| Wolcott 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 508 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 8/26 | Miscellaneous Events | Girls Volleyball Tryouts | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 8/27 | Miscellaneous Events | Girls Volleyball Tryouts | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 8/28 | Miscellaneous Events | Girls Volleyball Tryouts | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 9:00 a.m. | ||
| Tue., 8/31 | V Girls Soccer | Plainville (Scrim.) | Home - Wolcott HS-Monroe Field [Directions] | 3:00 p.m. | ||
| Thu., 9/2 | V Boys Soccer | Windsor Locks (Scrim.) | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 9/3 | V Football | ATI (Scrim.) | Away - Immaculate HS-Mustang Valley [Directions] | 5:00 p.m. | ||
| Sat., 9/4 | V Boys Soccer | Valley Regional (Scrim.) | Home - Wolcott HS-Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 9/4 | V Boys Soccer | St. Paul Catholic (Scrim.) | Home - Wolcott HS-Soccer Field [Directions] | 10:00 a.m. | ||
| Tue., 9/7 | V Boys Soccer | Brookfield (Scrim.) | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | ||
| Tue., 9/7 | V Girls Soccer | Plainville (Scrim.) | Away - Plainville HS-Plainville HS- Tinty Field and Track [Directions] | 3:00 p.m. | ||
| Thu., 9/9 | V Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 6:00 p.m. | L 2-6 | |
| Fri., 9/10 | V Girls Swimming and Diving | Jonathan Law | Home - Woodland HS-pool [Directions] | 5:00 p.m. | Win 102-82 | |
| Sat., 9/11 | V Boys Cross Country | Simsbury | Away - Stratton Brook State Park [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | V Girls Cross Country | Simsbury | Away - Stratton Brook State Park [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | V Girls Soccer | Seymour | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | W 2-1 | |
| Mon., 9/13 | JV Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 9/14 | V Boys Cross Country | Woodland | Away - Woodland HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 9/14 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | L 0-8 | |
| Tue., 9/14 | V Girls Cross Country | Woodland | Away - Woodland HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 9/14 | V Girls Soccer | Woodland | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 1-6 | |
| Tue., 9/14 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/14 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 4:45 p.m. | ||
| Wed., 9/15 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Wed., 9/15 | JV Girls Soccer | Woodland | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 5:15 p.m. | ||
| Wed., 9/15 | V Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 9/15 | JV Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/15 | FR Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS-Gym 2 [Directions] | 5:00 p.m. | ||
| Thu., 9/16 | V Girls Soccer | Holy Cross | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/17 | V Football | Watertown | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | W 28-7 | |
| Fri., 9/17 | V Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 9/17 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Away - Wilby HS-Gil Cyr Natatorium [Directions] | 4:00 p.m. | Win 76-45 | |
| Fri., 9/17 | V Girls Volleyball | Kennedy | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/17 | JV Girls Volleyball | Kennedy | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 9/18 | FM Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Mon., 9/20 | JV Boys Soccer | Torrington | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 4:30 p.m. | ||
| Mon., 9/20 | V Girls Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 3-0 | |
| Tue., 9/21 | V Boys Cross Country | Seymour, Holy Cross, WCA | Away - Seymour HS-Seymour High Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Boys Soccer | WCA | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 9/21 | MS Boys Soccer | Long River MS | Home - Tyrrell MS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 9/21 | V Girls Cross Country | Seymour, Holy Cross, WCA | Away - Seymour HS-Seymour High Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 9/21 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Woodland HS-pool [Directions] | 5:00 p.m. | Win 95-82 | |
| Tue., 9/21 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 9/21 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 9/22 | JV Boys Soccer | WCA | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/23 | JV Girls Soccer | Holy Cross | Home - Wolcott HS-Soccer Field [Directions] | 3:30 p.m. | ||
| Fri., 9/24 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | L 18-32 | |
| Fri., 9/24 | V Boys Soccer | Kennedy | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 4-2 | |
| Fri., 9/24 | V Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 2-5 | |
| Fri., 9/24 | V Girls Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 3:00 p.m. | Win 93-70 | |
| Fri., 9/24 | V Girls Volleyball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/24 | JV Girls Volleyball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 9/25 | JV Boys Soccer | Kennedy | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 11:00 a.m. | ||
| Sat., 9/25 | V Girls Cross Country | Farmington | Away - Winding Trails-Cross Country Course [Directions] | 9:00 a.m. | ||
| Sat., 9/25 | V Girls Cross Country | Farmington | Away - Winding Trails-Cross Country Course [Directions] | 9:00 a.m. | ||
| Sat., 9/25 | JV Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Sat., 9/25 | FR Girls Volleyball | Seymour, Holy Cross, Torrington (Scrim.) | Away - Seymour HS-Gym [Directions] | 10:00 a.m. | ||
| Tue., 9/28 | V Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | L 0-4 | |
| Tue., 9/28 | V Girls Soccer | Oxford | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 9/28 | V Girls Swimming and Diving | Pomperaug | Home - Woodland HS-pool [Directions] | Postponed | Cacelled | |
| Tue., 9/28 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 9/28 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 9/29 | V Boys Cross Country | Kennedy, Oxford, Watertown | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wolcott HS-Monroe Field | ||||||
| Wed., 9/29 | V Girls Cross Country | Kennedy, Oxford, Watertown | Home - Bucks Hill (MONTOE) Park-Soccer Pitch [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wolcott HS-Soccer Field | ||||||
| Wed., 9/29 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Wed., 9/29 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Thu., 9/30 | JV Boys Soccer | Wilby | Away - Wilby HS-Pedro DeBrito Field [Directions] | 3:30 p.m. | ||
| Fri., 10/1 | V Football | Ansonia | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | L 0-35 | |
| Fri., 10/1 | V Boys Soccer | Wilby | Away - Wilby HS-Pedro DeBrito Field [Directions] | 3:30 p.m. | W 6-2 | |
| Fri., 10/1 | V Girls Swimming and Diving | Kennedy | Home - Woodland HS-pool [Directions] | 5:00 p.m. | Win 73-43 | |
| Fri., 10/1 | V Girls Volleyball | Crosby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/1 | JV Girls Volleyball | Crosby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/2 | FM Football | Ansonia | Home - Wolcott HS-Monroe Field [Directions] | 10:00 a.m. | ||
| Mon., 10/4 | V Boys Soccer | St. Paul Catholic | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 10/5 | V Boys Cross Country | Derby, St. Paul Catholic, Wilby | Away - Witek Park [Directions] | 5:15 p.m. | ||
| Tue., 10/5 | JV Boys Soccer | St. Paul Catholic | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 4:30 p.m. | ||
| Tue., 10/5 | V Girls Cross Country | Derby, St. Paul Catholic, Wilby | Away - Witek Park [Directions] | 5:15 p.m. | ||
| Tue., 10/5 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:30 p.m. | L 1-5 | |
| Tue., 10/5 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-Upper Soccer Field [Directions] | Rainout | ||
| Tue., 10/5 | V Girls Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 3:00 p.m. | Win 99-78 | |
| Tue., 10/5 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | L 2-3 | |
| Tue., 10/5 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 10/7 | JV Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:30 p.m. | ||
| Thu., 10/7 | V Girls Soccer | Capital Prep | Home - Wolcott HS-Monroe Field [Directions] | 5:00 p.m. | W 8-0 | |
| Thu., 10/7 | V Girls Volleyball | Holy Cross | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 3:30 p.m. | W 3-1 | |
| Thu., 10/7 | JV Girls Volleyball | Holy Cross | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Fri., 10/8 | V Football | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 7:00 p.m. | L 12-48 | |
| Fri., 10/8 | V Girls Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | Win 94-81 | |
| Fri., 10/8 | V Girls Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/8 | JV Girls Volleyball | Oxford | Away - Oxford HS-Gym 1 [Directions] | Canceled | Cancelled | |
| Sat., 10/9 | V Boys Cross Country | Manchester | Away - Wickham Park [Directions] | 9:00 a.m. | ||
| Sat., 10/9 | FM Football | Seymour | Home - Wolcott HS-Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 10/9 | V Girls Cross Country | Manchester | Away - Wickham Park [Directions] | 9:00 a.m. | ||
| Sat., 10/9 | JV Girls Soccer | Haddam-Killingworth | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 11:00 a.m. | ||
| Tue., 10/12 | V Boys Cross Country | Naugatuck, Crosby, Torrington | Away - Hop Brook Park [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 5:30 p.m. | L 1-5 | |
| Tue., 10/12 | V Girls Cross Country | Naugatuck, Crosby, Torrington | Away - Hop Brook Park [Directions] | 3:30 p.m. | ||
| Tue., 10/12 | V Girls Soccer | Torrington | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 2-1 | |
| Tue., 10/12 | V Girls Swimming and Diving | Suffield | Home - Woodland HS-pool [Directions] | 5:00 p.m. | Win 89-762 | |
| Tue., 10/12 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:30 p.m. | W 3-1 | |
| Tue., 10/12 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Wed., 10/13 | V Boys Soccer | Crosby | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 4-1 | |
| Wed., 10/13 | JV Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | Postponed | ||
| Wed., 10/13 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Ave [Directions] | 3:45 p.m. | W 2-0 | |
| Wed., 10/13 | JV Girls Soccer | Torrington | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | Postponed | ||
| Thu., 10/14 | V Girls Volleyball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/14 | JV Girls Volleyball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/15 | V Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | W 38-6 | |
| Fri., 10/15 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | L 5-0 | |
| Fri., 10/15 | V Girls Swimming and Diving | Torrington | Home - Woodland HS-pool [Directions] | 4:00 p.m. | Win 85-79 | |
| Fri., 10/15 | V Girls Volleyball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/15 | JV Girls Volleyball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/16 | JV Girls Soccer | Watertown | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 10:00 a.m. | ||
| Sat., 10/16 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | Canceled | Cancelled | |
| Mon., 10/18 | V Boys Soccer | Derby | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 5-0 | |
| Mon., 10/18 | V Girls Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 8-0 | |
| Mon., 10/18 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:15 p.m. | W 3-2 | |
| Mon., 10/18 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 4:45 p.m. | ||
| Tue., 10/19 | V Girls Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 6:00 p.m. | Win 96-76 | |
| Tue., 10/19 | V Girls Volleyball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:30 p.m. | W 3-1 | |
| Tue., 10/19 | JV Girls Volleyball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 10/20 | V Boys Cross Country | Watertown | Away - Watertown HS-Veteran's Park [Directions] | 2:15 p.m. | ||
| Wed., 10/20 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 1-4 | |
| Wed., 10/20 | V Girls Cross Country | Watertown | Away - Watertown HS-Veteran's Park [Directions] | 2:15 p.m. | ||
| Wed., 10/20 | V Girls Soccer | Watertown | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 1-0 | |
| Thu., 10/21 | JV Girls Soccer | Watertown | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 5:30 p.m. | ||
| Fri., 10/22 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 7:00 p.m. | W 13-8 | |
| Fri., 10/22 | V Boys Soccer | Wolcott Tech | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 4-0 | |
| Fri., 10/22 | V Girls Soccer | Ansonia | Home - Wolcott HS-Monroe Field [Directions] | 3:30 p.m. | W 1-0 | |
| Fri., 10/22 | V Girls Swimming and Diving | Waterford | Home - Woodland HS-pool [Directions] | 5:00 p.m. | win 94-86 | |
| Sat., 10/23 | FM Football | St. Paul Catholic | Home - Wolcott HS-Monroe Field [Directions] | Canceled | Cancelled | |
| Sat., 10/23 | JV Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | 11:00 a.m. | ||
| Mon., 10/25 | V Boys Soccer | Holy Cross | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 1-6 | |
| Mon., 10/25 | V Girls Soccer | Holy Cross | Away - Municipal Stadium-Bethel HS Track & Field Training Center [Directions] | 7:15 p.m. | L 0-6 | |
| Mon., 10/25 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Mon., 10/25 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Tue., 10/26 | JV Boys Soccer | Holy Cross | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | Rainout | ||
| Wed., 10/27 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | T 3-3 | |
| Wed., 10/27 | V Girls Soccer | Naugatuck | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Wed., 10/27 | V Girls Volleyball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:30 p.m. | L 0-3 | |
| Wed., 10/27 | JV Girls Volleyball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 10/28 | V Boys Soccer | Ansonia | Home - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W Forfeit | |
| Thu., 10/28 | JV Boys Soccer | Naugatuck | Away - Rotary Field-Soccer Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | JV Girls Soccer | Naugatuck | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | FR Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 10/29 | V Football | Woodland | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | L 7-44 | |
| Sat., 10/30 | FM Football | Woodland | Home - Wolcott HS-Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 10/30 | V Girls Volleyball | Kennedy | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 12:00 p.m. | ||
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class M Championship | Away - Wickham Park | 9:15 a.m. | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class M Championship | Away - Wickham Park | 9:45 a.m. | ||
| Mon., 11/1 | V Girls Soccer | Holy Cross | Away - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 11/2 | JV Boys Soccer | Holy Cross | Home - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| 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 | Naugatuck | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | L 7-48 | |
| 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 | Naugatuck | Home - Wolcott HS-Monroe Field [Directions] | 9:00 a.m. | ||
| Mon., 11/8 | V Girls Soccer | Cromwell | Away - Cromwell HS-Main field [Directions] | 2:00 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | Waterford | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 11/9 | V Boys Soccer | Morgan | Away - Indian River Complex-Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 11/10 | V Girls Swimming and Diving | CIAC Class S Diving Championships | Away - Sheehan | 5:30 p.m. | ||
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cheshire Community Pool | 6:00 p.m. | ||
| Wed., 11/17 | V Girls Swimming and Diving | CIAC Class S Swimming Championships | Away - Cornerstone Pool | 6:00 p.m. | ||
| Thu., 11/18 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Fri., 11/19 | V Football | Torrington | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | L 6-50 | |
| Sat., 11/20 | FM Football | Holy Cross | Home - Wolcott HS-Monroe Field [Directions] | 10:00 a.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 | Holy Cross | Away - Municipal Stadium Complex-Bethel HS Track & Field Training Center [Directions] | 10:00 a.m. | L 8-47 | |
| Tue., 12/7 | Miscellaneous Events | Volleyball Banquet | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/8 | V Boys Basketball | Kaynor Tech (Scrim.) | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/9 | V Girls Basketball | Thomaston, Woodland (Scrim.) | Away - Thomaston HS-Gym [Directions] | 3:00 p.m. | ||
| Fri., 12/10 | V Boys Basketball | Litchfield (Scrim.) | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 12/13 | V Boys Basketball | Terryville (Scrim.) | Away - Terryville HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/14 | V Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 7:00 p.m. | L 73-50 | |
| Tue., 12/14 | JV Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/15 | V Girls Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | 6:30 p.m. | W 55-27 | |
| Wed., 12/15 | JV Girls Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | 5:00 p.m. | ||
| Sat., 12/18 | FR Boys Basketball | St. Paul Catholic, Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 10:30 a.m. | ||
| Mon., 12/20 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | W 42-27 | |
| Mon., 12/20 | MS Girls Basketball | West Side MS-Waterbury | Away - West Side MS-gym [Directions] | 4:00 p.m. | ||
| Mon., 12/20 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/23 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:45 p.m. | L 44-53 | |
| Thu., 12/23 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 12/23 | V Girls Basketball | Woodland | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 47-46 | |
| Thu., 12/23 | JV Girls Basketball | Woodland | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/28 | V Boys Basketball | South Windsor | Away - Bristol Central Holiday Classic [Directions] | 4:30 p.m. | L 51-70 | |
| Tue., 12/28 | FR Boys Basketball | Kennedy | Home - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 12:00 p.m. | ||
| Tue., 12/28 | V Girls Basketball | Southington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:00 p.m. | L 41-40 | |
| Thu., 12/30 | V Boys Basketball | Bristol Eastern | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 3:00 p.m. | L 36-58 | |
| Thu., 12/30 | JV Boys Basketball | Bristol Central | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 11:00 a.m. | ||
| Thu., 12/30 | FR Boys Basketball | Bristol Central | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 9:30 a.m. | ||
| Tue., 1/4 | FR Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/5 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 48-90 | |
| Wed., 1/5 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/7 | FR Boys Basketball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 1/8 | FR Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | Postponed | ||
| Tue., 1/11 | V Girls Basketball | Oxford | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 54-43 | |
| Tue., 1/11 | JV Girls Basketball | Oxford | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/12 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 7:00 p.m. | W 50-40 | |
| Wed., 1/12 | JV Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | Postponed | ||
| Fri., 1/14 | V Boys Basketball | Watertown | Away - Watertown HS [Directions] | 7:00 p.m. | L 54-66 | |
| Fri., 1/14 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/14 | FR Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/14 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Postponed | ||
| Sat., 1/15 | V Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:00 p.m. | L 61-51 | |
| Sat., 1/15 | Winter Dance Team | Woodland | Away - Woodland HS-Gym [Directions] | 2:00 p.m. | ||
| Tue., 1/18 | V Boys Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 40-87 | |
| Tue., 1/18 | JV Boys Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | FR Boys Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Tue., 1/18 | V Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 55-48 | |
| Tue., 1/18 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/21 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Wilby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:30 p.m. | W 52-13 | |
| Fri., 1/21 | JV Girls Basketball | Wilby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 1/22 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 12:00 p.m. | W 70-54 | |
| Sat., 1/22 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/22 | FR Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 9:00 a.m. | ||
| Tue., 1/25 | V Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 38-55 | |
| Tue., 1/25 | JV Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/25 | FR Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 43-32 | |
| Tue., 1/25 | JV Girls Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/25 | FR Girls Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/26 | V Boys Basketball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 60-59 | |
| Wed., 1/26 | V Girls Basketball | Holy Cross | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:00 p.m. | L 72-47 | |
| Fri., 1/28 | V Boys Basketball | Derby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 72-46 | |
| Fri., 1/28 | JV Boys Basketball | Derby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | V Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | W 44-8 | |
| Fri., 1/28 | JV Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Mon., 1/31 | V Girls Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 54-49 | |
| Mon., 1/31 | JV Girls Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Mon., 1/31 | JV Girls Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/31 | FR Girls Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 2/1 | V Boys Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 55-52 | |
| Tue., 2/1 | JV Boys Basketball | Watertown | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/1 | FR Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Postponed | ||
| Thu., 2/3 | V Boys Basketball | Kennedy | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 67-85 | |
| Thu., 2/3 | JV Boys Basketball | Kennedy | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/3 | FR Boys Basketball | Bristol Central | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 2/3 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | L 60-57 | |
| Thu., 2/3 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 2/3 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 4:15 p.m. | ||
| Thu., 2/3 | Winter Dance Team | Woodland, TBA, Oxford, Seymour | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | ||
| Sat., 2/5 | JV Boys Basketball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Sat., 2/5 | FR Boys Basketball | Ansonia | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 2/5 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/5 | FR Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 2/8 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | L 42-72 | |
| Tue., 2/8 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 46-44 | |
| Tue., 2/8 | JV Girls Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | FR Girls Basketball | Naugatuck | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Thu., 2/10 | V Boys Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 39-59 | |
| Thu., 2/10 | JV Boys Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/10 | FR Boys Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Postponed | ||
| Fri., 2/11 | V Boys Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 52-64 | |
| Fri., 2/11 | JV Boys Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | Torrington | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 52-36 | |
| Fri., 2/11 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 2/12 | V Girls Indoor Track | Class S Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Mon., 2/14 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | L 38-72 | |
| Mon., 2/14 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/14 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 2/14 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 42-39 | |
| Mon., 2/14 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/15 | FR Boys Basketball | Bristol Eastern | Away - Bristol Eastern HS-Gym [Directions] | 3:00 p.m. | ||
| Tue., 2/15 | V Girls Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 59-51 | |
| Tue., 2/15 | JV Girls Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/15 | FR Girls Basketball | St. Paul Catholic | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/16 | V Boys Basketball | WCA | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 82-113 | |
| Wed., 2/16 | JV Boys Basketball | WCA | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/17 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L ll37-98 | |
| Thu., 2/17 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Crosby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | W 56-43 | |
| Thu., 2/17 | JV Girls Basketball | Crosby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/19 | FR Boys Basketball | Crosby | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Tue., 2/22 | V Boys Basketball | Seymour | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | W 88-81 | |
| Tue., 2/22 | JV Boys Basketball | Seymour | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/22 | FR Boys Basketball | Seymour | Home - Wolcott HS-John H. Morris Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 2/24 | V Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | L 40-50 | |
| Thu., 2/24 | JV Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 4:15 p.m. | ||
| Thu., 2/24 | V Girls Basketball | Morgan (Scrim.) | Away - Morgan School-Gym [Directions] | 4:30 p.m. | ||
| Tue., 3/1 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 3/4 | V Girls Basketball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class S Diving Championships | Away - Sheehan | 4:00 p.m. | ||
| Fri., 3/11 | V Boys Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cornerstone Pool | 1:00 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | CIAC Class S Swimming Championships | Away - Cornerstone Pool | 6:30 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. | ||
| Wed., 3/23 | V Softball | Bristol Central (Scrim.) | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:15 p.m. | ||
| Tue., 3/29 | V Baseball | Bristol Central (Scrim.) | Home - Wolcott HS Baseball Field [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | V Baseball | Kaynor Tech (Scrim.) | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Softball | Thomaston (Scrim.) | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Girls Tennis | Bristol Central (Scrim.) | Away - Bristol Central HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Baseball | Bristol Eastern (Scrim.) | Home - Wolcott HS Baseball Field [Directions] | 4:15 p.m. | ||
| Sat., 4/2 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 1:30 p.m. | L 4-5 | |
| Sat., 4/2 | FR Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 10:30 a.m. | ||
| Sat., 4/2 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 11:00 a.m. | W 4-1 | |
| Sat., 4/2 | V Girls Lacrosse | New Milford | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | L 1-14 | |
| Sat., 4/2 | V Softball | Naugatuck | Home - Wolcott HS-George Babcock Softball Field [Directions] | 11:00 a.m. | W 10-3 | |
| Sat., 4/2 | V Girls Tennis | Naugatuck | Home - Wolcott HS-WHS Tennis Courts [Directions] | 11:00 a.m. | W 6-1 | |
| Mon., 4/4 | V Baseball | Oxford | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | W 12-4 | |
| Mon., 4/4 | V Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | L 2-17 | |
| Mon., 4/4 | V Girls Lacrosse | Bristol Central | Home - Wolcott HS-Monroe Field [Directions] | 4:30 p.m. | L 8-4 | |
| Tue., 4/5 | JV Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Boys Outdoor Track | Kennedy, St. Paul Catholic | Home - Wolcott HS-WHS Track and Lower Field [Directions] | 4:30 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Kennedy, St. Paul Catholic | Home - Wolcott HS-WHS Track and Lower Field [Directions] | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:30 p.m. | ||||||
| Wed., 4/6 | V Baseball | Kennedy | Away - John F. Kennedy HS-Waterville Park [Directions] | 3:45 p.m. | W 16-0 | |
| Wed., 4/6 | V Girls Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | L 17-1 | |
| Fri., 4/8 | V Baseball | Seymour | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | W 5-4 | |
| Fri., 4/8 | FR Baseball | Seymour | Home - BAW 90' Sr. Field [Directions] | 3:30 p.m. | ||
| Fri., 4/8 | V Boys Tennis | Crosby | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | Cancelled | |
| Fri., 4/8 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 5:00 p.m. | W 5-0 | |
| Fri., 4/8 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 18-3 | |
| Fri., 4/8 | V Girls Tennis | Seymour | Away - Seymour HS-Tennis [Directions] | 5:00 p.m. | W 6-1 | |
| Sat., 4/9 | V Boys Lacrosse | Brookfield | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | L 2-16 | |
| Mon., 4/11 | JV Baseball | Seymour | Home - Wolcott HS-Baseball Diamond [Directions] | Postponed | ||
| Mon., 4/11 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS-JV Soccer/Lacrosse Field [Directions] | 5:30 p.m. | L 1-20 | |
| Tue., 4/12 | V Baseball | Brookfield | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | L 7-12 | |
| Tue., 4/12 | FR Baseball | Brookfield | Home - BAW 90' Sr. Field [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Boys Outdoor Track | Seymour, WCA | Home - Wolcott HS-WHS Track and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 4/12 | V Girls Lacrosse | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | L 17-5 | |
| Tue., 4/12 | V Girls Outdoor Track | Seymour | Home - Wolcott HS-WHS Track and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 4/12 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 6:00 p.m. | W 11-3 | |
| Wed., 4/13 | V Boys Golf | Watertown | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fishbein 50, Ficeto 57, MaCary 57, Strileckis 61. | |
| Wed., 4/13 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | W 19-0 | |
| Thu., 4/14 | V Girls Tennis | Newington | Away - Newington HS-Tennis Courts [Directions] | 5:00 p.m. | L 1-6 | |
| Fri., 4/15 | V Boys Golf | Waterbury Coop | Home - Farmingbury Golf Course [Directions] | 11:00 a.m. | Fishbein 44, Ficteo 61, Strileckis 59, Dance 58. | |
| Fri., 4/15 | V Boys Lacrosse | Watertown | Home - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | L 0-16 | |
| Fri., 4/15 | JV Softball | Woodland | Home - Wolcott HS-JV Softball Field [Directions] | 11:00 a.m. | ||
| Sat., 4/16 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 10:00 a.m. | W 7-4 | |
| Sat., 4/16 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 10:00 a.m. | ||
| Sat., 4/16 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 10:00 a.m. | L 1-4 | |
| Sat., 4/16 | V Softball | Woodland | Home - Wolcott HS-George Babcock Softball Field [Directions] | 10:00 a.m. | L 0-20 | |
| Sat., 4/16 | V Girls Tennis | Woodland | Home - Wolcott HS-WHS Tennis Courts [Directions] | 10:00 a.m. | W 5-2 | |
| Mon., 4/18 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 4:00 p.m. | L 3-5 | |
| Mon., 4/18 | FR Baseball | St. Paul Catholic | Away - Page Park-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 4/18 | V Boys Golf | Naugatuck | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fishbein 45, Ficeto 52, Macary 56, Dance 60, Stileckis 58 | |
| Mon., 4/18 | V Boys Lacrosse | Holy Cross | Home - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | L 6-20 | |
| Mon., 4/18 | V Girls Lacrosse | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | 4:30 p.m. | L 18-4 | |
| Mon., 4/18 | V Softball | St. Paul Catholic | Home - Wolcott HS-George Babcock Softball Field [Directions] | 4:30 p.m. | W 5-0 | |
| Mon., 4/18 | V Girls Tennis | St. Paul Catholic | Home - Wolcott HS-WHS Tennis Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Tue., 4/19 | V Girls Lacrosse | Watertown | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | L 12-7 | |
| Tue., 4/19 | JV Softball | St. Paul Catholic | Home - Wolcott HS-JV Softball Field [Directions] | Postponed | ||
| Wed., 4/20 | V Baseball | Wilby | Home - Wolcott HS Baseball Field [Directions] | 11:00 a.m. | W 13-1 | |
| Wed., 4/20 | V Boys Golf | Seymour, Torrington | Away - Seymour HS-Oxford Greens [Directions] | 2:00 p.m. | Fishbein 54, Macary 59, Strileckis 65, Dance 65, Kiazim 77 | |
| Thu., 4/21 | JV Baseball | Ansonia | Home - Wolcott HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 4/21 | JV Softball | Naugatuck | Home - Wolcott HS-JV Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | V Girls Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 11:00 a.m. | W 7-0 | |
| Fri., 4/22 | V Baseball | Ansonia | Home - Wolcott HS Baseball Field [Directions] | 3:45 p.m. | W 15-0 | |
| Fri., 4/22 | V Boys Tennis | Holy Cross | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | W 5-0 | |
| Fri., 4/22 | V Softball | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 3:00 p.m. | W 13-0 | |
| Fri., 4/22 | V Girls Tennis | Ansonia | Away - Nolan Field-Ansonia-Nolan Field- Tennis Courts [Directions] | 3:00 p.m. | W 6-1 | |
| Sat., 4/23 | V Baseball | Terryville | Home - Wolcott HS Baseball Field [Directions] | 11:30 a.m. | W 16-1 | |
| Sat., 4/23 | FR Baseball | Woodland | Home - Wolcott HS-Baseball Diamond [Directions] | 2:00 p.m. | ||
| Sat., 4/23 | V Softball | Kennedy | Home - Wolcott HS-George Babcock Softball Field [Directions] | 9:00 a.m. | W 21-0 | |
| Mon., 4/25 | V Baseball | WCA | Away - Municipal Stadium Complex-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | W 18-3 | |
| Mon., 4/25 | V Boys Golf | St. Paul Catholic | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fishbein 42, Ficeto 58, Strileckis 54, MaCary 52. | |
| Mon., 4/25 | V Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | 5:00 p.m. | L 2-13 | |
| Mon., 4/25 | V Girls Lacrosse | Hamden | Home - Wolcott HS-Monroe Field [Directions] | 5:00 p.m. | L 16-3 | |
| Mon., 4/25 | V Softball | WCA | Home - Wolcott HS-George Babcock Softball Field [Directions] | 5:30 p.m. | W 19-0 | |
| Tue., 4/26 | JV Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 5:30 p.m. | ||
| Tue., 4/26 | V Boys Outdoor Track | Wilby | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 4/26 | V Girls Outdoor Track | Wilby | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 4/26 | JV Softball | WCA | Home - Wolcott HS-JV Softball Field [Directions] | 5:00 p.m. | ||
| Wed., 4/27 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 4:00 p.m. | W 6-2 | |
| Wed., 4/27 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:00 p.m. | Fishbein 50, Ficeto 59, MaCary 64, Stileckis 61 | |
| Wed., 4/27 | V Boys Tennis | Holy Cross | Away - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | W 4-1 | |
| Wed., 4/27 | V Girls Lacrosse | St. Paul Catholic | Home - Wolcott HS-Monroe Field [Directions] | 5:30 p.m. | L 17-7 | |
| Wed., 4/27 | V Softball | Holy Cross | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:45 p.m. | W 11-4 | |
| Wed., 4/27 | V Girls Tennis | Holy Cross | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | L 2-5 | |
| Thu., 4/28 | JV Baseball | St. Paul Catholic | Home - Wolcott HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | Fishbein 47, Ficeto 57, Macary 65, Strleckis 60. | |
| Thu., 4/28 | JV Softball | Holy Cross | Home - Wolcott HS-JV Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Baseball | St. Paul Catholic | Home - Wolcott HS Baseball Field [Directions] | 4:30 p.m. | L 1-7 | |
| Fri., 4/29 | FR Baseball | St. Paul Catholic | Home - BAW 90' Sr. Field [Directions] | 4:30 p.m. | ||
| Fri., 4/29 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 4/29 | V Boys Tennis | Wilby | Home - Wolcott HS-WHS Tennis Courts [Directions] | 4:45 p.m. | W 5-0 | |
| Fri., 4/29 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 4:00 p.m. | W 17-4 | |
| Fri., 4/29 | V Girls Tennis | St. Paul Catholic | Away - Page Park -Baseball Field [Directions] | 4:00 p.m. | W 6-1 | |
| Sat., 4/30 | JV Baseball | St. Paul Catholic | Home - Wolcott HS-Baseball Diamond [Directions] | 1:30 p.m. | ||
| Sat., 4/30 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 1:00 p.m. | L 4-16 | |
| Sat., 4/30 | V Boys Outdoor Track | Torrington, Oxford | Away - Torrington HS [Directions] | 10:00 a.m. | ||
| Sat., 4/30 | V Girls Lacrosse | Foran | Home - Wolcott HS-Monroe Field [Directions] | 3:00 p.m. | L 4-15 | |
| Sat., 4/30 | V Girls Outdoor Track | Torrington, Oxford | Away - Torrington HS [Directions] | 10:00 a.m. | ||
| Sat., 4/30 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 11:00 a.m. | L 4-6 | |
| Sat., 4/30 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | Postponed | ||
| Mon., 5/2 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:00 p.m. | L 4-11 | |
| Mon., 5/2 | V Softball | Torrington | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:45 p.m. | W 6-4 | |
| Tue., 5/3 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 5:15 p.m. | L 0-7 | |
| Tue., 5/3 | JV Baseball | Torrington | Away - Torrington High Baseball Field [Directions] | Postponed | ||
| Tue., 5/3 | FR Baseball | Torrington | Away - Torrington High Baseball Field [Directions] | Postponed | ||
| Tue., 5/3 | V Boys Golf | Holy Cross | Away - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | Fishbein 47, Ficeto 56, Strileckis 67, Kiazim | |
| Tue., 5/3 | V Boys Outdoor Track | Crosby, Woodland | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 5:15 p.m. | W 4-1 | |
| Tue., 5/3 | V Girls Outdoor Track | Crosby, Woodland | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 2:30 p.m. | ||
| Tue., 5/3 | JV Softball | Torrington | Home - Wolcott HS-JV Softball Field [Directions] | Postponed | ||
| Tue., 5/3 | V Girls Tennis | Torrington | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | W 6-1 | |
| Wed., 5/4 | FR Baseball | Watertown | Home - BAW B Field Salerno-BAW - B Field [Directions] | Canceled | Cancelled | |
| Wed., 5/4 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:30 p.m. | Fishbein 56, Strileckis 61, Dance 65, Fiecto 64 | |
| Thu., 5/5 | V Baseball | Watertown | Home - Wolcott HS Baseball Field [Directions] | 5:15 p.m. | L 2-4 | |
| Thu., 5/5 | JV Baseball | Watertown | Home - Wolcott HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 5/5 | V Boys Lacrosse | Holy Cross | Away - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 5:15 p.m. | L 5-17 | |
| Thu., 5/5 | V Boys Tennis | Watertown | Home - Wolcott HS-WHS Tennis Courts [Directions] | 5:00 p.m. | L 4-1 | |
| Thu., 5/5 | V Girls Lacrosse | Housatonic Regional | Home - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | L 11-10 | |
| Thu., 5/5 | V Girls Tennis | Southington | Away - Southington HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/6 | V Boys Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | Cancelled | |
| Sat., 5/7 | FR Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | Postponed | ||
| Sat., 5/7 | V Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | 11:00 a.m. | L 16-5 | |
| Mon., 5/9 | V Baseball | Derby | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | W 6-5 | |
| Mon., 5/9 | JV Baseball | Naugatuck | Away - Rotary Field-Baseball [Directions] | 5:15 p.m. | ||
| Mon., 5/9 | V Boys Golf | Holy Cross | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fishbein 50, MaCary 54, Fiecto 64, Dance 65. | |
| Mon., 5/9 | V Boys Tennis | Woodland | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | L 4-1 | |
| Mon., 5/9 | V Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 6:30 p.m. | L 10-1 | |
| Mon., 5/9 | V Softball | Derby | Away - Payden Park-Payden Field [Directions] | 5:30 p.m. | W 16-0 | |
| Mon., 5/9 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 5:00 p.m. | W 7-0 | |
| Tue., 5/10 | V Boys Outdoor Track | Derby, Holy Cross | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Derby, Holy Cross | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | JV Softball | Derby | Away - Derby HS-Payden Park [Directions] | Canceled | Cancelled | |
| Tue., 5/10 | JV Softball | Watertown | Home - Wolcott HS-JV Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 5/10 | V Girls Tennis | Crosby | Home - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | W 7-0 | |
| Wed., 5/11 | V Baseball | Torrington | Home - Wolcott HS Baseball Field [Directions] | 4:30 p.m. | L 4-5 (9) | |
| Wed., 5/11 | FR Baseball | Torrington | Home - BAW 90' Sr. Field [Directions] | Canceled | Cancelled | |
| Wed., 5/11 | V Boys Golf | Seymour | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | FIshbein 49, Fiecto 54, Macary 44, Dance 52 | |
| Wed., 5/11 | V Boys Tennis | Torrington | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | W 4-1 | |
| Wed., 5/11 | V Softball | Torrington | Away - Torrington HS Varsity Ladies Softball-varsity field [Directions] | 5:30 p.m. | W 5-1 | |
| Wed., 5/11 | V Girls Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 5:15 p.m. | W 7-0 | |
| Thu., 5/12 | JV Baseball | Torrington | Home - Wolcott HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | FR Baseball | Cheshire | Home - BAW 90' Sr. Field [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | FR Baseball | Cheshire | Home - BAW 90' Sr. Field [Directions] | 4:00 p.m. | ||
| Thu., 5/12 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | Fishbein 52, Fiecto 63, Strileckis 62, Nguyen 60 | |
| Thu., 5/12 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 6:00 p.m. | L 1-19 | |
| Thu., 5/12 | V Boys Tennis | Southington | Home - Wolcott HS-WHS Tennis Courts [Directions] | 5:00 p.m. | L 5-0 | |
| Thu., 5/12 | V Softball | Bristol Central | Away - Bristol Central HS-Softball Field [Directions] | 3:15 p.m. | L 6-1 | |
| Thu., 5/12 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 2:00 p.m. | L 3-4 | |
| Fri., 5/13 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 4:30 p.m. | W 5-3 | |
| Fri., 5/13 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 4:30 p.m. | L 4-1 | |
| Fri., 5/13 | V Softball | Watertown | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:45 p.m. | W 13-3 | |
| Fri., 5/13 | V Girls Tennis | Watertown | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Sat., 5/14 | V Boys Lacrosse | Bristol Coop | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | L 5-18 | |
| Sat., 5/14 | V Softball | Crosby | Home - Wolcott HS-George Babcock Softball Field [Directions] | 6:00 p.m. | W 19-1 | |
| Sat., 5/14 | JV Softball | Seymour | Home - Wolcott HS-JV Softball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | JV Softball | Seymour | Home - Wolcott HS-JV Softball Field [Directions] | 12:00 p.m. | ||
| Mon., 5/16 | V Boys Lacrosse | Capital Prep | Home - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | W 20-3 | |
| Mon., 5/16 | V Boys Tennis | Naugatuck | Home - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | W 4-1 | |
| Mon., 5/16 | V Boys Tennis | Kennedy | Home - Wolcott HS-WHS Tennis Courts [Directions] | 5:00 p.m. | W 5-0 | |
| Tue., 5/17 | V Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | 4:00 p.m. | W 16-1 | |
| Tue., 5/17 | JV Baseball | Naugatuck | Home - Wolcott HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Golf | Woodland | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fishbein 48, Fiecto 53, Macary 50, Nguyen 59 | |
| Tue., 5/17 | V Boys Outdoor Track | Naugatuck, Watertown | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | V Boys Tennis | