., 10/20 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 4:00 p.m. | 3:00 pm | |
| Thu., 10/23 | V Boys Cross Country | Danbury Freshmen Meet | Away | TBA | 2:15, Share bus with girls cc | |
| Thu., 10/23 | V Girls Cross Country | Danbury Freshmen Meet | Away | TBA | 2:15, Share bus with boys cc | |
| Fri., 10/24 | V Football | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 7:00 p.m. | 5:00 pm, 2 buses | |
| Fri., 10/24 | V Competitive Cheerleading | Bethel | Away [Directions] | 7:00 p.m. | 5:30 | |
| Sat., 10/25 | V Boys Cross Country | CIAC Class L Championship | Away - Wickham Park - East Hartford [Directions] | 12:00 p.m. | 8:00 am, share bus with girls cc | |
| Sat., 10/25 | V Boys Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 2:00 p.m. | 12:30 | |
| Sat., 10/25 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park - East Hartford [Directions] | 11:25 a.m. | 8:00 am, share bus with boys cc | |
| Sat., 10/25 | V Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 4:00 p.m. | 2:00 pm | |
| Sat., 10/25 | FR Girls Soccer | Holy Cross | Away - Upper Murray Park [Directions] | 9:00 a.m. | 7:45 am | |
| Mon., 10/27 | V Girls Soccer | SWC Semi-Final Championship | Away [Directions] | Cancelled | 3:15 pm | @ New Fairfield, $8 adults $5 students |
| Tue., 10/28 | V Boys Soccer | SWC Semi-Final Tournament | Away [Directions] | Cancelled | 3:15 pm | Penders Field, $8 adults $5 students |
| Wed., 10/29 | V Field Hockey | SWC Semi-Final Tournament | Away [Directions] | 7:30 p.m. | 4:00 pm | @ Joel Barlow, $8 Adults, $5 students |
| Wed., 10/29 | V Girls Soccer | SWC Championship Game | Away | Cancelled | TBA | |
| Thu., 10/30 | FR Football | Brookfield | Away - BHS Stadium Field [Directions] | 4:00 p.m. | 2:15 pm | |
| Thu., 10/30 | V Boys Soccer | SWC Championship Game | Away | Cancelled | TBA | |
| Fri., 10/31 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | 11:45, share bus with girls cc | |
| Fri., 10/31 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | 11:45 am, share bus with boys cc | |
| Fri., 10/31 | V Field Hockey | SWC Championship Game | Away [Directions] | 5:00 p.m. | 5:00 pm | @ Brookfield HS, $10 adults, $5 students |
| Sat., 11/1 | JV Football | Brookfield | Away - BHS Stadium Field [Directions] | 10:00 a.m. | 8:15 am | |
| Sat., 11/1 | V Girls Swimming and Diving | SWC Championship | Away | 1:00 p.m. | 10:00 | @ Masuk, $10 Adults, $5 students |
| Mon., 11/3 | V Boys Soccer | Wethersfield | Away - Cottone Field at WHS [Directions] | 6:00 p.m. | 4:00 pm | |
| Mon., 11/3 | V Girls Volleyball | Mercy | Away - Mercy [Directions] | 6:00 p.m. | 4:00 pm | $5.00 adults and $3.00 for students. |
| Thu., 11/6 | V Field Hockey | Lauralton Hall | Away [Directions] | 2:00 p.m. | 12:30 | @ Watertown High School, $8 Adults, $5 Students |
| Thu., 11/6 | V Girls Soccer | Masuk | Away - Trumbull HS [Directions] | 7:00 p.m. | 5:15 | @ Trumbull High School, $8 Adults, $5 Students |
| Fri., 11/7 | V Football | Masuk | Away - Masuk Stadium Field [Directions] | 7:00 p.m. | 5:00 pm, 2 buses | |
| Fri., 11/7 | V Competitive Cheerleading | Masuk | Away [Directions] | 7:00 p.m. | 5:30 | |
| Sat., 11/8 | V Boys Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | TBA | 8:30 am, share bus with girls cc | |
| Sat., 11/8 | V Girls Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | TBA | 8:30 am, share bus with boys cc | |
| Sat., 11/8 | V Girls Soccer | Wethersfield | Away - Cottone Field at WHS [Directions] | 4:00 p.m. | 2:15 pm | $8 Adults, $5 Students |
| Sat., 11/8 | V Girls Swimming and Diving | CIAC Class L Qualifying | Away - Cornerstone Pool [Directions] | 6:15 p.m. | 3:00 pm | Admission will be charged |
| Wed., 11/12 | V Girls Swimming and Diving | CIAC Class L Finals | Away - SCSU [Directions] | 6:00 p.m. | 3:00 pm | Admission will be charged |
| Thu., 11/13 | FR Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:00 p.m. | 2:15 pm | |
| Thu., 11/13 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | 2:15 pm | |
| Sat., 11/15 | JV Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 11/15 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:30 p.m. | 4:00 pm | Admission Fee will be charged |
| Wed., 11/19 | FR Football | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | 3:30 p.m. | 2:15 pm | |
| Thu., 12/11 | V Girls Basketball | Norwich Free Academy | Away - Masuk High School [Directions] | 5:15 p.m. | 3:30 pm | @ Masuk High School |
| Fri., 12/12 | V Girls Basketball | Brookfield | Away [Directions] | 5:15 p.m. | 3:30 pm | |
| Wed., 12/17 | V Boys Basketball | New Milford | Away - New Milford High School [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Wed., 12/17 | JV Boys Basketball | New Milford | Away - New Milford High School [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Wed., 12/17 | FR Boys Basketball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:15 | |
| Wed., 12/17 | V Boys Swimming and Diving | Newtown | Away - Newtown High School Pool [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 12/17 | V Wrestling | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 7:00 p.m. | 5:15 pm | |
| Wed., 12/17 | FR Girls Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:45 | |
| Fri., 12/19 | V Boys Indoor Track | New Haven Invitational | Away | 4:00 p.m. | 2:30, Share bus with Girls IT | @ Floyd Little Athletic Center |
| Fri., 12/19 | V Girls Basketball | Hillhouse | Away [Directions] | 5:00 p.m. | 3:30 | vs. Hillhouse |
| Fri., 12/19 | V Girls Indoor Track | New Haven Invitational | Away | 4:00 p.m. | 2:30, Share bus with Boys IT | @ Floyd Little Athletic Center |
| Sat., 12/20 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 8:50 p.m. | 6:45 p.m. | |
| Sat., 12/20 | V Boys Indoor Track | New Haven Invitational | Away | 9:00 a.m. | 7:45 Share bus with Girls IT | |
| Sat., 12/20 | V Girls Basketball | Cromwell | Away [Directions] | TBA | TBA | 1:00 consolation, 3:00 championship |
| Sat., 12/20 | V Girls Indoor Track | New Haven Invitational | Away | 9:00 a.m. | 7:45 am share bus with Boys IT | |
| Sat., 12/27 | V Wrestling | Frank Chaves Farmington Valley Invitational | Away [Directions] | 9:00 a.m. | 6:30 am | |
| Sat., 12/27 | V Girls Basketball | Sacred Heart Academy | Away [Directions] | 3:00 p.m. | 1:00 pm | vs. SHA |
| Mon., 12/29 | V Boys Ice Hockey | Stamford | Away - Terry Conners Ice Rink [Directions] | TBA | 12:30 p.m. | |
| Mon., 12/29 | V Girls Basketball | Plainville | Away - Wood Gymnasium [Directions] | TBA | 3:45 | 3:00 Consolation or 6:15 Championship |
| Tue., 12/30 | V Boys Indoor Track | SWC Developmental | Away | 2:00 p.m. | 12:30 pm, share bus with girls track | @ Wilton High School |
| Sat., 1/3 | V Boys Basketball | Nonnewaug | Away - Nonnewaug High School [Directions] | 3:00 p.m. | 2:30, share bus with JVs | |
| Sat., 1/3 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug High School [Directions] | 1:30 p.m. | 2:30 share bus w/varsity | |
| Sat., 1/3 | V Boys Indoor Track | SWC Developmental Meet | Away | 9:00 a.m. | 7:15 am | @ Wesleyan University |
| Sat., 1/3 | V Wrestling | Trumball Duals | Away | 9:00 a.m. | 7:00 am | |
| Sat., 1/3 | V Girls Indoor Track | SWC Developmental Meet | Away | 9:00 a.m. | 7:15 am | @ Wesleyan University |
| Tue., 1/6 | V Boys Basketball | Bethel | Away - Bethel High School [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Tue., 1/6 | JV Boys Basketball | Bethel | Away - Bethel High School [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Tue., 1/6 | FR Boys Basketball | Bethel | Away - Bethel High School [Directions] | 3:30 p.m. | 2:15 | |
| Wed., 1/7 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms [Directions] | 8:00 p.m. | 6:00 p.m. | |
| Wed., 1/7 | V Boys Indoor Track | SWC JV Developmental Meet | Away | 3:00 p.m. | 2:15 pm | @ Danbury Sports Dome |
| Wed., 1/7 | V Co-ed Alpine Skiing | League Ski Race | Away - Mt. Southington | 3:00 p.m. | 2:15 pm | |
| Wed., 1/7 | V Girls Indoor Track | SWC JV Developmental Meet | Away | 3:00 p.m. | 2:15 | @ Danbury Sports Dome |
| Sat., 1/10 | V Wrestling | Xavier Duals | Away [Directions] | 9:00 a.m. | 7:00 am | |
| Tue., 1/13 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Flood Pool [Directions] | 6:00 p.m. | 4:00 pm | @ Flood Jr. High |
