| Naugatuck 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 553 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | 2:45 | |
| TBA | JV Baseball | Watertown | Away - Veterans Park [Directions] | TBA | 8:45 am | |
| TBA | JV Baseball | Watertown | Home - Naugatuck HS [Directions] | TBA | ||
| TBA | JV Baseball | Wolcott | Home - Naugatuck HS [Directions] | TBA | ||
| TBA | FR Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 3:45 p.m. | 2:45 PM | |
| TBA | FR Baseball | Torrington | Away - Torrington HS [Directions] | TBA | 2:45 pm | |
| TBA | FR Baseball | Kennedy | Home - Rotary Field [Directions] | TBA | ||
| TBA | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Boys Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | TBA | ||
| TBA | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | TBA | 4:15 p.m. | |
| TBA | JV Boys Basketball | Sacred Heart | Home - Naugatuck HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | TBA | 2:30 p.m. | |
| TBA | JV Boys Soccer | Ansonia | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | TBA | ||
| TBA | JV Boys Soccer | Seymour | Home - Breen SS (JV & Fr.) [Directions] | Cancelled | ||
| TBA | JV Girls Basketball | Maloney | Home - Maloney HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Holy Cross | Away - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Softball | Holy Cross | Away - Lower Murray Park [Directions] | TBA | 8:30 am | |
| TBA | JV Softball | WCA | Away - Huntingdon Park [Directions] | TBA | 2:15 pm | |
| TBA | JV Softball | Crosby | Home - Breen SS (JV & Fr.) [Directions] | TBA | 2:15 pm | |
| TBA | V Girls Tennis | Watertown | Home - Naugatuck HS [Directions] | W 4-3 | ||
| TBA | JV Girls Tennis | Torrington | Away - Torrington HS [Directions] | TBA | 9:45 am | |
| Mon., 8/27 | V Boys Soccer | Hall (Scrim.) | Away - Hall HS Stadium (Turf Field) [Directions] | 4:00 p.m. | ||
| Mon., 8/27 | JV Boys Soccer | Hall (Scrim.) | Away - Hall HS JV Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 8/28 | V Girls Volleyball | St. Joseph (Scrim.) | Home - Naugatuck HS [Directions] | 3:15 p.m. | ||
| Tue., 8/28 | JV Girls Volleyball | St. Joseph (Scrim.) | Home - Naugatuck HS [Directions] | 3:15 p.m. | ||
| Thu., 8/30 | V Football | Enfield (Scrim.) | Home - Naugatuck HS [Directions] | 6:00 p.m. | ||
| Thu., 8/30 | V Girls Soccer | Shelton (Scrim.) | Home - City Hill MS [Directions] | 3:45 p.m. | ||
| Thu., 8/30 | JV Girls Soccer | Shelton (Scrim.) | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Thu., 8/30 | V Girls Volleyball | Hale Ray (Scrim.) | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 8/30 | JV Girls Volleyball | Hale Ray (Scrim.) | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Tue., 9/4 | V Boys Soccer | South Windsor (Scrim.) | Home - Naugatuck HS [Directions] | 5:00 p.m. | ||
| Fri., 9/7 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 14-0 | ||
| Fri., 9/7 | V Boys Soccer | WCA | Away - Hamilton Park [Directions] | W 3-0 | ||
| Sat., 9/8 | FR Boys Soccer | Pomperaug | Away - PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Mon., 9/10 | JV Football | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 9/11 | V Boys Cross Country | Crosby, Derby, Holy Cross | Home - Breen S (middle school) [Directions] | 3:30 p.m. | ||
| Tue., 9/11 | V Boys Soccer | Seymour | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Tue., 9/11 | V Girls Cross Country | Crosby, Derby, Holy Cross | Home - Breen S (middle school) [Directions] | 3:30 p.m. | ||
| Tue., 9/11 | V Girls Soccer | Seymour | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Tue., 9/11 | V Girls Volleyball | St. Paul Catholic | Home - Naugatuck H.S. [Directions] | W 3-2 | ||
| Tue., 9/11 | JV Girls Volleyball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Wed., 9/12 | FR Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Thu., 9/13 | FR Boys Soccer | Wright Tech | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Thu., 9/13 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 3-0 | ||
| Thu., 9/13 | JV Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Fri., 9/14 | V Football | Crosby | Home - Naugatuck HS [Directions] | W 54-0 | ||
| Fri., 9/14 | V Girls Soccer | St. Paul Catholic | Home - Naugatuck HS [Directions] | W 2-0 | ||
| Fri., 9/14 | V Girls Swimming and Diving | Torrington | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Fri., 9/14 | V Girls Volleyball | Wolcott | Home - Naugatuck HS [Directions] | W 3-2 | ||
| Fri., 9/14 | JV Girls Volleyball | Wolcott | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Sat., 9/15 | JV Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | Cancelled | ||
| Sat., 9/15 | JV Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:00 a.m. | ||
| Sat., 9/15 | FR Boys Soccer | Newtown | Home - Naugatuck HS [Directions] | 9:00 a.m. | ||
| Sat., 9/15 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | W 1-0 | ||
| Sat., 9/15 | JV Girls Soccer | St. Paul Catholic | Home - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Mon., 9/17 | FR Boys Soccer | Joel Barlow | Home - Breen SS (JV & Fr.) [Directions] | Cancelled | ||
| Tue., 9/18 | V Boys Soccer | Torrington | Home - Naugatuck HS [Directions] | W 3-2 | ||
| Tue., 9/18 | V Girls Swimming and Diving | Sacred Heart | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 9/18 | V Girls Volleyball | Holy Cross | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Tue., 9/18 | JV Girls Volleyball | Holy Cross | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Wed., 9/19 | V Boys Cross Country | Seymour, WCA, Woodland | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | FR Football | Watertown | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 9/19 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | V Girls Cross Country | Seymour, WCA, Woodland | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | V Girls Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | W 6-2 | ||
| Wed., 9/19 | V Girls Volleyball | Lewis Mills | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Wed., 9/19 | JV Girls Volleyball | Lewis Mills | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Thu., 9/20 | V Boys Soccer | Woodland | Home - Naugatuck HS [Directions] | T 1-1 | ||
| Fri., 9/21 | V Football | St. Paul Catholic | Home - Naugatuck HS [Directions] | W 53-12 | ||
| Fri., 9/21 | JV Boys Soccer | Woodland | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Fri., 9/21 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | T 1-1 | ||
