| Naugatuck 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 532 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/31 | V Girls Volleyball | St. Joseph (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 8/31 | JV Girls Volleyball | St. Joseph (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 9/1 | V Girls Volleyball | Hale Ray (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 9/2 | V Football | Plainville (Scrim.) | Home - Naugatuck HS-Veterans Field [Directions] | 6:30 p.m. | ||
| Thu., 9/2 | V Boys Soccer | Cheshire (Scrim.) | Home - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | ||
| Thu., 9/2 | V Boys Soccer | TBA | Home - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | ||
| Thu., 9/2 | V Girls Volleyball | Southington (Scrim.) | Away - Southington HS-Gym West [Directions] | 4:30 p.m. | ||
| Thu., 9/2 | JV Girls Volleyball | Southington (Scrim.) | Away - Southington HS-Gym West [Directions] | 4:30 p.m. | ||
| Sat., 9/4 | V Boys Soccer | Trumbull | Home - Naugatuck HS-Veterans Field [Directions] | 10:30 a.m. | ||
| Sat., 9/4 | V Boys Soccer | Farmington | Home - Naugatuck HS-Veterans Field [Directions] | 12:00 p.m. | ||
| Sat., 9/4 | V Girls Volleyball | Wilton, Fairfield Warde, King and Low-Heywood Thomas, New Milford, St. Joseph | Away - Wilton HS-Nicholas Zeoli Field House | 9:00 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Pomperaug (Scrim.) | Home - Treadwell Park-Newtown Treadwell Park [Directions] | 11:00 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Staples (Scrim.) | Home - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 9:00 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Weston | Away - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 12:20 p.m. | ||
| Tue., 9/7 | V Girls Volleyball | New Milford (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/7 | JV Girls Volleyball | New Milford (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 9/10 | V Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 22-0 | |
| Fri., 9/10 | V Girls Volleyball | Bunnell | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 9/10 | JV Girls Volleyball | Bunnell | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 9/11 | FM Football | Oxford | Home - Naugatuck HS-Veterans Field [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | V Boys Soccer | St. Paul Catholic | Home - Naugatuck HS-Veterans Field [Directions] | 1:00 p.m. | W 2-0 | |
| Sat., 9/11 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 1:00 p.m. | L 1-5 | |
| Sat., 9/11 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-Upper Soccer Field [Directions] | Canceled | Cancelled | |
| Mon., 9/13 | JV Boys Soccer | St. Paul Catholic | Home - Rotary Field-Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/14 | V Boys Cross Country | Oxford, Seymour, St. Paul Catholic | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 9/14 | V Girls Cross Country | Oxford, Seymour, St. Paul Catholic | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 9/14 | V Girls Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 7-2 | |
| Tue., 9/14 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Tue., 9/14 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/15 | FM Football | Torrington | Home - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Wed., 9/15 | JV Boys Soccer | Oxford | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | ||
| Thu., 9/16 | V Girls Soccer | Watertown | Home - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | L 1-3 | |
| Fri., 9/17 | V Football | Torrington | Home - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | L 19-27 | |
| Fri., 9/17 | V Boys Soccer | Kennedy | Away - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:30 p.m. | W 7-0 | |
| Fri., 9/17 | V Girls Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 5:00 p.m. | NHS 92 Watertown 83 | |
| Fri., 9/17 | V Girls Volleyball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 9/17 | JV Girls Volleyball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 9/18 | FM Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 10:30 a.m. | ||
| Sat., 9/18 | V Boys Soccer | Newtown | Home - Naugatuck HS-Veterans Field [Directions] | 11:00 a.m. | L 2-1 | |
| Sat., 9/18 | JV Boys Soccer | Kennedy | Away - West Side MS-Waterbury-Soccer Field [Directions] | Postponed | ||
| Sat., 9/18 | JV Girls Soccer | Watertown | Home - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Sat., 9/18 | FR Girls Volleyball | Woodland, Holy Cross, Seymour | Away - Woodland HS-Gym [Directions] | 10:00 a.m. | ||
| Mon., 9/20 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | W 5-1 | |
| Mon., 9/20 | V Girls Volleyball | Pomperaug | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 9/20 | JV Girls Volleyball | Pomperaug | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Mon., 9/20 | FR Girls Volleyball | Pomperaug | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Boys Cross Country | Derby, Watertown | Home - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 9/21 | V Girls Cross Country | Derby, Watertown | Home - Hop Brook Park [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | W 3-0 | |
| Tue., 9/21 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 9/22 | V Girls Soccer | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 2-7 | |
| Fri., 9/24 | V Boys Soccer | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | W 8-3 | |
| Fri., 9/24 | V Girls Soccer | Wolcott | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | W 5-2 | |
| Fri., 9/24 | V Girls Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 3:00 p.m. | NHS 92 Oxford 81 | |
| Fri., 9/24 | V Girls Volleyball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/24 | JV Girls Volleyball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 9/25 | JV Girls Soccer | Wolcott | Home - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Sat., 9/25 | FR Girls Volleyball | St. Paul Catholic, Watertown, Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 10:30 a.m. | ||
| Tue., 9/28 | V Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 6:00 p.m. | W 7-2 | |
| Tue., 9/28 | V Girls Soccer | Seymour | Home - Naugatuck HS-Veterans Field [Directions] | 3:00 p.m. | W 4-2 | |
| Tue., 9/28 | V Girls Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 6:30 p.m. | NHS 93 Seymour 77 | |
| Tue., 9/28 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Tue., 9/28 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:45 p.m. | ||