| Tue., 1/13 | V Girls Basketball | Immaculate | Away - Immaculate High School [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Tue., 1/13 | JV Girls Basketball | Immaculate | Away - Immaculate High School [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Tue., 1/13 | FR Girls Basketball | Immaculate | Away - Immaculate High School [Directions] | 3:30 p.m. | 2:15 pm | |
| Wed., 1/14 | V Boys Indoor Track | JV Developmental Meet | Away | 3:00 p.m. | 2:15 pm | @ Danbury Sports Dome |
| Wed., 1/14 | V Wrestling | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | 5:00 pm | |
| Wed., 1/14 | V Girls Indoor Track | JV Developmental Meet | Away | 3:00 p.m. | 2:15 pm | @ Danbury Sports Dome |
| Fri., 1/16 | V Boys Basketball | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Fri., 1/16 | JV Boys Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Fri., 1/16 | FR Boys Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | 2:15 | |
| Sat., 1/17 | V Wrestling | Lyman Memorial/Windham Tech | Away [Directions] | 10:00 a.m. | 7:00 am | |
| Sat., 1/17 | V Competitive Cheerleading | Seymour Competition | Away | TBA | 8:15 am | |
| Sat., 1/17 | V Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 1:15 p.m. | 10:00 am, Share bus with JVs | |
| Sat., 1/17 | JV Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 11:30 a.m. | 10:00 am, Share bus with Varsity | |
| Sat., 1/17 | FR Girls Basketball | Stratford | Away - Needham Memorial Gymnasium [Directions] | 10:00 a.m. | 8:30 am | |
| Mon., 1/19 | V Boys Indoor Track | SWC Developmental Meet | Away | 9:00 a.m. | 7:15 am | @ Wesleyan University |
| Mon., 1/19 | V Girls Indoor Track | SWC Developmental Meet | Away | 9:00 a.m. | 7:30 am | @ Wesleyan University |
| Tue., 1/20 | V Girls Basketball | New Milford | Away - New Milford High School [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Tue., 1/20 | JV Girls Basketball | New Milford | Away - New Milford High School [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Tue., 1/20 | FR Girls Basketball | New Milford | Away - New Milford High School [Directions] | 3:30 p.m. | 2:15 pm | |
| Wed., 1/21 | V Co-ed Alpine Skiing | League Ski Race | Away - Mt. Southington | 3:00 p.m. | 2:15 pm | |
| Fri., 1/23 | V Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Fri., 1/23 | JV Boys Basketball | New Fairfield | Away - New Fairfield HS [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Fri., 1/23 | FR Boys Basketball | New Fairfield | Away - NFHS Gym [Directions] | 3:30 p.m. | 2:15 | |
| Fri., 1/23 | V Boys Swimming and Diving | Naugatuck, Conard | Away - Naugatuck High School [Directions] | 4:00 p.m. | 2:30 pm | |
| Sun., 1/25 | V Competitive Cheerleading | Wolcott Competition | Away [Directions] | TBA | 10:00 am | |
| Wed., 1/28 | V Boys Ice Hockey | New Milford | Away - Canterbury School [Directions] | 8:00 p.m. | 6:00 p.m. | |
| Wed., 1/28 | V Boys Swimming and Diving | Weston | Away - Weston Middle School Pool [Directions] | 4:30 p.m. | 2:15 pm | |
| Thu., 1/29 | V Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Thu., 1/29 | JV Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Thu., 1/29 | FR Boys Basketball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | 2:15 | |
| Thu., 1/29 | V Co-ed Alpine Skiing | League Ski Race | Away - Mt. Southington | 3:00 p.m. | 2:15 pm | |
| Fri., 1/30 | V Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Fri., 1/30 | JV Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 5:15 p.m. | 4:00 share bus w/varsity | |
| Fri., 1/30 | FR Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 3:30 p.m. | 2:15 | |
| Fri., 1/30 | V Boys Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown High School [Directions] | 6:00 p.m. | 4:15 | |
| Sat., 1/31 | V Wrestling | Portland Duals | Away | 8:00 a.m. | 6:30 am | |
| Wed., 2/4 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | 8:30 p.m. | 6:30 p.m. | |
| Wed., 2/4 | V Boys Indoor Track | SWC JV Developmental Meet | Away | 3:00 a.m. | 2:15 pm | @ Danbury Sports Dome |
| Wed., 2/4 | V Wrestling | New Fairfield | Away - NFHS Gym [Directions] | 6:00 p.m. | 4:15 pm | |
| Wed., 2/4 | V Girls Indoor Track | SWC JV Developmental Meet | Away | 3:00 p.m. | 2:15 pm | @ Danbury Sports Dome |
| Thu., 2/5 | V Co-ed Alpine Skiing | League Ski Race | Away - Mt. Southington | 3:00 p.m. | 2:15 pm | |
| Thu., 2/5 | V Bowling | Lakewood Lanes | Away | 3:00 p.m. | 2:15 | |
| Thu., 2/5 | V Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Thu., 2/5 | JV Girls Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Fri., 2/6 | V Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Fri., 2/6 | JV Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Fri., 2/6 | FR Girls Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | 2:15 pm | |
| Sat., 2/7 | V Boys Indoor Track | South-West Championship Meet | Away | 5:00 p.m. | 3:30 pm | @ Floyd Little Athletic Center, New Haven |
| Sat., 2/7 | V Wrestling | Farmington, Seymour, Branford, Maloney | Away [Directions] | 9:00 a.m. | 7:00 am | @ Farmington HS |
| Sat., 2/7 | V Competitive Cheerleading | SWC Championship | Away [Directions] | 4:00 p.m. | 12:00 pm | |
| Sat., 2/7 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 11:00 a.m. | 10:00 am | |
| Sat., 2/7 | V Girls Indoor Track | SWC Championship Meet | Away | 5:00 p.m. | 3:30 pm | @ Floyd Little Athletic Center in New Haven |
| Tue., 2/10 | V Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Tue., 2/10 | JV Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Tue., 2/10 | FR Boys Basketball | Masuk | Away - David Strong Gymnasium @ Masuk High School [Directions] | 3:30 p.m. | 2:15 | |
| Wed., 2/11 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | 4:00 p.m. | 2:00 p.m. | |
| Wed., 2/11 | V Co-ed Alpine Skiing | League Ski Race | Away - Mt. Southington | 3:00 p.m. | 2:15 pm | |
| Thu., 2/12 | V Bowling | Lakewood Lanes | Away | 3:00 p.m. | 2:30 | |
| Fri., 2/13 | V Boys Indoor Track | Class L State Meet | Away | 4:00 p.m. | 2:15 Share Bus with Girls Track | Floyd Little Athletic Center, New Haven |
| Fri., 2/13 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVS | |
| Fri., 2/13 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Fri., 2/13 | V Girls Indoor Track | Class L State Meet | Away | 4:00 p.m. | 2:15, Share bus with Boys Track | @ Floyd Little Athletic Center, New Haven |
| Sat., 2/14 | V Wrestling | Southwest Conference Championships | Away [Directions] | 8:00 a.m. | 6:00 am | @ Bunnell HS, 7:00 am Weigh In, $10 Adults, $5 Students |
| Tue., 2/17 | V Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 7:00 p.m. | 4:00 pm, Share bus with JVs | |
| Tue., 2/17 | JV Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 5:15 p.m. | 4:00 pm, Share bus with Varsity | |
| Tue., 2/17 | FR Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 3:30 p.m. | 2:15 pm | |
| Wed., 2/18 | V Boys Ice Hockey | New Fairfield | Away [Directions] | 7:40 p.m. | 5:30 p.m. | |
| Thu., 2/19 | V Boys Ice Hockey | Guilford | Away - East Haven Ice Rink [Directions] | 7:30 p.m. | 5:15 p.m. | |
| Fri., 2/20 | V Wrestling | Class L State Tournament | Away [Directions] | 6:00 p.m. | 1:30 | @ Bristol Central HS |
| Sat., 2/21 | V Boys Indoor Track | CIAC State Open | Away | 10:00 a.m. | 8:00 am,share bus with girls track | |
| Sat., 2/21 | V Wrestling | Class L State Tournament | Away [Directions] | 8:00 a.m. | 6:00 am | @ Bristol Central HS |
| Sat., 2/21 | V Girls Basketball | SWC Quarter-Finals | Away [Directions] | 1:00 p.m. | 11:15 am | @ New Fairfield High School, $8 Adults, $5 Students |
| Sat., 2/21 | V Girls Indoor Track | CIAC State Open | Away | 10:00 a.m. | 8:00 am, share bus with boys track | |
| Tue., 2/24 | V Boys Basketball | Bethel | Away - Bethel High School [Directions] | 7:00 p.m. | 4:15 pm, Share bus with JVs | |
| Tue., 2/24 | JV Boys Basketball | Bethel | Away - Bethel High School [Directions] | 5:15 p.m. | 4:15 pm, Share bus with Varsity | |
| Tue., 2/24 | FR Boys Basketball | Bethel | Away - Bethel High School [Directions] | 3:30 p.m. | 2:15 | |
| Tue., 2/24 | V Girls Basketball | SWC Semi-Finals | Away [Directions] | 7:30 p.m. | 5:15 pm | @ Newtown HS. $8 Adults, $5 Students |
| Wed., 2/25 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 6:00 p.m. | 3:45 p.m. | |
| Fri., 2/27 | V Wrestling | CIAC Open Tournament | Away | 4:15 p.m. | 12:30 pm | |
| Fri., 2/27 | V Girls Indoor Track | New England Indoor Track Championships | Away | 4:30 p.m. | 11:00 am | @ Reggie Lewis Center, Roxbury, MA |
| Sat., 2/28 | V Wrestling | CIAC Open Tournament | Away | 9:00 a.m. | 6:45 am | |
| Sat., 2/28 | V Bowling | Bowl-O-Rama | Away | TBA | 8:30 am | |
| Wed., 3/4 | V Boys Swimming and Diving | SWC Diving Championships | Away [Directions] | 4:30 p.m. | 1:45 pm | warm-ups @ 4:30 pm |
| Fri., 3/6 | V Boys Swimming and Diving | SWC Championships | Away [Directions] | 6:00 p.m. | 2 buses, Varsity at 3:00pm, JVs at 4:45 pm | warm-ups begin @ 4:00 pm |
| Fri., 3/6 | V Girls Basketball | Avon | Away [Directions] | 7:00 p.m. | 5:00 pm | |
| Sat., 3/7 | V Competitive Cheerleading | State Championships | Away | TBA | 7:30 am | |
| Sat., 3/7 | V Girls Gymnastics | CIAC State Open | Away | TBA | TBA | |
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | 2:30 | @ Middletown High School |
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - Kennedy HS [Directions] | 4:30 p.m. | 1:30 pm | @ Kenedy High School |
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 1:30 p.m. | 11:15 am | @ Weslyan University, $10 Adults, $8 Students |
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | 11:30 am | |
| Wed., 4/8 | JV Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 4:15 p.m. | 2:15, share bus with JV softball | |
| Wed., 4/8 | V Girls Lacrosse | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:30 p.m. | 4:30 | |
| Wed., 4/8 | JV Girls Lacrosse | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | 3:15 pm | |
| Wed., 4/8 | JV Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:15 p.m. | 2:15, share bus with JV Baseball | |
| Mon., 4/13 | V Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 4:15 p.m. | 2:30 pm | Non League Game |
| Mon., 4/13 | V Boys Golf | Immaculate | Away [Directions] | 3:00 p.m. | 1:45 pm | |
| Mon., 4/13 | V Girls Outdoor Track | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 4/13 | V Softball | Bunnell | Away - Bunnell Softball Field [Directions] | 4:15 p.m. | 2:15 | Non League Game |
| Mon., 4/13 | V Girls Tennis | Brookfield | Away - BHS Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Tue., 4/14 | V Boys Golf | New Milford | Away - Candlewood Valley [Directions] | 3:00 p.m. | 2:15 pm | |
| Tue., 4/14 | V Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 5:00 p.m. | 3:15 pm | |
| Tue., 4/14 | JV Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 6:30 p.m. | 4:30 pm | |
| Wed., 4/15 | FR Baseball | Weston | Away - Revson Field, Weston [Directions] | 3:45 p.m. | 2:15 pm | |
| Wed., 4/15 | V Boys Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 4/16 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 4/16 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 7:00 p.m. | 5:00 pm | |
| Thu., 4/16 | JV Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 5:30 p.m. | 3:45 pm | |
| Thu., 4/16 | JV Softball | New Milford | Away - New Milford High School [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 4/16 | V Girls Tennis | Weston | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 4/17 | V Softball | Newtown | Away - Newtown High School Softball Field [Directions] | 4:15 p.m. | 2:15 | Non League Game |
| Tue., 4/21 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | 2:45 p.m. | 1:45 pm | |
| Thu., 4/23 | JV Baseball | Bunnell | Away - Bunnell [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 4/23 | V Boys Outdoor Track | Newtown, Kolbe Cathedral | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | 1 bus at 2:15, 2nd bus at 2:45 | @ Newtown |
| Thu., 4/23 | V Boys Tennis | Stratford | Away - Short Beach Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 4/23 | JV Softball | Bunnell | Away - Wigwam Lane Field [Directions] | 4:15 p.m. | 2:15 | |
| Fri., 4/24 | V Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | 2:15 | |
| Fri., 4/24 | V Boys Outdoor Track | O'Grady Relays | Away | 6:00 p.m. | 4:00 pm, share bus with girls track | |
| Fri., 4/24 | V Girls Outdoor Track | O'Grady Relays | Away | 6:00 p.m. | 4:00 pm, share bus with boys track | |