| Fri., 9/21 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | W 3-1 | ||
| Fri., 9/21 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Sat., 9/22 | JV Football | Ansonia | Away [Directions] | Cancelled | ||
| Sat., 9/22 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | L 1-3 | ||
| Sat., 9/22 | FR Boys Soccer | Pomperaug | Away - PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Sat., 9/22 | JV Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 10:30 a.m. | ||
| Mon., 9/24 | JV Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | ||
| Mon., 9/24 | FR Boys Soccer | Joel Barlow | Home - Breen SS (JV & Fr.) [Directions] | Cancelled | ||
| Tue., 9/25 | V Girls Swimming and Diving | Woodland | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 9/25 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | L 0-3 | ||
| Tue., 9/25 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Thu., 9/27 | V Boys Cross Country | Oxford, Sacred Heart, Wilby | Home - Breen S (middle school) [Directions] | 3:30 p.m. | ||
| Thu., 9/27 | FR Boys Soccer | Wright Tech | Away - Lione Field [Directions] | 3:45 p.m. | ||
| Thu., 9/27 | V Girls Cross Country | Oxford, Sacred Heart, Wilby | Home - Breen S (middle school) [Directions] | 3:30 p.m. | ||
| Thu., 9/27 | V Girls Soccer | Sacred Heart | Home - Naugatuck HS [Directions] | W 6-2 | ||
| Fri., 9/28 | V Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | W 49-0 | ||
| Fri., 9/28 | V Boys Soccer | Sacred Heart | Away - Waterville Park | W 6-0 | ||
| Fri., 9/28 | JV Girls Soccer | Sacred Heart | Home - Naugatuck HS Turf [Directions] | 3:45 p.m. | ||
| Fri., 9/28 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | L 1-3 | ||
| Fri., 9/28 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/29 | JV Football | Watertown | Home - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Sat., 9/29 | V Boys Soccer | Joel Barlow | Away - Field J (competition field) [Directions] | L 1-3 | ||
| Sat., 9/29 | JV Boys Soccer | Joel Barlow | Away - Field E (Softball) [Directions] | 4:00 p.m. | ||
| Sat., 9/29 | FR Boys Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 9:00 a.m. | ||
| Sat., 9/29 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | L 0-1 | ||
| Sat., 9/29 | JV Girls Soccer | Brookfield | Away - BHS Back Turf [Directions] | 12:00 p.m. | ||
| Mon., 10/1 | FR Boys Soccer | Newtown | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Mon., 10/1 | V Girls Soccer | Watertown | Home - Naugatuck HS [Directions] | L 2-5 | ||
| Mon., 10/1 | JV Girls Soccer | Watertown | Away - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| Tue., 10/2 | V Boys Cross Country | Torrington, St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Boys Soccer | Oxford | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Tue., 10/2 | V Girls Cross Country | Torrington, St. Paul Catholic | Away [Directions] | 3:30 p.m. | ||
| Tue., 10/2 | V Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | W 2-0 | ||
| Tue., 10/2 | JV Girls Soccer | Oxford | Away [Directions] | Cancelled | ||
| Tue., 10/2 | V Girls Swimming and Diving | Kennedy | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Girls Volleyball | WCA | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Tue., 10/2 | JV Girls Volleyball | WCA | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Wed., 10/3 | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Wed., 10/3 | JV Boys Soccer | Oxford | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | W 3-1 | ||
| Wed., 10/3 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 4:45 p.m. | ||
| Thu., 10/4 | V Girls Soccer | Derby | Away - Derby -Witek Park [Directions] | W 5-1 | ||
| Fri., 10/5 | V Football | Oxford | Home - Naugatuck HS [Directions] | W 49-7 | ||
| Fri., 10/5 | V Boys Soccer | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 3-2 | ||
| Fri., 10/5 | JV Girls Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 3:45 p.m. | ||
| Fri., 10/5 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 4:00 p.m. | ||
| Fri., 10/5 | V Girls Volleyball | Watertown | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Fri., 10/5 | JV Girls Volleyball | Watertown | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Sat., 10/6 | JV Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 10/6 | JV Boys Soccer | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 10:00 a.m. | ||
| Sat., 10/6 | FR Boys Soccer | Newtown | Away - Newtown HS Practice Field [Directions] | 9:00 a.m. | ||
| Tue., 10/9 | V Boys Cross Country | Kennedy, Watertown, Wolcott | Away - Montoe Park [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Boys Soccer | Holy Cross | Home - Naugatuck HS [Directions] | T 0-0 | ||
| Tue., 10/9 | JV Boys Soccer | Holy Cross | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Girls Cross Country | Kennedy, Watertown, Wolcott | Away [Directions] | 3:30 p.m. | ||
| Tue., 10/9 | V Girls Soccer | Holy Cross | Away - Naugatuck HS [Directions] | L 3-7 | ||
| Tue., 10/9 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | L 1-3 | ||
| Tue., 10/9 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Thu., 10/11 | FR Boys Soccer | Woodland | Home - Breen SS (JV & Fr.) [Directions] | 3:30 p.m. | ||
| Thu., 10/11 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | W 3-0 | ||
| Thu., 10/11 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 10/12 | V Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | W 4-0 | ||
| Fri., 10/12 | V Girls Soccer | Derby | Home - Naugatuck HS [Directions] | W 6-0 | ||
| Fri., 10/12 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 5:00 p.m. | ||
| Fri., 10/12 | V Girls Volleyball | Oxford | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Fri., 10/12 | JV Girls Volleyball | Oxford | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Sat., 10/13 | V Boys Soccer | St. Paul Catholic | Away - Bristol Eastern HS [Directions] | L 1-3 | ||
| Sat., 10/13 | JV Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 11:00 a.m. | ||
| Sat., 10/13 | FR Boys Soccer | Joel Barlow | Away [Directions] | Cancelled | ||
| Mon., 10/15 | V Boys Soccer | Ansonia | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Mon., 10/15 | FR Boys Soccer | New Milford | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Tue., 10/16 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | W 7-1 | ||
| Tue., 10/16 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 10/16 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 2-3 | ||
| Tue., 10/16 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Wed., 10/17 | V Boys Cross Country | NVL Championships | Away - Veterans Park | 3:30 p.m. | ||
| Wed., 10/17 | FR Football | Kennedy | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 10/17 | V Girls Cross Country | NVL Championships | Away - Veterans Park | 3:30 p.m. | ||
| Wed., 10/17 | JV Girls Soccer | Ansonia | Away [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | FR Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Thu., 10/18 | V Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | V Girls Volleyball | Woodland | Home - Naugatuck HS [Directions] | L 2-3 | ||
| Thu., 10/18 | JV Girls Volleyball | Woodland | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Fri., 10/19 | V Football | Kennedy | Away - Municipal Stadium [Directions] | W 56-0 | ||
| Fri., 10/19 | V Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | W 3-0 | ||
| Fri., 10/19 | FR Boys Soccer | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Fri., 10/19 | JV Girls Soccer | Holy Cross | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Fri., 10/19 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 3-1 | ||
| Fri., 10/19 | JV Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Sat., 10/20 | JV Football | Kennedy | Home - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Sat., 10/20 | JV Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | 11:00 a.m. | ||
| Sat., 10/20 | V Girls Soccer | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | T 2-2 | ||
| Mon., 10/22 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | T 0-0 | ||
| Mon., 10/22 | JV Boys Soccer | Watertown | Away - Veterans Park [Directions] | 3:30 p.m. | ||
| Mon., 10/22 | V Girls Soccer | Torrington | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Mon., 10/22 | V Girls Volleyball | Torrington | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Mon., 10/22 | JV Girls Volleyball | Torrington | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Tue., 10/23 | FR Boys Soccer | Masuk | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Wolcott | Home - Naugatuck HS [Directions] | W 4-0 | ||
| Wed., 10/24 | JV Boys Soccer | Wolcott | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Wed., 10/24 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | T 0-0 | ||
| Wed., 10/24 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | L 3-0 | ||
| Wed., 10/24 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 4:45 p.m. | ||
| Thu., 10/25 | FR Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | FR Boys Soccer | Pomperaug | Home - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | JV Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | V Girls Volleyball | Crosby | Home - Naugatuck HS [Directions] | W 3-0 | ||
| Thu., 10/25 | JV Girls Volleyball | Crosby | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Fri., 10/26 | V Football | Torrington | Home - Naugatuck HS [Directions] | W 55-0 | ||
| Sat., 10/27 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:00 p.m. | ||
| Mon., 10/29 | V Boys Soccer | Crosby | Home - Naugatuck HS [Directions] | W 3-2 | ||
| Mon., 10/29 | V Girls Soccer | Woodland | Home - Naugatuck HS [Directions] | L 1-2 | ||
| Mon., 10/29 | V Girls Volleyball | NVL Semi-Finals | Away | 6:00 p.m. | ||
| Tue., 10/30 | V Boys Soccer | Woodland | Away - Crosby HS [Directions] | L 0-2 | ||
| Tue., 10/30 | V Girls Soccer | NVL Semi-Finals | Away - Watertown HS | TBA | ||
| Tue., 10/30 | V Girls Swimming and Diving | NVL Trials | Away - Kennedy HS | 4:30 p.m. | ||
| Wed., 10/31 | FR Football | Crosby | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 11/1 | V Football | Seymour | Away - Seymour HS Turf Field [Directions] | W 28-26 | ||
| Thu., 11/1 | V Boys Soccer | NVL Finals | Home - Naugatuck HS [Directions] | 5:00 p.m. | ||
| Thu., 11/1 | V Girls Soccer | New Fairfield (Scrim.) | Home - City Hill MS [Directions] | 3:45 p.m. | ||
| Thu., 11/1 | V Girls Soccer | NVL Finals | Home - Naugatuck HS [Directions] | 7:00 p.m. | ||
| Thu., 11/1 | V Girls Swimming and Diving | NVL Diving Finals | Away - Kennedy HS | 6:00 p.m. | ||
| Thu., 11/1 | V Girls Volleyball | NVL Finals | Away | 6:00 p.m. | ||
| Fri., 11/2 | V Girls Swimming and Diving | NVL Finals | Away - Kennedy HS | 4:30 p.m. | ||
| Sat., 11/3 | JV Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 11/3 | JV Football | Crosby | Home - Naugatuck HS [Directions] | Cancelled | ||
| Mon., 11/5 | V Girls Soccer | Avon | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Mon., 11/5 | V Girls Volleyball | East Haven | Home - Naugatuck HS [Directions] | L 2-3 | ||
| Tue., 11/6 | V Boys Soccer | Newtown | Home - Naugatuck HS [Directions] | W 1-0 | ||
| Wed., 11/7 | FR Football | Wolcott | Home - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Wed., 11/7 | V Girls Soccer | Bristol Central | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Thu., 11/8 | V Boys Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | L 1-0 | ||
| Fri., 11/9 | V Football | Holy Cross | Home - Naugatuck HS [Directions] | W 42-0 | ||
| Fri., 11/9 | V Girls Soccer | Farmington | Home - Naugatuck HS [Directions] | L 5-1 | ||
| Sat., 11/10 | JV Football | Wolcott | Home - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Sat., 11/17 | JV Football | Holy Cross | Home - Naugatuck HS [Directions] | Cancelled | ||
| Sat., 11/17 | JV Football | Ansonia | Home - Naugatuck HS [Directions] | Cancelled | ||
| Mon., 11/19 | FR Football | Ansonia | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 11/22 | V Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | L 22-34 | ||
| Tue., 11/27 | V Football | Platt | Home - Naugatuck HS [Directions] | 6:30 p.m. | ||
| Thu., 11/29 | V Girls Basketball | St. Joseph (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Wed., 12/5 | V Girls Basketball | Greenwich (Scrim.) | Home - Naugatuck HS [Directions] | 4:30 p.m. | ||
| Tue., 12/11 | V Girls Basketball | Sacred Heart | Home - Naugatuck HS [Directions] | L 33-51 | $5 Adults, $2 seniors & students | |
| Tue., 12/11 | JV Girls Basketball | Sacred Heart | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Tue., 12/11 | FR Girls Basketball | Sacred Heart | Home - Naugatuck HS [Directions] | Cancelled | ||
| Wed., 12/12 | V Wrestling | Weston | Away - WHS Gymnasium [Directions] | Pomperaug 48 Weston 30 | 4:00 | Crossover Match |
| Fri., 12/14 | V Boys Basketball | Oxford | Home - Naugatuck HS [Directions] | W 79-48 | $5 Adults,$2 seniors & students | |
| Fri., 12/14 | JV Boys Basketball | Oxford | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Fri., 12/14 | FR Boys Basketball | University | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Fri., 12/14 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | W 51-36 | ||
| Sat., 12/15 | V Boys Basketball | Sacred Heart | Home - Trinity College Ferris Athletic Center [Directions] | L 51-73 | ||
| Sat., 12/15 | V Wrestling | O'Keefe-Pomperaug Invitational | Home - PHS Main Gym [Directions] | 10:00 a.m. | $5 adults, $3 students/seniors | |
| Tue., 12/18 | V Boys Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 5:00 p.m. | ||
| Tue., 12/18 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | W 65-45 | ||
| Tue., 12/18 | JV Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | V Wrestling | Bunnell | Away [Directions] | Pomperaug 45 Bunnell 36 | 4:00 | |
| Thu., 12/20 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | L 46-47 | 4:15 pm | |
| Thu., 12/20 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | 4:15 pm | |
| Thu., 12/20 | V Boys Swimming and Diving | Glastonbury | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults,$2 seniors & students | |
| Fri., 12/21 | V Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | W 53-46 | 4:15 pm | |
| Fri., 12/21 | JV Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:15 p.m. | 4:15 pm | |
| Fri., 12/21 | V Girls Basketball | Derby | Home - Naugatuck HS [Directions] | W 41-25 | $5 Adults,$2 seniors & students | |
| Fri., 12/21 | JV Girls Basketball | Derby | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Sat., 12/22 | V Wrestling | Frank Chaves Invitational | Away - Simsbury HS | 9:00 a.m. | 7:00 am | |
| Thu., 12/27 | V Boys Basketball | East Lyme | Home - TBA [Directions] | L 52-68 | 3:30 PM | |
| Thu., 12/27 | FR Girls Basketball | Pomperaug | Home - Naugatuck HS [Directions] | 1:00 p.m. | ||
| Fri., 12/28 | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:00 p.m. | 1:45 pm | |
| Fri., 12/28 | V Girls Basketball | Torrington | Home - Naugatuck HS [Directions] | W 60-47 | $5 Adults, $2 seniors & students | |
| Sat., 12/29 | V Boys Basketball | Hartford Public | Away - New Britain HS [Directions] | L 65-68 | 2:30 PM or 4:00 | |
| Sat., 12/29 | V Wrestling | 2018 Trumbull Duals | Away | 9:00 a.m. | 7:40 am | |
| Sat., 12/29 | V Girls Basketball | Maloney | Home - Naugatuck HS [Directions] | W 65-24 | $5 Adults, $2 seniors & students | |
| Wed., 1/2 | V Boys Basketball | Wilby | Home - Naugatuck HS [Directions] | W 63-47 | $5 Adults, $2 seniors & Students | |
| Wed., 1/2 | JV Boys Basketball | Wilby | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Wed., 1/2 | FR Boys Basketball | Wilby | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 1/2 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 62-24 | 4:15 PM | |
| Wed., 1/2 | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | 4:15 PM | |
| Thu., 1/3 | V Wrestling | Newtown | Home - Auxiliary Gym [Directions] | Newtown 40 Pomperaug 24 | ||
| Thu., 1/3 | V Girls Gymnastics | Fairfield Ludlowe, Darien | Away - GCA [Directions] | 112.35 | ||
| Fri., 1/4 | V Boys Basketball | Watertown | Home - Naugatuck HS [Directions] | W 80-45 | $5 Adults, $2 seniors & Students | |
| Fri., 1/4 | JV Boys Basketball | Watertown | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Boys Basketball | Watertown | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 1/4 | V Boys Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/4 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 52-59 | 4:15 PM | |
| Fri., 1/4 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | 4:15 PM | |
| Sat., 1/5 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS | 8:00 a.m. | 6:45 am | |
| Sat., 1/5 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 12:30 p.m. | 11:15 a.m. | |
| Sat., 1/5 | V Girls Gymnastics | Pomperaugh Invitational | Away [Directions] | 132.65 | ||
| Tue., 1/8 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 68-48 | 6:00 p.m. | |
| Tue., 1/8 | V Boys Swimming and Diving | Kennedy | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults,$2 seniors & students | |
| Tue., 1/8 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 36-53 | 2:30 p.m. | |
| Tue., 1/8 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | 2:30 p.m. | |
| Tue., 1/8 | V Girls Gymnastics | New Milford, Joel Barlow, Newtown | Away - New Milford HS [Directions] | 118.65 | ||
| Wed., 1/9 | FR Boys Basketball | University | Away - SMSA [Directions] | 5:00 p.m. | 3:15 | |
| Wed., 1/9 | V Wrestling | Brookfield/Shepaug | Home - Auxiliary Gym [Directions] | Pomperaug 42 Brookfield 27 | Crossover Match | |
| Wed., 1/9 | FR Girls Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Fri., 1/11 | V Boys Basketball | Wolcott | Home - Naugatuck HS [Directions] | L 53-57 | $5 Adults, $2 seniors & students | |
| Fri., 1/11 | JV Boys Basketball | Wolcott | Home - Naugatuck HS [Directions] | 5:00 p.m. | ||
| Fri., 1/11 | FR Boys Basketball | Wolcott | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 1/11 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby H.S. [Directions] | 6:00 p.m. | 4:45 p.m. | |
| Fri., 1/11 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 64-56 | 4:00 p.m. | |
| Fri., 1/11 | JV Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | 4:00 p.m | |
| Fri., 1/11 | FR Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Sat., 1/12 | V Wrestling | Greater Hartford Tournament | Away - Hall HS | 9:15 a.m. | 7:00 am | |
| Sat., 1/12 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 9:30 a.m. | 8:30 a.m. | |
| Tue., 1/15 | V Boys Swimming and Diving | Crosby/WCA | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults, $2 seniors & students | |
| Tue., 1/15 | V Girls Gymnastics | Pomperaug, Nonnewaug, Newtown | Away - Auxiliary Gym [Directions] | 122.15 | ||
| Wed., 1/16 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | W 66-64 | 3:15 p.m. | |
| Wed., 1/16 | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:15 p.m. | 3:15 p.m. | |
| Wed., 1/16 | V Wrestling | New Milford | Home - Auxiliary Gym [Directions] | Pomperaug 37 New Milford 40 | ||
| Wed., 1/16 | V Girls Basketball | Ansonia | Home - Naugatuck HS [Directions] | W 53-46 | $5 Adults, $2 seniors & students | |
| Wed., 1/16 | JV Girls Basketball | Ansonia | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Thu., 1/17 | V Boys Basketball | Seymour | Home - Naugatuck HS [Directions] | W 84-56 | $5 Adults, $2 seniors & students | |
| Thu., 1/17 | JV Boys Basketball | Seymour | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Thu., 1/17 | FR Boys Basketball | Seymour | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 1/17 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | W 58-57 | 4:15 p.m | |
| Thu., 1/17 | JV Girls Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | 4:15 p.m | |
| Thu., 1/17 | FR Girls Basketball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | 2:45 p.m. | |
| Fri., 1/18 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:30 p.m. | 3:15 p.m. | |
| Sat., 1/19 | V Wrestling | Colter Abely Mid-Season Classic | Away - Mercy HS | 7:30 a.m. | 6:45 am | |
| Sat., 1/19 | V Girls Gymnastics | Joel Barlow, New Milford, Newtown | Away - Gymnastics & Cheerleading Academy - Fairfield [Directions] | Cancelled | ||
| Mon., 1/21 | V Girls Basketball | Amistad | Home - Naugatuck HS [Directions] | W 63-44 | $5 Adults, $2 seniors 7 students | |
| Mon., 1/21 | JV Girls Basketball | Amistad | Home - Naugatuck HS [Directions] | Cancelled | ||
| Wed., 1/23 | V Boys Basketball | Holy Cross | Home - Naugatuck HS [Directions] | W 65-63 | $5 Adults, $2 seniors & students | |
| Wed., 1/23 | JV Boys Basketball | Holy Cross | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Wed., 1/23 | FR Boys Basketball | Holy Cross | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 1/23 | V Wrestling | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | Pomperaug 48 Masuk 26 | 5:00 | |
| Wed., 1/23 | V Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | L 56-58 | 4:30 p.m. | |
| Wed., 1/23 | JV Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | 4:30 p.m. | |
| Wed., 1/23 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Wed., 1/23 | V Girls Gymnastics | Daniel Hand, Newtown, Hamden | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 128.5 | ||
| Thu., 1/24 | FR Boys Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Fri., 1/25 | V Boys Basketball | Torrington | Home - Naugatuck HS [Directions] | W 62-53 | $5 Adults, $2 Seniors & Students | |
| Fri., 1/25 | JV Boys Basketball | Torrington | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | FR Boys Basketball | Torrington | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 1/25 | V Boys Swimming and Diving | Holy Cross | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults, $2 seniors & students | |
| Fri., 1/25 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | W 48-33 | 4:30 p.m. | |
| Fri., 1/25 | V Girls Gymnastics | Wilton | Away [Directions] | 129.9 | ||
| Sat., 1/26 | FR Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 10:30 a.m. | 9:45 a.m. | |
| Sat., 1/26 | V Girls Gymnastics | Joel Barlow, New Milford, Newtown | Away [Directions] | 117.250 | ||
| Mon., 1/28 | V Boys Swimming and Diving | Torrington | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults, $2 seniors & students | |
| Thu., 1/31 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 76-38 | 4:00 p.m. | |
| Thu., 1/31 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | 4:00 p.m. | |
| Thu., 1/31 | FR Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | 2:15 p.m. | |
| Thu., 1/31 | V Wrestling | Bethel | Home - Auxiliary Gym [Directions] | Bethel 32 Pomperaug 31 | ||
| Thu., 1/31 | V Girls Basketball | Watertown | Home - Naugatuck HS [Directions] | W 48-36 | $5 Adults, $2 seniors & students | |
| Thu., 1/31 | JV Girls Basketball | Watertown | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | W 63-43 | 4:15 p.m. | |
| Fri., 2/1 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | 4:15 p.m. | |
| Fri., 2/1 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | 2:30 p.m. | |
| Fri., 2/1 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | 5:50 p.m. | |
| Fri., 2/1 | V Wrestling | Farmington Quad | Away - Farmington HS | 5:00 p.m. | 2:45 | |
| Fri., 2/1 | V Girls Basketball | Woodland | Home - Naugatuck HS [Directions] | W 40-33 | $5 Adults, $2 seniors & students | |
| Fri., 2/1 | JV Girls Basketball | Woodland | Home - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Fri., 2/1 | FR Girls Basketball | Woodland | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 2/1 | V Girls Gymnastics | Joel Barlow, Foran | Away - Gymnastics & Cheerleading Academy - Fairfield [Directions] | 135.30 | ||
| Mon., 2/4 | V Wrestling | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | Pomperaug 48 Notre Dame 12 | 5:00 | Crossover Match |
| Tue., 2/5 | V Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 65-48 | 4:15 p.m. | |
| Tue., 2/5 | JV Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | 4:15 p.m. | |
| Tue., 2/5 | FR Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | 2:15 p.m. | |
| Tue., 2/5 | V Boys Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | 4:45 p.m. | |
| Tue., 2/5 | V Girls Basketball | Wolcott | Home - Naugatuck HS [Directions] | W 47-31 | $5 Adults, $2 seniors & students | |
| Tue., 2/5 | JV Girls Basketball | Wolcott | Home - Naugatuck HS [Directions] | 4:30 p.m. | ||
| Tue., 2/5 | FR Girls Basketball | Wolcott | Home - Naugatuck HS [Directions] | Cancelled | ||
| Thu., 2/7 | V Girls Gymnastics | SWC Championship | Away [Directions] | 130.8 | ||
| Fri., 2/8 | V Boys Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | W 61-54 | $5 Adults, $2 seniors & students | |
| Fri., 2/8 | V Boys Swimming and Diving | Pomperaug | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults, $2 seniors & Students | |
| Fri., 2/8 | V Girls Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | L 41-55 | $5 Adults, $2 Seniors & Students | |
| Fri., 2/8 | JV Girls Basketball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Sat., 2/9 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:30 a.m. | 9:00 a.m | |
| Sat., 2/9 | V Wrestling | SWC Championships | Away - New Fairfield HS | 9:00 a.m. | 6:45 am | |
| Mon., 2/11 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 74-56 | 3:45 pm | |
| Tue., 2/12 | FR Girls Basketball | Kennedy | Home - Naugatuck HS [Directions] | Cancelled | ||
| Thu., 2/14 | FR Boys Basketball | Sacred Heart | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 2/14 | V Girls Basketball | Kennedy | Home - Naugatuck HS [Directions] | W 59-23 | $5 adults, $2 seniors & students | |
| Thu., 2/14 | JV Girls Basketball | Kennedy | Home - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | V Girls Gymnastics | Jonathan Law, Hamden | Away - Jonathan Law HS Old Gym [Directions] | 124.65 | ||
| Thu., 2/14 | V Girls Gymnastics | Jonathan Law, Hamden | Away [Directions] | Cancelled | 3:15 pm | |
| Fri., 2/15 | V Boys Swimming and Diving | Woodland | Home - Naugatuck HS [Directions] | 4:00 p.m. | $5 Adults,$2 seniors & Students | |
| Fri., 2/15 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 4:30 p.m. | 1:45 | One way bus |
| Fri., 2/15 | FR Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 4:00 p.m. | 2:15 p.m. | |
| Sat., 2/16 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 9:00 a.m. | 7:00 am | One way bus |
| Sat., 2/16 | V Girls Basketball | Ansonia | Away [Directions] | W 52-45 | 10:00 a.m. | |
| Mon., 2/18 | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | 5:45p.m. | |
| Mon., 2/18 | JV Wrestling | Pomperaug JV Invitational | Home - PHS Main Gym [Directions] | Cancelled | ||
| Mon., 2/18 | V Girls Basketball | St. Paul Catholic | Away - Kennedy HS [Directions] | L 51-55 | ||
| Mon., 2/18 | V Girls Gymnastics | Newtown, Nonnewaug, Pomperaug | Away - Kinetic Kids [Directions] | 134.2 | ||
| Tue., 2/19 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 75-66 | 4:30 p.m. | |
| Tue., 2/19 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | 4:30 p.m. | |
| Fri., 2/22 | V Wrestling | State Open Championship | Away - Floyd Little Athletic Center | New Haven | ||
| Sat., 2/23 | V Boys Basketball | Crosby | Away - Wilby HS [Directions] | 12:45 p.m. | 11:30 a.m. | |
| Mon., 2/25 | V Boys Basketball | NVL Semi Finals | Away | TBA | ||
| Mon., 2/25 | V Girls Basketball | Avon | Home - Naugatuck HS [Directions] | W 39-27 | ||
| Tue., 2/26 | V Boys Swimming and Diving | NVL Trials | Away - Kennedy HS | 4:00 p.m. | ||
| Wed., 2/27 | V Boys Basketball | NVL Finals | Away | TBA | ||
| Wed., 2/27 | V Boys Swimming and Diving | NVL Diving Finals | Away - Kennedy HS | 6:00 p.m. | ||
| Thu., 2/28 | V Girls Basketball | Bristol Eastern | Home - Naugatuck HS [Directions] | L 45-69 | ||
| Fri., 3/1 | V Boys Swimming and Diving | NVL Finals | Away - Kennedy HS | 4:30 p.m. | ||
| Thu., 3/7 | V Boys Basketball | Newtown | Home - Ed Mariano Gymnasium (NHS) [Directions] | W 66-60 | ||
| Mon., 3/11 | V Boys Basketball | Farmington | Away [Directions] | 7:00 p.m. | ||
| Tue., 3/19 | V Softball | St. Joseph (Scrim.) | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Sun., 3/24 | V Baseball | Immaculate (Scrim.) | Home - Naugatuck HS [Directions] | 1:00 p.m. | ||
| Sun., 3/24 | V Softball | Trumbull (Scrim.) | Home - Naugatuck HS [Directions] | 12:30 p.m. | ||
| Sun., 3/24 | V Softball | Maloney (Scrim.) | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Mon., 3/25 | V Baseball | Pomperaug (Scrim.) | Home - Naugatuck HS [Directions] | 3:30 p.m. | 2:45 pm | |
| Mon., 3/25 | V Softball | Bristol Central (Scrim.) | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Softball | Hale Ray (Scrim.) | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Baseball | Gilbert (Scrim.) | Home - Naugatuck HS [Directions] | 3:45 p.m. | 2:45 pm | |
| Thu., 3/28 | V Softball | Bristol Eastern (Scrim.) | Away - Bristol Eastern Front Field [Directions] | 3:45 p.m. | 2:15 pm | |
| Fri., 3/29 | V Softball | Wamogo/Litchfield (Scrim.) | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Sat., 3/30 | V Baseball | Cromwell | Away - Fran Monnes Baseball Field @ Cromwell HS [Directions] | W 1-0 | 11:00 am | |
| Mon., 4/1 | FR Baseball | Pomperaug | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Mon., 4/1 | V Boys Tennis | Crosby | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Mon., 4/1 | V Softball | Pomperaug | Home - Naugatuck HS [Directions] | W 10-6 | ||
| Mon., 4/1 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | W 4-3 | 2:45 pm | |
| Tue., 4/2 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | W 29-0 | 2:45 pm | |
| Tue., 4/2 | V Boys Outdoor Track | Torrington, Wolcott | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Girls Outdoor Track | Torrington, Wolcott | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | W 16-0 | 2:15 pm | |
| Wed., 4/3 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | L 5-16 | 2:45 pm | |
| Wed., 4/3 | FR Baseball | Fairfield Ludlowe | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Wed., 4/3 | V Boys Tennis | Wilby | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Wed., 4/3 | JV Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:45 p.m. | 2:15 pm, riding with tennis | |
| Wed., 4/3 | V Girls Tennis | Wilby | Away - Wilby H.S. [Directions] | W 7-0 | 2:15 pm, riding with softball | |
| Thu., 4/4 | JV Baseball | St. Paul Catholic | Home - Rotary Field, Naugatuck [Directions] | 3:45 p.m. | 2:45 pm | |
| Thu., 4/4 | V Boys Tennis | Pomperaug | Home - Naugatuck HS [Directions] | L 1-4 | ||
| Thu., 4/4 | V Softball | Holy Cross | Away - Holy Cross HS [Directions] | L 3-4 | 2:15 pm | |
| Sat., 4/6 | JV Softball | Wolcott | Home - Wolcott HS [Directions] | 12:30 p.m. | ||
| Sat., 4/6 | JV Softball | Woodland | Away - Wolcott JV field [Directions] | 1:30 p.m. | ||
| Sat., 4/6 | JV Girls Tennis | Kennedy | Away [Directions] | Cancelled | 8:00 am | |
| Tue., 4/9 | V Boys Golf | Wolcott | Away - Farmingbury Country Club [Directions] | Ryan Hunt 50 Zach Crosswait 59 Joe Macary 51 Derek McGrath 56 | ||
| Tue., 4/9 | V Boys Outdoor Track | Holy Cross, St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | W 4-1 | 2:15 pm | |
| Tue., 4/9 | V Girls Outdoor Track | Holy Cross, St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Seymour | Away - French Park [Directions] | W 6-1 | 2:45 pm | |
| Wed., 4/10 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | W 3-2 | 2:30 pm | |
| Wed., 4/10 | V Softball | Seymour | Home - Naugatuck HS [Directions] | L 0-7 | ||
| Wed., 4/10 | V Girls Tennis | Woodland | Home - Naugatuck HS [Directions] | W 5-2 | ||
| Thu., 4/11 | JV Baseball | Seymour | Away - French Park [Directions] | 3:30 p.m. | 2:45 pm | |
| Thu., 4/11 | FR Baseball | Brookfield | Away - BHS Baseball Field [Directions] | 4:15 p.m. | 2:45 | |
| Thu., 4/11 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | Joe Macary 60 Derek McGrath 58 Ryan Hunt 60 Mary Korowatny 67 | ||
| Thu., 4/11 | V Boys Tennis | Torrington | Home - Naugatuck HS [Directions] | W 4-1 | ||
| Fri., 4/12 | V Baseball | Watertown | Away - Deland Field [Directions] | W 8-7 | 2:45 pm | |
| Fri., 4/12 | V Boys Outdoor Track | Kennedy, Wilby | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 4/12 | V Girls Outdoor Track | Kennedy, Wilby | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 4/12 | V Softball | Watertown | Home - Naugatuck HS [Directions] | W 6-5 | ||
| Mon., 4/15 | V Softball | Woodland | Home - Disney Wide World of Sports [Directions] | L 1-2 | ||
| Tue., 4/16 | V Baseball | Holy Cross | Home - Naugatuck HS [Directions] | L 4-8 | ||
| Tue., 4/16 | JV Baseball | Woodland | Home - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Tue., 4/16 | V Boys Golf | Watertown | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 54 Joe Macary 57 Derek McGrath 59 Christian Alvarado 72 | ||
| Tue., 4/16 | V Softball | Wolcott | Home - Disney Wide World of Sports [Directions] | L 4-9 | ||
| Tue., 4/16 | V Girls Tennis | Wolcott | Home - Naugatuck HS [Directions] | W 6-1 | ||
| Tue., 4/16 | JV Girls Tennis | Sacred Heart | Away - Fulton Park | 10:00 a.m. | 9:00 am | |
| Wed., 4/17 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | W 5-0 | 10:00 am | |
| Wed., 4/17 | V Girls Tennis | Sacred Heart | Home - Naugatuck HS [Directions] | W 6-1 | ||
| Thu., 4/18 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | W 5-1 | 2:45 pm | |
| Thu., 4/18 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | Ryan Hunt 49 Derek McGrath 53 Joe Macary 53 Marry Korowatny 65 | 1:30 pm | |
| Thu., 4/18 | V Girls Tennis | St. Paul Catholic | Away - Page Park, Bristol [Directions] | W 5-2 | 12:00 pm | |
| Thu., 4/18 | JV Girls Tennis | Watertown | Home - Naugatuck HS [Directions] | 9:00 a.m. | ||
| Fri., 4/19 | V Baseball | Woodland | Home - Naugatuck HS [Directions] | L 2-3 | ||
| Fri., 4/19 | JV Baseball | Torrington | Away - Torrington HS [Directions] | 10:00 a.m. | 8:30 am | |
| Tue., 4/23 | V Baseball | WCA | Home - Naugatuck HS [Directions] | W 6-0 | ||
| Tue., 4/23 | JV Baseball | WCA | Home - Naugatuck HS [Directions] | 6:00 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS Track [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Woodland, Sacred Heart | Away - Woodland HS Track [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Softball | WCA | Away - Huntingdon Park [Directions] | W 17-0 | 2:15 pm | |
| Tue., 4/23 | V Girls Tennis | Ansonia | Home - Naugatuck HS [Directions] | W 7-0 | ||
| Wed., 4/24 | V Baseball | St. Paul Catholic | Home - Naugatuck HS [Directions] | L 4-13 | ||
| Wed., 4/24 | FR Baseball | Holy Cross | Home - Naugatuck HS [Directions] | 6:00 p.m. | 2:45 pm | |
| Wed., 4/24 | V Boys Golf | Holy Cross | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 44 Derek McGrath 46 Joe Macary 61 Liz Kilmer 72 | ||
| Wed., 4/24 | V Boys Tennis | Woodland | Home - Naugatuck HS [Directions] | W 3-2 | ||
| Wed., 4/24 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 2-6 | 2:15 pm | |
| Thu., 4/25 | JV Baseball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | FR Baseball | Wolcott | Away - BAW [Directions] | 3:45 p.m. | 2:45 pm | |
| Thu., 4/25 | V Boys Tennis | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 5-0 | 2:30 pm | |
| Thu., 4/25 | JV Softball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 4:45 p.m. | 2:15 pm | |
| Thu., 4/25 | V Girls Tennis | Kennedy | Home - Naugatuck HS [Directions] | W 7-0 | ||
| Sat., 4/27 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | L 2-7 | 11:15 am | |
| Mon., 4/29 | V Baseball | Kennedy | Home - Naugatuck HS [Directions] | W 4-0 | ||
| Mon., 4/29 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | Ryan Hunt 52 Zach Crosswait 66 Derek McGrath 60 Joe Macary 52 | 1:40 pm | |
| Mon., 4/29 | V Boys Tennis | Watertown | Home - Naugatuck HS [Directions] | W 3-2 | ||
| Mon., 4/29 | V Softball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 20-3 | 2:15 pm | |
| Mon., 4/29 | V Girls Tennis | Watertown | Away - Crestbrook Park [Directions] | W 4-3 | 2:30 pm | |
| Tue., 4/30 | JV Baseball | Kennedy | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | Ryan Hunt 59 Derek McGrath 53 Joe Macary 56 Zach Crosswait 58 | 1:40 pm | |
| Tue., 4/30 | V Boys Outdoor Track | Oxford, WCA | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | W 4-1 | 2:15 pm | |
| Tue., 4/30 | V Girls Outdoor Track | Oxford, WCA | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Softball | Torrington | Home - Naugatuck HS [Directions] | W 15-0 | ||
| Wed., 5/1 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | W 2-0 | 2:45 pm | |
| Wed., 5/1 | FR Baseball | Woodland | Away - Pent Field, Beacon Falls [Directions] | 3:30 p.m. | 2:45 pm | |
| Wed., 5/1 | V Boys Golf | Waterbury Coop, Wilby | Away - Western Hills [Directions] | Ryan Hunt 54 Joe Macary 51 Derek McGrath 55 Zach Crosswait 61 | 1:40 pm | |
| Wed., 5/1 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | L 2-3 | 2:15 pm | |
| Wed., 5/1 | V Softball | Oxford | Home - Naugatuck HS [Directions] | L 0-7 | ||
| Wed., 5/1 | JV Softball | Oxford | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Girls Tennis | Torrington | Home - Naugatuck HS [Directions] | W 7-0 | ||
| Thu., 5/2 | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | 3:45 p.m. | 2:45 pm | |
| Thu., 5/2 | V Boys Golf | Woodland Invitational | Away - Oxford Greens | TBA | 8:30 am | |
| Thu., 5/2 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | W 5-0 | 2:30 pm | |
| Thu., 5/2 | V Softball | Watertown | Away - Watertown HS [Directions] | W 9-3 | 3:30 pm | |
| Thu., 5/2 | V Girls Tennis | Crosby | Home - Naugatuck HS [Directions] | W 7-0 | ||
| Fri., 5/3 | JV Softball | Kennedy | Away - Town Plot Park [Directions] | 3:30 p.m. | 2:15 pm | |
| Sat., 5/4 | V Baseball | Watertown | Home - Naugatuck HS [Directions] | W 3-1 | ||
| Sat., 5/4 | V Boys Tennis | Sacred Heart | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Sat., 5/4 | JV Softball | Watertown | Home - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | JV Softball | Seymour | Home - Naugatuck HS [Directions] | 12:00 p.m. | ||
| Mon., 5/6 | V Baseball | Derby | Home - Naugatuck HS [Directions] | W 10-0 | ||
| Mon., 5/6 | JV Baseball | Derby | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | FR Baseball | Holy Cross | Home - Rotary Field [Directions] | 3:45 p.m. | 8:45 am | |
| Mon., 5/6 | FR Baseball | Derby | Home - Naugatuck HS [Directions] | Cancelled | ||
| Mon., 5/6 | V Boys Golf | Sacred Heart | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 49 Derek McGrath 48 Joe Macary 50 Christian Alvarado 55 | ||
| Mon., 5/6 | V Boys Tennis | Wolcott | Home - Naugatuck HS [Directions] | W 4-1 | ||
| Mon., 5/6 | V Softball | Derby | Away - Derby -Amendola Field/Bradley School [Directions] | W 13-0 | 2:15 pm | |
| Mon., 5/6 | JV Softball | Derby | Away [Directions] | Cancelled | 2:15 pm | |
| Mon., 5/6 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | W 4-3 | 2:30 pm | |
| Tue., 5/7 | V Baseball | Crosby | Away - Naugatuck HS [Directions] | W 16-1 | 2:45 pm | |
| Tue., 5/7 | V Boys Outdoor Track | Watertown, Seymour | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Watertown, Seymour | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Softball | Crosby | Home - Naugatuck HS [Directions] | W 15-0 | ||
| Tue., 5/7 | V Girls Tennis | Torrington | Away - Torrington HS [Directions] | W 7-0 | 2:30 pm | |
| Wed., 5/8 | V Baseball | St. Paul Catholic | Away - Muzzy Field, Bristol [Directions] | L 3-9 | 2:30pm | |
| Wed., 5/8 | FR Baseball | St. Paul Catholic | Away - Page Park, Bristol [Directions] | 3:30 p.m. | 2:45 pm | |
| Wed., 5/8 | V Boys Golf | Stigberg | Away | TBA | ||
| Wed., 5/8 | V Boys Tennis | Kennedy | Home - Naugatuck HS [Directions] | W 4-1 | ||
| Wed., 5/8 | V Softball | St. Paul Catholic | Home - Naugatuck HS [Directions] | W 4-2 | ||
| Wed., 5/8 | JV Softball | St. Paul Catholic | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Seymour | Away - Seymour HS [Directions] | W 6-1 | 2:30 pm | |
| Thu., 5/9 | V Baseball | Torrington | Home - Naugatuck HS [Directions] | W 10-0 | ||
| Thu., 5/9 | JV Baseball | Woodland | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Thu., 5/9 | FR Baseball | St. Paul Catholic | Away - St. Paul [Directions] | 3:45 p.m. | 2:45 pm | |
| Thu., 5/9 | V Boys Golf | Seymour | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 51 Joe Macary 49 Zach Crosswait 63 Derek McGrath 58 | ||
| Thu., 5/9 | V Softball | Torrington | Away - Torrington HS [Directions] | W 20-7 | 3:15 pm | |
| Thu., 5/9 | JV Softball | Torrington | Away [Directions] | Cancelled | 2:15 pm | |
| Thu., 5/9 | V Girls Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | L 1-6 | 2:30 pm | |
| Fri., 5/10 | FR Baseball | Torrington | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Sat., 5/11 | JV Baseball | Cromwell | Away - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 11:00 a.m. | 9:00 am | |
| Sat., 5/11 | JV Baseball | Torrington | Home - Naugatuck HS [Directions] | 2:00 p.m. | ||
| Sat., 5/11 | JV Softball | Seymour | Home - Naugatuck HS [Directions] | 1:00 p.m. | ||
| Sat., 5/11 | JV Softball | Watertown | Home - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Boys Tennis | Sacred Heart | Home - Naugatuck HS [Directions] | W 5-0 | ||
| Tue., 5/14 | FR Baseball | Ansonia | Away [Directions] | Cancelled | 2:45 pm | |
| Tue., 5/14 | V Boys Golf | Torrington | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 47 Derek McGrath 52 Zach Crosswait 68 Liz Kilmer 67 | ||
| Tue., 5/14 | JV Softball | Ansonia | Home - Naugatuck HS [Directions] | Cancelled | ||
| Tue., 5/14 | V Girls Tennis | Seymour | Home - Naugatuck HS [Directions] | W 6-1 | ||
| Wed., 5/15 | V Baseball | Ansonia | Away - Naugatuck HS [Directions] | W 5-0 | ||
| Wed., 5/15 | JV Baseball | Wolcott | Home - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | JV Baseball | Ansonia | Away [Directions] | Cancelled | ||
| Wed., 5/15 | V Softball | Ansonia | Home - Naugatuck HS [Directions] | W 15-0 | ||
| Thu., 5/16 | FR Baseball | Wolcott | Home - Rotary Field [Directions] | 3:45 p.m. | 2:45 | |
| Thu., 5/16 | V Boys Tennis | Wolcott | Home - Naugatuck HS [Directions] | W 4-1 | ||
| Thu., 5/16 | V Softball | Fairfield Ludlowe | Home - Naugatuck HS [Directions] | L 7-10 | ||
| Thu., 5/16 | V Girls Tennis | St. Paul Catholic | Home - Naugatuck HS [Directions] | W 6-1 | ||
| Fri., 5/17 | V Baseball | Wolcott | Home - Naugatuck HS [Directions] | L 1-6 | ||
| Fri., 5/17 | FR Baseball | Woodland | Home - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 5/17 | V Softball | Wolcott | Away - George Babcock Field, Wolcott HS [Directions] | L 0-3 | 2:15 pm | |
| Sat., 5/18 | V Boys Tennis | Torrington | Away - Wilby HS [Directions] | 11:00 a.m. | ||
| Sat., 5/18 | JV Softball | Wolcott | Home - Naugatuck HS [Directions] | 10:30 a.m. | ||
| Sat., 5/18 | V Girls Tennis | Watertown | Away - Wilby HS [Directions] | 1:00 p.m. | ||
| Mon., 5/20 | V Boys Golf | Watertown | Away - Crestbrook Park [Directions] | Ryan Hunt 59 Derek McGrath 59 Joe Macary 61 | ||
| Mon., 5/20 | V Boys Tennis | NVL Individual Tournament | Away - Wilby HS | 12:00 p.m. | ||
| Mon., 5/20 | V Girls Tennis | NVL Individual Tournament | Away - Woodland HS | 12:00 p.m. | ||
| Tue., 5/21 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | V Baseball | NVL Semi-Final | Away | TBA | ||
| Tue., 5/21 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS | 1:30 p.m. | ||
| Tue., 5/21 | V Girls Outdoor Track | NVL Championships | Away | 1:30 p.m. | ||
| Tue., 5/21 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | V Softball | NVL Semi-Finals | Away | TBA | ||
| Wed., 5/22 | V Boys Golf | Wolcott | Home - Hop Brook Golf Course [Directions] | Ryan Hunt 56 Joe Macary 50 Derek McGrath 47 Liz Kilmer 64 | ||
| Wed., 5/22 | V Boys Tennis | NVL Individual Finals | Away - Wolcott HS | 12:00 p.m. | ||
| Wed., 5/22 | V Girls Tennis | NVL Individual Finals | Away - Woodland HS | 12:00 p.m. | ||
| Thu., 5/23 | V Baseball | NVL Finals | Away | TBA | ||
| Thu., 5/23 | V Softball | NVL Finals | Away | TBA | ||
| Fri., 5/24 | V Boys Golf | St. Paul Catholic | Home - Hop Brook Golf Course [Directions] | Joe Macary 52 Ryan Hunt 59 Liz Kilmer 64 | ||
| Tue., 5/28 | V Baseball | Brien McMahon | Home - Naugatuck HS [Directions] | W 2-0 | ||
| Tue., 5/28 | V Boys Golf | O'Brien Tech | Away - Orange Hills CC [Directions] | Derek McGrath 49 Joe Macary 60 Ryan Hunt 49 Zach Crosswait 70 | ||
| Tue., 5/28 | V Boys Outdoor Track | Class L Championships | Away - Middletown HS | 3:00 p.m. | ||
| Tue., 5/28 | V Girls Outdoor Track | Class L Championships | Away - Middletown HS | 3:00 p.m. | ||
| Tue., 5/28 | V Softball | Lyman Hall | Home - Naugatuck HS [Directions] | L 5-8 | ||
| Thu., 5/30 | V Boys Golf | NVL Tournament | Away | TBA | ||