| Wed., 9/29 | V Boys Cross Country | Holy Cross, Wilby, Woodland | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Wed., 9/29 | FM Football | St. Paul Catholic | Home - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Wed., 9/29 | JV Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 5:00 p.m. | ||
| Wed., 9/29 | V Girls Cross Country | Holy Cross, Wilby, Woodland | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Wed., 9/29 | JV Girls Soccer | Seymour | Home - Rotary Field-Soccer Field [Directions] | Canceled | Cancelled | |
| Wed., 9/29 | V Girls Volleyball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 9/29 | JV Girls Volleyball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Thu., 9/30 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:00 p.m. | NHS 80 Wilby/Kaynor/WCA 50 | |
| Fri., 10/1 | V Football | St. Paul Catholic | Home - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | W 54-6 | |
| Fri., 10/1 | V Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:00 p.m. | W 7-0 | |
| Fri., 10/1 | V Girls Volleyball | Wilby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/1 | JV Girls Volleyball | Wilby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 10/2 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | 10:00 a.m. | ||
| Sat., 10/2 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 11:00 a.m. | L 1-7 | |
| Sat., 10/2 | FR Girls Volleyball | Holy Cross, Torrington, Watertown | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 10/4 | V Boys Soccer | Woodland | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 10/5 | JV Boys Soccer | Woodland | Home - Rotary Field-Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/5 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | Canceled | Cancelled | |
| Tue., 10/5 | V Girls Swimming and Diving | Kennedy | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:45 p.m. | NHS 87 Kennedy 52 | |
| Tue., 10/5 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/5 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 4:45 p.m. | ||
| Wed., 10/6 | V Boys Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 7-1 | |
| Wed., 10/6 | V Girls Soccer | Derby | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | W 6-0 | |
| Thu., 10/7 | FM Football | Kennedy | Home - Naugatuck HS-Veterans Field [Directions] | 5:30 p.m. | ||
| Thu., 10/7 | V Girls Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Thu., 10/7 | JV Girls Volleyball | Oxford | Away - Oxford HS-Gym 1 [Directions] | 5:00 p.m. | ||
| Fri., 10/8 | V Boys Soccer | Oxford | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 1-2 | |
| Fri., 10/8 | V Girls Swimming and Diving | Woodland | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | Woodland 94 NHS 81 | |
| Fri., 10/8 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:15 p.m. | W 3 - 0 | |
| Fri., 10/8 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 10/9 | V Football | Kennedy | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 10:00 a.m. | W 36-6 | |
| Tue., 10/12 | V Boys Cross Country | Crosby, Torrington, Wolcott | Home - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Watertown | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 2-4 | |
| Tue., 10/12 | V Girls Cross Country | Crosby, Torrington, Wolcott | Home - Hop Brook Park [Directions] | 3:30 p.m. | ||
| Tue., 10/12 | V Girls Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | L 2-3 | |
| Tue., 10/12 | V Girls Volleyball | Kennedy | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | W 3 - 1 | |
| Tue., 10/12 | JV Girls Volleyball | Kennedy | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 10/13 | JV Boys Soccer | Watertown | Home - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | ||
| Thu., 10/14 | V Boys Soccer | Torrington | Home - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | W 3-0 | |
| Thu., 10/14 | V Girls Volleyball | Holy Cross | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 3 - 0 | |
| Thu., 10/14 | JV Girls Volleyball | Holy Cross | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/15 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | W 4-1 | |
| Fri., 10/15 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:00 p.m. | NHS 85 St. Paul 81 | |
| Fri., 10/15 | V Girls Volleyball | Crosby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 10/15 | JV Girls Volleyball | Crosby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 10/16 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 1:15 p.m. | L 0-2 | |
| Sat., 10/16 | JV Boys Soccer | Torrington | Home - Naugatuck HS-Veterans Field [Directions] | 9:00 a.m. | ||
| Sat., 10/16 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 10:30 a.m. | T 2-2 | |
| Sat., 10/16 | JV Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | Canceled | Cancelled | |
| Mon., 10/18 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Ave [Directions] | 3:30 p.m. | W 5-1 | |
| Mon., 10/18 | V Girls Soccer | Ansonia | Home - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 10/19 | JV Boys Soccer | Holy Cross | Away - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 10/20 | V Girls Soccer | Holy Cross | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 2-4 | |
| Wed., 10/20 | V Girls Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | NHS 81 Torrington 76 | |
| Thu., 10/21 | V Boys Soccer | Wilby | Home - Naugatuck HS-Veterans Field [Directions] | 5:30 p.m. | W 4-0 | |
| Thu., 10/21 | JV Girls Soccer | Holy Cross | Home - Rotary Field-Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/21 | V Girls Volleyball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:15 p.m. | W 3 - 0 | |
| Thu., 10/21 | JV Girls Volleyball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/22 | V Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 34-12 | |
| Fri., 10/22 | V Girls Soccer | Woodland | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 1-6 | |
| Fri., 10/22 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | W 3 - 0 | |
| Fri., 10/22 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 10/23 | FM Football | Watertown | Home - Naugatuck HS-Veterans Field [Directions] | 11:00 a.m. | ||
| Sat., 10/23 | JV Girls Soccer | Woodland | Home - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Mon., 10/25 | V Girls Volleyball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | W 3 - 0 | |
| Mon., 10/25 | JV Girls Volleyball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 10/27 | V Boys Soccer | Wolcott | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | T 3-3 | |
| Wed., 10/27 | V Girls Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Wed., 10/27 | V Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Wed., 10/27 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 10/28 | FM Football | Holy Cross | Home - Naugatuck HS-Veterans Field [Directions] | 5:30 p.m. | ||
| Thu., 10/28 | V Boys Soccer | Holy Cross | Away - Naugatuck HS-Veterans Field [Directions] | 3:00 p.m. | L 4-1 | |
| Thu., 10/28 | JV Boys Soccer | Wolcott | Home - Rotary Field-Soccer Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | JV Girls Soccer | Wolcott | Away - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 6:15 p.m. | L 1-3 | |
| Thu., 10/28 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/28 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | 5:00 p.m. | ||
| Fri., 10/29 | V Football | Holy Cross | Home - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | W 24-14 | |
| Sat., 10/30 | V Girls Volleyball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 12:30 p.m. | W 3-0 | |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class L Championship | Away - Wickham Park | 11:25 a.m. | ||
| Mon., 11/1 | V Boys Soccer | Oxford | Home - Naugatuck HS-Veterans Field [Directions] | 6:15 p.m. | W 2-1 | |
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class L Championship | Away - Wickham Park | 11:55 a.m. | ||
| Mon., 11/1 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 2:30 p.m. | ||
| Tue., 11/2 | V Boys Soccer | Holy Cross | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 7:30 p.m. | L 1-4 | |
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Football | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | W 48-7 | |
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Sat., 11/6 | FM Football | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 9:00 a.m. | ||
| Mon., 11/8 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Tue., 11/9 | V Boys Soccer | Hamden | Home - Naugatuck HS-Veterans Field [Directions] | 2:00 p.m. | W 4-0 | |
| Wed., 11/10 | V Girls Swimming and Diving | CIAC Class L Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Thu., 11/11 | V Boys Soccer | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:00 p.m. | ||
| Thu., 11/11 | V Girls Volleyball | Fairfield Ludlowe | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 11/12 | V Football | Woodland | Home - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | W 35-13 | |
| Sat., 11/13 | FM Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | 10:00 a.m. | ||
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class L Qualifying Meet | Away - Cornerstone Pool | 3:15 p.m. | ||
| Tue., 11/16 | V Girls Swimming and Diving | CIAC Class L Swimming Championships | Away - SCSU | 6:00 p.m. | ||
| Wed., 11/17 | FM Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:30 p.m. | ||
| Thu., 11/18 | V Football | Crosby | Home - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | W 37-14 | |
| Thu., 11/18 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sun., 11/21 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 2:00 p.m. | ||
| Thu., 11/25 | V Football | Ansonia | Away - Nolan Field-Ansonia-Football Field [Directions] | 10:00 a.m. | W 14-7 | |
| Tue., 11/30 | V Football | Masuk | Home - Naugatuck HS-Veterans Field [Directions] | 6:30 p.m. | ||
| Tue., 12/7 | V Girls Basketball | Greenwich (Scrim.) | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 12/13 | V Boys Basketball | Bristol Central (Scrim.) | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 12/14 | V Girls Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 44-31 | |
| Tue., 12/14 | JV Girls Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/14 | FR Girls Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/15 | V Wrestling | Weston | Home - Pomperaug HS-Auxiliary Gym [Directions] | 6:00 p.m. | Weston 39 Pomperaug 33 | |
| Thu., 12/16 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 51-20 | |
| Thu., 12/16 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/17 | FR Boys Basketball | WCA | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Sat., 12/18 | V Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 6:00 p.m. | W 52-41 | |
| Sat., 12/18 | JV Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 12/18 | FR Boys Basketball | Holy Cross, Ansonia, Oxford | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/18 | V Wrestling | Pomperaug Quads (2 mats) | Home - Pomperaug HS-Auxiliary Gym [Directions] | 10:00 a.m. | Pomperaug 59 Terryville 12 Pomperaug 48 bacon academy 24 Pomperaug 48 nonnewaug 21 Pomperaug 45 new Canaan 30 Pomperaug 48 Portland 18 | |
| Mon., 12/20 | FR Girls Basketball | Bridgeport Central | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 12/21 | V Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | W 119-28 | |
| Tue., 12/21 | JV Boys Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/22 | V Wrestling | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 6:00 p.m. | Pomperaug 36 Masuk 15 | |
| Thu., 12/23 | V Boys Basketball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 66-42 | |
| Thu., 12/23 | JV Boys Basketball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/23 | FR Boys Basketball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 12/23 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Postponed | ||
| Tue., 12/28 | V Boys Basketball | Oxford | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 60-38 | |
| Tue., 12/28 | JV Boys Basketball | Oxford | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/28 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 12/29 | FR Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Thu., 12/30 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | W 84-62 | |
| Thu., 12/30 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Thu., 12/30 | V Wrestling | Trumbull Duals | Away - Trumbull HS-THS Main Gym | 9:00 a.m. | Cancelled | |
| Mon., 1/3 | V Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 6:00 p.m. | L 26-56 | |
| Mon., 1/3 | JV Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | Postponed | ||
| Tue., 1/4 | JV Girls Basketball | Ansonia | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Thu., 1/6 | V Wrestling | Haddam-Killingworth, Middletown, Nonnewaug (2 mats) | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 5:30 p.m. | Pomperaug 39 Middletown 27 Pomperaug 36 Haddam-killingworth 30 | |
| Sat., 1/8 | FR Boys Basketball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 1/8 | V Wrestling | Bristol Central Invitational (4 mats) | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 8:00 a.m. | Mike carpenter 1st Zach Hartman 1st Julianna Morris 4th Noen Jian 5th Alex Lee 5th Emin ismaili 5th Steve Purcell 6th Blake Dawson 6th | |
| Sat., 1/8 | V Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:00 p.m. | W 47-46 | |
| Mon., 1/10 | V Wrestling | Brookfield/Shepaug | Away - Brookfield HS-BHS Small Gym [Directions] | 6:00 p.m. | Pomperaug 63 Brookfield 4 | |
| Tue., 1/11 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | W 66-63 | |
| Tue., 1/11 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/11 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | Postponed | ||
| Tue., 1/11 | V Boys Swimming and Diving | Holy Cross | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/11 | V Girls Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 38-55 | |
| Tue., 1/11 | JV Girls Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/11 | V Girls Gymnastics | New Milford, TBA | Away - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | 130.45 | |
| Wed., 1/12 | V Boys Basketball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 82-51 | |
| Wed., 1/12 | JV Boys Basketball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/12 | V Wrestling | Stratford | Home - Pomperaug HS-Auxiliary Gym [Directions] | 6:00 p.m. | Pomperaug 47 Stratford 24 | |
| Wed., 1/12 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:45 p.m. | W 54-44(OT) | |
| Wed., 1/12 | JV Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Fri., 1/14 | V Boys Basketball | Notre Dame-Fairfield | Away - University of Bridgeport-Harvey Hubbell Gym [Directions] | 7:15 p.m. | W 70-62 | |
| Fri., 1/14 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 7:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Notre Dame-Fairfield | Away - University of Bridgeport-Harvey Hubbell Gym [Directions] | 5:30 p.m. | L 22-68 | |
| Sat., 1/15 | FR Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/15 | V Wrestling | Berlin, Avon, Bethel, Branford, Portland, Terryville/Thomaston (3 mats) | Away - Berlin HS-Jim Day Gymnasium | 10:00 a.m. | Pomperaug 18 Branford 46 Pomperaug 54 Berlin 15 Pomperaug 45 Bethel 24 Pomperaug 22 Avon 60 | |
| Sat., 1/15 | FR Girls Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 1/17 | V Girls Gymnastics | Brookfield | Home - Kinetic Kids [Directions] | 5:00 p.m. | 126.3 | |
| Tue., 1/18 | V Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 87-40 | |
| Tue., 1/18 | JV Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | FR Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Tue., 1/18 | V Girls Basketball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 48-55 | |
| Tue., 1/18 | JV Girls Basketball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | V Girls Gymnastics | Jonathan Law, Foran | Away - Jonathan Law HS-Old Gym [Directions] | 6:00 p.m. | 124.2 | |
| Wed., 1/19 | V Wrestling | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 6:00 p.m. | Pomperaug 42 Bunnell 39 | |
| Thu., 1/20 | JV Girls Basketball | Derby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/21 | V Boys Basketball | Seymour | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 77-47 | |
| Fri., 1/21 | JV Boys Basketball | Seymour | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/21 | V Boys Swimming and Diving | Woodland | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:30 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 7:00 p.m. | L 34-49 | |
| Fri., 1/21 | JV Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 1/22 | FR Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/22 | V Wrestling | Xavier, Bristol Central, Bristol Eastern, Burlington (MA), Cheshire, Fitch, Guilford, Joel Barlow, TBA, Ridgefield, Simsbury, Trumbull, Hall, Xaverian Brothers (MA) | Away - Xavier HS-Gym | 9:00 a.m. | ||
| Sat., 1/22 | V Girls Gymnastics | Joel Barlow | Away - Gymnastics Revolution [Directions] | 5:00 p.m. | 127.9 | |
| Tue., 1/25 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 69-53 | |
| Tue., 1/25 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/25 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Holy Cross | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 44-80 | |
| Tue., 1/25 | JV Girls Basketball | Holy Cross | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/26 | V Wrestling | Newtown | Home - Pomperaug HS-Auxiliary Gym [Directions] | 6:00 p.m. | Newtown 38 Pomperaug 36 | |
| Wed., 1/26 | V Girls Basketball | Crosby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 53-56 | |
| Wed., 1/26 | JV Girls Basketball | Crosby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/27 | V Boys Basketball | WCA | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 65-51 | |
| Thu., 1/27 | JV Boys Basketball | WCA | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/27 | V Girls Gymnastics | New Milford, TBA | Away - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | 131.25 | |
| Fri., 1/28 | V Boys Swimming and Diving | Kennedy | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 5:15 p.m. | ||
| Sat., 1/29 | FR Boys Basketball | Seymour | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Sat., 1/29 | V Wrestling | Brookfield, Bethel, Canton, Danbury, Darien, Joel Barlow, Montville, New Canaan, Newtown, Stratford, Harding, Wilton | Away - Brookfield HS-BHS Small & Big Gym | Canceled | Cancelled | |
| Pending changes awaiting acceptance by one or more parties involved: Date to 1/30, Time to 11:00 a.m. | ||||||
| Mon., 1/31 | FR Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Postponed | ||
| Tue., 2/1 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | W 57-47 | |
| Tue., 2/1 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/1 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 6:00 p.m. | ||
| Tue., 2/1 | V Girls Basketball | Kennedy | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 46-49 | |
| Tue., 2/1 | JV Girls Basketball | Kennedy | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/2 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 74-40 | |
| Wed., 2/2 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/2 | V Wrestling | New Milford | Home - Pomperaug HS-Auxiliary Gym [Directions] | 6:00 p.m. | New milford 48 Pomperaug 26 | |
| Wed., 2/2 | V Girls Basketball | Ansonia | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 56-26 | |
| Thu., 2/3 | V Boys Swimming and Diving | Crosby/WCA | Away - Crosby HS-CHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 2/4 | FR Boys Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Fri., 2/4 | V Wrestling | Farmington, Maloney, TBA, New Milford | Home - Pomperaug HS-Auxiliary Gym [Directions] | 4:30 p.m. | Cancelled | |
| Sat., 2/5 | V Boys Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:00 p.m. | W 68-49 | |
| Sat., 2/5 | JV Boys Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 1:00 p.m. | ||
| Sat., 2/5 | FR Boys Basketball | Holy Cross, TBA | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/5 | V Wrestling | Farmington, Maloney | Home - Pomperaug HS-Auxiliary Gym [Directions] | 11:00 a.m. | Pomperaug 42 Farmington 26 Pomperaug 42 Maloney 36 | |
| Sat., 2/5 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 2:30 p.m. | L 40-54 | |
| Sat., 2/5 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 1:00 p.m. | ||
| Tue., 2/8 | V Boys Basketball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 72-42 | |
| Tue., 2/8 | JV Boys Basketball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | FR Boys Basketball | Wolcott | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 44-46 | |
| Tue., 2/8 | JV Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | FR Girls Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Tue., 2/8 | V Girls Gymnastics | Jonathan Law, Mercy | Away - Jonathan Law HS-Old Gym [Directions] | 6:30 p.m. | 125.9 | |
| Thu., 2/10 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | W 68-51 | |
| Thu., 2/10 | V Girls Gymnastics | SWC Gymnastics Championships | Away - New Milford HS-Main Gym - NMHS | 5:00 p.m. | 132.05 | |
| Fri., 2/11 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | W 83-29 | |
| Fri., 2/11 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Postponed | ||
| Fri., 2/11 | V Girls Basketball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 64-49 | |
| Fri., 2/11 | JV Girls Basketball | Watertown | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 2/12 | FR Boys Basketball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/12 | V Boys Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/12 | V Wrestling | New Milford, Brookfield, Bunnell, Joel Barlow, Masuk, SWC Tournament, New Fairfield, Newtown, Stratford, Weston | Away - New Milford HS-Main Gym - NMHS | 8:30 a.m. | ||
| Sat., 2/12 | V Girls Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/14 | V Girls Basketball | Derby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | W 48-8 | |
| Tue., 2/15 | V Boys Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 75-34 | |
| Tue., 2/15 | JV Boys Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/15 | FR Boys Basketball | Torrington | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 2/15 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | W 45-36 | |
| Tue., 2/15 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/16 | V Boys Swimming and Diving | Torrington | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | W 55-15 | |
| Thu., 2/17 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 2/18 | V Boys Basketball | Wilby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 69-41 | |
| Fri., 2/18 | JV Boys Basketball | Wilby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/18 | FR Boys Basketball | Wilby | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Postponed | ||
| Fri., 2/18 | V Boys Swimming and Diving | Seymour | Home - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 6:00 p.m. | ||
| Fri., 2/18 | V Wrestling | Class L Championship - Day 1 | Away - Wilton | 3:00 p.m. | ||
| Fri., 2/18 | V Wrestling | Class L Championship - Day 1 | Away - Wilton | 3:00 p.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class L Championship - Day 2 | Away - Wilton | 9:00 a.m. | ||
| Sat., 2/19 | V Wrestling | Class L Championship - Day 2 | Away - Wilton | 9:00 a.m. | ||
| Sat., 2/19 | V Girls Basketball | Seymour | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 12:45 p.m. | ||
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/21 | V Girls Gymnastics | Brookfield, Joel Barlow | Home - Kinetic Kids [Directions] | 12:00 p.m. | 128.6 | |
| Wed., 2/23 | V Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | W 58-43 | |
| Wed., 2/23 | JV Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/23 | FR Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | Postponed | ||
| Thu., 2/24 | V Boys Swimming and Diving | Pomperaug | Away - Pomperaug HS-PHS Pool [Directions] | 5:00 p.m. | ||
| Sat., 2/26 | V Boys Basketball | Torrington | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 2/26 | V Boys Swimming and Diving | Woodland, Crosby/WCA, Holy Cross, Kennedy, Oxford, Seymour, Torrington, WCA, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 12:00 p.m. | ||
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/26 | V Girls Gymnastics | CIAC Class S Divisional Championship | Away - Richetelli Gymnasium @Jonathan Law | 6:00 p.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/28 | V Boys Basketball | WCA | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:30 p.m. | ||
| Tue., 3/1 | V Girls Basketball | North Haven | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 3/2 | V Boys Basketball | WCA | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | Woodland, Crosby/WCA, Holy Cross, Kennedy, Oxford, Seymour, Torrington, WCA, Watertown | Away - John F. Kennedy HS-John Reardon Pool | 11:00 a.m. | ||
| Sat., 3/5 | V Girls Gymnastics | State Open | Away - New Milford | 10:00 a.m. | ||
| Thu., 3/10 | V Boys Basketball | Wilbur Cross | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class L Diving Championships | Away - Sheehan | 6:30 p.m. | ||
| Fri., 3/11 | V Boys Swimming and Diving | CIAC Class L Qualifying Meet | Away - Cornerstone Pool | 6:30 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | CIAC Class L Swimming Championships | Away - Cornerstone Pool | 1:30 p.m. | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 3:15 p.m. | ||
| Tue., 3/22 | V Softball | St. Joseph (Scrim.) | Home - Naugatuck HS-Softball Diamond [Directions] | 3:30 p.m. | ||
| Wed., 3/23 | V Baseball | Nonnewaug (Scrim.) | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | ||
| Sat., 3/26 | V Baseball | Lewis Mills (Scrim.) | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 12:00 p.m. | ||
| Sat., 3/26 | V Baseball | TBA | Away - TBA | 12:00 p.m. | Cancelled | |
| Sat., 3/26 | V Softball | Maloney (Scrim.) | Home - Trumbull HS-Varsity Softball Diamond [Directions] | 12:00 p.m. | ||
| Sat., 3/26 | V Softball | Trumbull (Scrim.) | Away - Trumbull HS-Varsity Softball Diamond [Directions] | 1:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:15 p.m. | ||||||
| Mon., 3/28 | V Softball | Bristol Central (Scrim.) | Home - Naugatuck HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 3/29 | V Baseball | Hillhouse/Career (Scrim.) | Home - Naugatuck HS-Raymond Legenza Field [Directions] | Canceled | Cancelled | |
| Tue., 3/29 | V Softball | Pomperaug (Scrim.) | Home - Naugatuck HS-Softball Diamond [Directions] | Postponed | ||
| Wed., 3/30 | V Softball | Fairfield Ludlowe (Scrim.) | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 5:15 p.m. | ||
| Wed., 3/30 | V Girls Tennis | Pomperaug (Scrim.) | Away - Edgewood Bath and Tennis Club [Directions] | 3:00 p.m. | ||
| Thu., 3/31 | V Baseball | Thomaston (Scrim.) | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | V Boys Tennis | Pomperaug (Scrim.) | Home - Naugatuck HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Sat., 4/2 | V Baseball | Wolcott | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 1:30 p.m. | W 5-4 | |
| Sat., 4/2 | FR Baseball | Wolcott | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 10:30 a.m. | ||
| Sat., 4/2 | V Boys Tennis | Wolcott | Home - Naugatuck HS-Tennis Courts [Directions] | 11:00 a.m. | L 1-4 [Detailed Results] | |
| Sat., 4/2 | V Softball | Wolcott | Away - Wolcott HS-George Babcock Softball Field [Directions] | 11:00 a.m. | L 3-10 | |
| Sat., 4/2 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 11:00 a.m. | L 1-6 | |
| Mon., 4/4 | V Baseball | St. Paul Catholic | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 5:00 p.m. | L 12-0 | |
| Mon., 4/4 | V Boys Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | W 3-2 [Detailed Results] | |
| Mon., 4/4 | V Softball | St. Paul Catholic | Home - Naugatuck HS-Softball Diamond [Directions] | 5:00 p.m. | W 8-5 | |
| Mon., 4/4 | V Girls Tennis | St. Paul Catholic | Away - Page Park -Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Tue., 4/5 | JV Baseball | St. Paul Catholic | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 4:45 p.m. | ||
| Tue., 4/5 | V Boys Outdoor Track | Derby, Woodland | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Boys Tennis | Torrington | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 2-3 [Detailed Results] | |
| Tue., 4/5 | V Girls Outdoor Track | Derby, Woodland | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | 5:00 p.m. | W 20-0 | |
| Tue., 4/5 | JV Softball | St. Paul Catholic | Home - Naugatuck HS-Softball Diamond [Directions] | 5:00 p.m. | ||
| Thu., 4/7 | JV Softball | Derby | Away - Derby HS-Payden Park [Directions] | Canceled | Cancelled | |
| Fri., 4/8 | FR Baseball | Torrington | Home - Rotary Field-Baseball [Directions] | Postponed | ||
| Fri., 4/8 | V Girls Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 3:30 p.m. | W 4-3 | |
| Sat., 4/9 | JV Baseball | Torrington | Home - Naugatuck HS-Raymond Legenza Field [Directions] | Postponed | ||
| Sat., 4/9 | JV Softball | Torrington | Away - Torrington HS Varsity Ladies Softball-THS Varsity Ladies Softball [Directions] | Postponed | ||
| Sun., 4/10 | V Softball | Berlin | Home - Naugatuck HS-Softball Diamond [Directions] | TBA | L 8 -10 | |
| Mon., 4/11 | V Baseball | WCA | Away - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | W 10-1 | |
| Mon., 4/11 | FR Baseball | Woodland | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:30 p.m. | ||
| Mon., 4/11 | V Boys Golf | St. Paul Catholic | Away - Westwoods Golf Course [Directions] | 2:30 p.m. | Vin Ferrucci 41 Logan McKinney 40 Nate Testone 48 Dan Testone 49 | |
| Mon., 4/11 | V Boys Tennis | Kennedy | Home - Naugatuck HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Tue., 4/12 | JV Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 4/12 | V Boys Outdoor Track | Holy Cross, Crosby | Away - Naugatuck HS-Veterans Field [Directions] | 4:45 p.m. | ||
| Tue., 4/12 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 3:30 p.m. | L 1-4 [Detailed Results] | |
| Tue., 4/12 | V Girls Outdoor Track | Holy Cross, Crosby | Away - Naugatuck HS-Veterans Field [Directions] | 4:45 p.m. | ||
| Tue., 4/12 | V Girls Tennis | Torrington | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Wed., 4/13 | V Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 3:45 p.m. | W 12-2 | |
| Wed., 4/13 | V Boys Golf | Woodland | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 48 Dan Testone 54 Nate Testone 51 Ethan Vicente 66 | |
| Wed., 4/13 | V Softball | Maloney | Away - Bear Creek Sports Complex [Directions] | 9:00 a.m. | W 3 - 2 | |
| Wed., 4/13 | V Girls Tennis | Seymour | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | W 6-1 | |
| Thu., 4/14 | JV Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 3:00 p.m. | ||
| Thu., 4/14 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 12:45 p.m. | Logan McKinney 48 Dan Testone 54 Nate Testone 51 Ethan Vicente 68 | |
| Thu., 4/14 | V Boys Tennis | Woodland | Home - Naugatuck HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-5 [Detailed Results] | |
| Fri., 4/15 | V Softball | WCA | Home - Naugatuck HS-Softball Diamond [Directions] | 1:00 p.m. | W 12-0 | |
| Fri., 4/15 | JV Softball | WCA | Home - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 4/16 | V Baseball | Watertown | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 11:00 a.m. | W 3-1 | |
| Sat., 4/16 | FR Baseball | Watertown | Home - Rotary Field-Baseball [Directions] | Canceled | Cancelled | |
| Sat., 4/16 | V Boys Outdoor Track | Hillhouse Novice Invite | Away - Not Listed | 10:00 a.m. | ||
| Sat., 4/16 | V Boys Tennis | Watertown | Home - Naugatuck HS-Tennis Courts [Directions] | 11:00 a.m. | L 1-4 [Detailed Results] | |
| Sat., 4/16 | V Girls Outdoor Track | Hillhouse Novice Invite | Away - Not Listed | 10:00 a.m. | ||
| Sat., 4/16 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 10:00 a.m. | L 3-4 | |
| Mon., 4/18 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 3:45 p.m. | W 12-5 | |
| Mon., 4/18 | FR Baseball | Torrington | Away - Torrington High Baseball Field [Directions] | 3:30 p.m. | ||
| Mon., 4/18 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | 2:30 p.m. | Logan McKinney 48 Dan Testone 50 Nate Testone 49 Vin Ferrucci 51 | |
| Mon., 4/18 | V Softball | Torrington | Home - Naugatuck HS-Softball Diamond [Directions] | 4:00 p.m. | L 1-6 | |
| Tue., 4/19 | JV Baseball | Torrington | Away - Torrington High Baseball Field [Directions] | Postponed | ||
| Tue., 4/19 | V Boys Outdoor Track | Kennedy | Home - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | V Girls Outdoor Track | Kennedy | Home - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | JV Softball | Torrington | Home - Naugatuck HS-Softball Diamond [Directions] | Postponed | ||
| Wed., 4/20 | V Baseball | St. Paul Catholic | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 5:00 p.m. | L 15-2 | |
| Wed., 4/20 | FR Baseball | St. Paul Catholic | Home - Rotary Field-Baseball [Directions] | Postponed | ||
| Wed., 4/20 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 5:30 p.m. | W 13-1 | |
| Wed., 4/20 | V Girls Tennis | St. Paul Catholic | Home - Naugatuck HS-Tennis Courts [Directions] | 4:30 p.m. | W 5-2 | |
| Thu., 4/21 | JV Baseball | St. Paul Catholic | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 4:30 p.m. | ||
| Thu., 4/21 | JV Softball | Wolcott | Away - Wolcott HS-JV Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:45 p.m. | L 1-0 | |
| Fri., 4/22 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Fri., 4/22 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Fri., 4/22 | V Softball | Woodland | Home - Naugatuck HS-Softball Diamond [Directions] | 4:00 p.m. | L 4-5 | |
| Fri., 4/22 | V Girls Tennis | Woodland | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 3-4 | |
| Sat., 4/23 | JV Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 4/23 | V Boys Outdoor Track | Hillhouse Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 4/23 | V Girls Outdoor Track | Hillhouse Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 4/23 | JV Softball | Woodland | Home - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Mon., 4/25 | V Baseball | Oxford | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 6:00 p.m. | L 8-3 | |
| Mon., 4/25 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 3:45 p.m. | L 2-3 | |
| Tue., 4/26 | JV Baseball | Oxford | Home - Naugatuck HS-Raymond Legenza Field [Directions] | Postponed | ||
| Tue., 4/26 | V Boys Outdoor Track | Oxford, Seymour | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/26 | V Girls Outdoor Track | Oxford, Seymour | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/26 | JV Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | Postponed | ||
| Wed., 4/27 | V Baseball | Ansonia | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:00 p.m. | W 8-6 | |
| Wed., 4/27 | V Boys Golf | Waterbury Coop | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 46 Dan Testone 61 Nate Testone 56 Ethan Vicente 53 | |
| Wed., 4/27 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 3:30 p.m. | W 5-0 [Detailed Results] | |
| Wed., 4/27 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 5:00 p.m. | W 5-0 [Detailed Results] | |
| Wed., 4/27 | V Softball | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 3:30 p.m. | W 16-1 | |
| Wed., 4/27 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 3:30 p.m. | L 3-4 | |
| Thu., 4/28 | V Boys Golf | Seymour | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 46 Dan Testone 61 Nate Testone 56 Ethan Vicente 53 | |
| Thu., 4/28 | JV Softball | Pomperaug | Home - Naugatuck HS-Softball Diamond [Directions] | 5:30 p.m. | ||
| Fri., 4/29 | V Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | W 29-0 | |
| Fri., 4/29 | V Boys Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | Cancelled | |
| Fri., 4/29 | V Softball | Crosby | Home - Naugatuck HS-Softball Diamond [Directions] | 5:30 p.m. | W 20 - 0 | |
| Fri., 4/29 | V Girls Tennis | Crosby | Home - Naugatuck HS-Tennis Courts [Directions] | 5:30 p.m. | W 7-0 | |
| Sat., 4/30 | JV Softball | Holy Cross | Home - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Mon., 5/2 | V Boys Golf | St. Paul Catholic | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 47 Vin Ferrucci 47 Nate Testone 49 Ethan Vicente 52 | |
| Mon., 5/2 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/3 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | W 8-7 | |
| Tue., 5/3 | V Boys Outdoor Track | Torrington, Wilby | Home - Naugatuck HS-Veterans Field [Directions] | 5:00 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | L 1-4 [Detailed Results] | |
| Tue., 5/3 | V Girls Outdoor Track | Torrington, Wilby | Home - Naugatuck HS-Veterans Field [Directions] | 5:00 p.m. | ||
| Tue., 5/3 | JV Softball | Seymour | Home - Naugatuck HS-Softball Diamond [Directions] | 4:30 p.m. | ||
| Tue., 5/3 | V Girls Tennis | Watertown | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 3-4 | |
| Thu., 5/5 | V Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 3:45 p.m. | W 15-0 | |
| Thu., 5/5 | FR Baseball | Kennedy | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 5:15 p.m. | ||
| Thu., 5/5 | V Boys Golf | Watertown | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan Mckinney 55 Dan Testone 55 Ethan Vicente 61 Nate Testone 51 | |
| Thu., 5/5 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:00 p.m. | W 14 - 1 | |
| Thu., 5/5 | V Softball | Wilby | Home - Naugatuck HS-Softball Diamond [Directions] | 6:00 p.m. | W 12 - 0 | |
| Thu., 5/5 | JV Softball | Pomperaug | Home - Naugatuck HS-Softball Diamond [Directions] | 3:45 p.m. | ||
| Sat., 5/7 | V Boys Outdoor Track | Org-Jake Spartan Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 5/7 | V Girls Outdoor Track | Org-Jake Spartan Invitational | Away - Not Listed | 3:30 p.m. | ||
| Mon., 5/9 | V Baseball | Litchfield | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 6:30 p.m. | W 11-0 | |
| Mon., 5/9 | JV Baseball | Wolcott | Home - Rotary Field-Baseball [Directions] | 5:15 p.m. | ||
| Mon., 5/9 | V Boys Golf | Torrington | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 53 Nate Testone 54 Dan Testone 54 Ethan Vicente 55 | |
| Tue., 5/10 | JV Baseball | Nonnewaug | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Boys Outdoor Track | St. Paul Catholic, WCA | Home - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | St. Paul Catholic, WCA | Home - Naugatuck HS-Veterans Field [Directions] | 5:15 p.m. | ||
| Tue., 5/10 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 3:45 p.m. | W 9 - 5 | |
| Wed., 5/11 | V Baseball | Holy Cross | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 6:00 p.m. | L 8-7 | |
| Wed., 5/11 | FR Baseball | Holy Cross | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | ||
| Wed., 5/11 | V Boys Golf | Holy Cross | Away - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | Logan McKinney 51 Dan Testone 60 Ethan Vicente 58 Nate Testone 59 | |
| Wed., 5/11 | V Boys Tennis | Holy Cross | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | W 5-0 [Detailed Results] | |
| Wed., 5/11 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 19 - 5 | |
| Wed., 5/11 | V Girls Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | L 2-5 | |
| Thu., 5/12 | JV Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | V Boys Golf | Wolcott | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 43 Dan Testone 51 Nate Testone 54 Ethan Vicente 57 | |
| Thu., 5/12 | V Softball | Watertown | Home - Naugatuck HS-Softball Diamond [Directions] | 7:00 p.m. | W 8-2 | |
| Thu., 5/12 | JV Softball | Watertown | Home - Naugatuck HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 5/12 | JV Softball | Watertown | Home - Naugatuck HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 5/12 | V Girls Tennis | Kennedy | Home - Naugatuck HS-Tennis Courts [Directions] | 5:00 p.m. | W 7-0 | |
| Thu., 5/12 | V Girls Tennis | Wilby | Home - Naugatuck HS-Tennis Courts [Directions] | 5:00 p.m. | W 7-0 | |
| Fri., 5/13 | JV Baseball | Watertown | Home - Naugatuck HS-Raymond Legenza Field [Directions] | Canceled | Cancelled | |
| Fri., 5/13 | V Boys Outdoor Track | Torrington Invitational | Away - Not Listed | 3:30 p.m. | ||
| Fri., 5/13 | V Boys Tennis | Crosby | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | Cancelled | |
| Fri., 5/13 | V Girls Outdoor Track | Torrington Invitational | Away - Not Listed | 3:30 p.m. | ||
| Sat., 5/14 | V Baseball | Pomperaug | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 10:00 a.m. | W 1-0 | |
| Sat., 5/14 | V Baseball | Derby | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 1:00 p.m. | W 15-5 | |
| Sat., 5/14 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 10:00 a.m. | W 4-1 [Detailed Results] | |
| Mon., 5/16 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | L 1-4 [Detailed Results] | |
| Tue., 5/17 | V Baseball | Kennedy | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 6:00 p.m. | W 15-1 | |
| Tue., 5/17 | JV Baseball | Wolcott | Away - Wolcott HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | ||
| Tue., 5/17 | V Boys Outdoor Track | Wolcott, Watertown | Away - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | Wolcott, Watertown | Away - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | JV Softball | Wolcott | Home - Naugatuck HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 5/17 | V Girls Tennis | Wolcott | Home - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Wed., 5/18 | V Baseball | Torrington | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | W 10-0 | |
| Wed., 5/18 | FR Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Boys Golf | Seymour | Away - Seymour HS-Oxford Greens [Directions] | 2:30 p.m. | ||
| Wed., 5/18 | V Softball | Seymour | Home - Naugatuck HS-Softball Diamond [Directions] | 6:00 p.m. | W 9 - 7 | |
| Wed., 5/18 | JV Softball | Seymour | Home - Breen South South [Directions] | 3:30 p.m. | ||
| Wed., 5/18 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 5/19 | V Softball | Torrington | Home - Breen South South [Directions] | 3:00 p.m. | W 6 - 4 | |
| Fri., 5/20 | V Baseball | Wolcott | Away - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | W 7-6 | |
| Fri., 5/20 | FR Baseball | Wolcott | Away - BAW 90' Sr. Field [Directions] | 3:45 p.m. | ||
| Fri., 5/20 | V Softball | Wolcott | Home - Naugatuck HS-Softball Diamond [Directions] | 3:00 p.m. | W 9 - 7 | |
| Sat., 5/21 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 11:00 a.m. | L 0-4 | |
| Sat., 5/21 | V Softball | Watertown | Home - Naugatuck HS-Softball Diamond [Directions] | 6:30 p.m. | ||
| Mon., 5/23 | V Boys Golf | Holy Cross | Home - Hop Brook Golf Course [Directions] | 2:30 p.m. | Logan McKinney 57 Liz Nixon 60 Nate Testone 57 Ethan Vicente 62 | |
| Mon., 5/23 | V Softball | Woodland | Away - Wolcott HS-George Babcock Softball Field [Directions] | 7:00 p.m. | ||
| Mon., 5/23 | V Girls Tennis | NVL Girls Tennis Individual Tournament | Away - Woodland HS-Tennis Courts | 12:00 p.m. | ||
| Tue., 5/24 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:00 p.m. | Logan McKinney 52 Dan Testone 60 Nate Testone 52 Ethan Vicente 56 | |
| Fri., 5/27 | V Boys Outdoor Track | Derby, Seymour, Torrington, WCA | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Fri., 5/27 | V Boys Tennis | Cheshire | Away - Cheshire HS-Park and Rec Tennis Courts [Directions] | 3:00 p.m. | L 0-7 [Detailed Results] | |
| Fri., 5/27 | V Girls Outdoor Track | Derby, Seymour, Torrington, WCA | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Fri., 5/27 | JV Softball | Danbury | Home - Naugatuck HS-Softball Diamond [Directions] | 3:30 p.m. | ||
| Fri., 5/27 | V Girls Tennis | Norwich Free Academy | Away - Norwich Technical HS-Tennis Court [Directions] | 3:00 p.m. | ||
| Tue., 5/31 | V Baseball | Cheshire | Home - Naugatuck HS-Raymond Legenza Field [Directions] | 4:00 p.m. | W 10-6 | |
| Tue., 5/31 | V Softball | Manchester | Home - Naugatuck HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 5/31 | V Girls Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Wed., 6/1 | V Baseball | Danbury | Away - Danbury HS-V Baseball Field [Directions] | 3:30 p.m. | L 10-4 | |
| Wed., 6/1 | V Boys Outdoor Track | CIAC Class L Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC Class L Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/1 | V Softball | Hall | Away - Hall HS-Varsity Softball [Directions] | 4:00 p.m. | ||
| Mon., 6/6 | V Boys Golf | CIAC Division I Spring Championship | Away - Stanley GC | 8:00 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Tue., 6/7 | V Girls Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | V Girls Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Boys Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Girls Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Boys Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Girls Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Sat., 6/11 | V Boys Golf | CIAC State Open | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||