| Fri., 4/24 | V Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 4:15 p.m. | 2:15 | |
| Sat., 4/25 | V Baseball | Brookfield | Away - BHS Baseball Field [Directions] | 2:00 p.m. | 12:30 | |
| Sat., 4/25 | V Boys Outdoor Track | O'Grady Relays | Away | 9:00 a.m. | 7:30 am, share bus with girls track | |
| Sat., 4/25 | V Girls Outdoor Track | O'Grady Relays | Away | 9:00 a.m. | 7:30 am, share bus with boys track | |
| Mon., 4/27 | V Boys Tennis | Newtown | Away - Newtown High School [Directions] | 3:45 p.m. | 2:15 pm | |
| Mon., 4/27 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:00 p.m. | 2:15 pm | |
| Mon., 4/27 | JV Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 5:30 p.m. | 3:30 | |
| Tue., 4/28 | V Girls Lacrosse | Masuk | Away - Masuk Stadium Field [Directions] | 7:00 p.m. | 4:00 pm, share bus with JVs | |
| Tue., 4/28 | JV Girls Lacrosse | Masuk | Away - Masuk Stadium Field [Directions] | 5:30 p.m. | 4:00 pm, Share bus with varsity | |
| Tue., 4/28 | V Girls Outdoor Track | Bunnell, New Milford, Immaculate | Away - Bunnell Track [Directions] | 4:00 p.m. | 2:15 pm | @ New Milford |
| Tue., 4/28 | V Softball | Brookfield | Away - BHS Softball Field [Directions] | 4:15 p.m. | 2:15 | |
| Tue., 4/28 | JV Softball | Kolbe Cathedral | Away [Directions] | Cancelled | 2:30 pm | |
| Tue., 4/28 | V Girls Tennis | Bethel | Away - TBA [Directions] | 3:45 p.m. | 2:15 pm | |
| Wed., 4/29 | V Baseball | Bethel | Away - Hunt Field at Bethel High School [Directions] | 4:15 p.m. | 2:15 | |
| Wed., 4/29 | V Softball | Bethel | Away - Kasack Field at Johnson School [Directions] | 4:15 p.m. | 2:15 | |
| Wed., 4/29 | FR Softball | Newtown | Away - Newtown High School Softball Field [Directions] | 3:45 p.m. | 2:15 | |
| Wed., 4/29 | V Girls Tennis | Notre Dame-Fairfield | Away - Sacred Heart University [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 4/30 | JV Baseball | Bethel | Home - Community Baseball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Thu., 4/30 | V Boys Tennis | New Fairfield | Away - New Fairfield HS [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 4/30 | FR Softball | Amity | Away - Center Field - Woodbridge [Directions] | 4:00 p.m. | 2:15 | |
| Fri., 5/1 | FR Baseball | Stratford | Away - Penders Field [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 5/1 | V Boys Lacrosse | Southington | Away - SHS TURF FIELD [Directions] | 7:00 p.m. | 5:00 pm | |
| Fri., 5/1 | JV Boys Lacrosse | Southington | Away - Southington High School [Directions] | 5:00 p.m. | 3:45 pm | |
| Sat., 5/2 | JV Baseball | Stratford | Away - Penders Field [Directions] | 3:00 p.m. | 1:30 pm | |
| Sat., 5/2 | JV Softball | Stratford | Away [Directions] | 9:00 a.m. | 2:15 | |
| Mon., 5/4 | V Boys Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 3:00 p.m. | 1:45 pm | |
| Mon., 5/4 | V Boys Outdoor Track | Bethel, Stratford, Masuk | Away - DeSantis Field at Bethel High School [Directions] | 4:00 p.m. | 2:15 pm, 2 buses | @ Bethel |
| Mon., 5/4 | V Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | 5:00 pm | |
| Mon., 5/4 | V Girls Tennis | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:15 pm | |
| Tue., 5/5 | JV Baseball | Newtown | Home - Community Baseball Field [Directions] | 3:45 p.m. | 2:15, one way bus | |
| Tue., 5/5 | V Boys Golf | Bethel | Away - Redding Country Club [Directions] | 3:00 p.m. | 1:45 pm | |
| Tue., 5/5 | V Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 6:15 p.m. | 2:30, share bus with JVs | |
| Tue., 5/5 | JV Girls Lacrosse | St. Joseph | Away - St Joes upper back field [Directions] | 4:15 p.m. | 2:30, share bus with varsity | |
| Tue., 5/5 | JV Softball | Newtown | Away - Newtown High School Softball Field [Directions] | 3:45 p.m. | 2:15 | |
| Wed., 5/6 | V Baseball | Notre Dame-Fairfield | Away - Fabbri Field at Notre Dame [Directions] | 4:15 p.m. | 2:15 | |
| Wed., 5/6 | V Boys Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Wed., 5/6 | V Softball | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 5/7 | JV Baseball | Notre Dame-Fairfield | Home - Community Baseball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Thu., 5/7 | FR Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 5/7 | V Boys Golf | Woodland Invitational | Away | 10:00 a.m. | 8:45 am | |
| Thu., 5/7 | V Boys Lacrosse | Joel Barlow | Away - Field J [Directions] | 4:00 p.m. | 2:15 | |
| Thu., 5/7 | JV Boys Lacrosse | Joel Barlow | Away - Field J [Directions] | 5:30 p.m. | 3:30 | |
| Thu., 5/7 | JV Softball | Notre Dame-Fairfield | Home - Community Softball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Thu., 5/7 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 5/8 | FR Softball | New Milford | Home - Community Softball Field [Directions] | 4:00 p.m. | 2:15 | |
| Sat., 5/9 | V Baseball | Oxford | Away - Dodd Stadium - Norwich [Directions] | 6:00 p.m. | 3:00 pm | @ Dodd Stadium |
| Sat., 5/9 | JV Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 9:00 a.m. | 7:30 am | |
| Sat., 5/9 | FR Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 12:00 p.m. | 10:30 am | |
| Sat., 5/9 | V Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 5/9 | JV Boys Lacrosse | Hall | Away - Hall HS Boys Lacrosse Practice Field [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 5/9 | V Girls Outdoor Track | Greater Hartford Invitational | Away [Directions] | 9:00 a.m. | 7:00 am | |
| Sat., 5/9 | JV Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 9:00 a.m. | 7:30, am, share bus with JV baseball | |
| Mon., 5/11 | V Baseball | New Milford | Away - New Milford High School [Directions] | 4:15 p.m. | 2:15 | |
| Mon., 5/11 | FR Baseball | New Milford | Home - Community Baseball Field [Directions] | 3:45 p.m. | 2:15, one way bus | |
| Mon., 5/11 | V Softball | New Milford | Away - New Milford High School [Directions] | 4:15 p.m. | 2:15 | |
| Mon., 5/11 | V Girls Tennis | Immaculate | Away - Rogers Park [Directions] | 3:45 p.m. | 2:15 pm | |
| Tue., 5/12 | JV Baseball | New Milford | Home - Community Baseball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Tue., 5/12 | V Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 4:15 p.m. | 2:45 pm | |
| Tue., 5/12 | JV Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 5:45 p.m. | 4:15 pm | |
| Tue., 5/12 | V Girls Outdoor Track | Joel Barlow, Notre Dame-Fairfield | Home - Field I (Stadium) [Directions] | Cancelled | 2:15 | @ Joel Barlow |
| Tue., 5/12 | JV Softball | New Milford | Home - Community Softball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Wed., 5/13 | FR Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | 3:45 p.m. | 2:15 pm | |
| Wed., 5/13 | V Girls Tennis | New Fairfield | Away - New Fairfield HS [Directions] | 3:45 p.m. | 2:15 pm | Non League Game |
| Thu., 5/14 | V Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 5/14 | JV Baseball | Joel Barlow | Away - Veteran's Field - Easton [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 5/14 | V Boys Golf | Stratford | Away - Mill River C.C. [Directions] | 3:00 p.m. | 1:45 pm | |
| Thu., 5/14 | V Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 7:00 p.m. | 5:15 pm | |
| Thu., 5/14 | JV Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 5:00 p.m. | 3:45 pm | |
| Thu., 5/14 | V Softball | Masuk | Away - Masuk Upper Softball Field [Directions] | 4:15 p.m. | 2:15 | |
| Fri., 5/15 | FR Baseball | Masuk | Home - Community Baseball Field [Directions] | 3:45 p.m. | 2:15, one way bus | |
| Mon., 5/18 | V Baseball | Immaculate | Away - Immaculate High School [Directions] | 4:15 p.m. | 2:15 | |
| Mon., 5/18 | V Boys Outdoor Track | New Fairfield, Brookfield, Weston | Away [Directions] | 4:00 p.m. | 2:15 pm, 2 buses | |
| Mon., 5/18 | V Softball | Immaculate | Away - Immaculate High School [Directions] | 4:15 p.m. | 2:15 | |
| Tue., 5/19 | JV Baseball | Immaculate | Home - Community Baseball Field [Directions] | 4:15 p.m. | 2:15, one way bus | |
| Tue., 5/19 | V Girls Outdoor Track | Weston, Brookfield, New Fairfield | Away - WHS Track [Directions] | 4:00 p.m. | 2:15 pm | @ Weston |
| Wed., 5/20 | FR Baseball | Joel Barlow | Home - Community Baseball Field [Directions] | 4:00 p.m. | 2:15, one way bus | |
| Wed., 5/20 | V Boys Tennis | SWC Team Championship | Away | 3:30 p.m. | 2:15 pm | @ Weston, SWC QuarterFinals |
| Wed., 5/20 | V Girls Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | 7:15 p.m. | 4:00 pm, share bus with JVs | |
| Wed., 5/20 | JV Girls Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | 5:30 p.m. | 4:00 pm, share bus with varsity | |
| Wed., 5/20 | JV Softball | Brookfield | Away - PTAK Softball Field [Directions] | 4:15 p.m. | 2:15 | |
| Thu., 5/21 | JV Baseball | Masuk | Home - Community Baseball Field [Directions] | 3:30 p.m. | 2:15, one way bus | |
| Thu., 5/21 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:30 p.m. | 2:45 pm | |
| Thu., 5/21 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | 4:15 pm | |
| Thu., 5/21 | V Boys Outdoor Track | Bunnell | Away [Directions] | 4:00 p.m. | 2:15, share bus with girls track | |
| Thu., 5/21 | V Girls Outdoor Track | Bunnell | Away [Directions] | 4:00 p.m. | 2:15, Share bus with boys basketball | |
| Thu., 5/21 | JV Softball | Immaculate | Home - Community Softball Field [Directions] | Cancelled | 2:15, one way bus | |
| Fri., 5/22 | FR Baseball | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 5/22 | FR Softball | New Milford | Away - New Milford High School [Directions] | 3:45 p.m. | 2:15 pm | |
| Sat., 5/23 | FR Baseball | Stratford | Away - Penders Field [Directions] | 9:00 a.m. | 7:30 am | |
| Tue., 5/26 | V Baseball | SWC Semi-Finals | Away [Directions] | 7:00 p.m. | 5:00 pm | @ Bethel HS, $8 Adults, $5 Students |
| Tue., 5/26 | V Boys Lacrosse | SWC Tournament | Away | 7:00 p.m. | 5:00 pm | @ Bunnell. $8 Adults, $5 Students |
| Tue., 5/26 | V Boys Outdoor Track | SWC Championship Meet | Away [Directions] | 4:00 p.m. | 1:45 pm | @ Weston |
| Tue., 5/26 | V Boys Tennis | SWC Individual Tournament | Away [Directions] | 3:30 p.m. | 2:15 pm | @ Rogers Park |
| Tue., 5/26 | V Girls Outdoor Track | SWC Championship Meet | Away [Directions] | 4:00 p.m. | 1:45 pm | @ Weston HS |
| Tue., 5/26 | V Softball | SWC Semi-Finals | Away | 7:00 p.m. | 4:00 pm | @ Deluca Field, 5:00 pm or 7:00 pm |
| Tue., 5/26 | V Girls Tennis | SWC Individual Tournament | Away [Directions] | 3:30 p.m. | 2:15 pm | |
| Wed., 5/27 | V Baseball | SWC Championship Game | Away [Directions] | 7:00 p.m. | TBA | |
| Wed., 5/27 | V Boys Tennis | SWC Individual Tournament | Away [Directions] | 3:30 p.m. | 2:15 pm | @ Rogers Park |
| Wed., 5/27 | V Softball | SWC Championship Game | Away | 7:00 p.m. | TBA | DeLuca Field - Stratfield |
| Wed., 5/27 | V Girls Tennis | SWC Individual Tournament | Away [Directions] | 3:30 p.m. | 2:15 pm | |
| Fri., 5/29 | V Boys Golf | SWC Championships | Away | 7:30 a.m. | 6:15 am | @ Ridgewood CC, Danbury |
| Sat., 5/30 | V Boys Tennis | CIAC Tournament | Away | 9:00 a.m. | 7:00 am | @ Yale |
| Sat., 5/30 | V Girls Tennis | State Tournament | Away [Directions] | 9:00 a.m. | 7:30 am | |
| Sun., 5/31 | V Boys Tennis | CIAC Tournament | Away | 12:00 p.m. | TBA | |
| Mon., 6/1 | V Girls Lacrosse | East Lyme | Away [Directions] | 6:00 p.m. | 3:00 pm | |
| Tue., 6/2 | V Boys Tennis | CIAC Tournament | Away | Cancelled | 10:30 am | If needed, @ Yale |
| Wed., 6/3 | V Baseball | Torrington | Away [Directions] | 3:30 p.m. | 1:30 pm | |
| Wed., 6/3 | V Boys Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 9:00 a.m. | 7:00 am, Share bus with boys track | |
| Wed., 6/3 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 9:00 a.m. | 7:00 am, share bus with girls track | |
| Mon., 6/8 | V Boys Golf | CIAC Div. I Championship | Away - Timberlin GC - Kensington [Directions] | 8:40 a.m. | 6:45 am | |
| Mon., 6/8 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 11:00 am, Share bus with Girls track | |
| Mon., 6/8 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 11:00 am, share bus with girls track | |
| Tue., 6/16 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | 9:30 am, share bus with girls track | |
| Tue., 6/16 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park | 11:30 a.m. | 9:30 am, share bus with boys track | |
| Wed., 6/17 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | 9:30 am, share bus with girls track | |
| Thu., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | 9:30 am, share bus with boys track | |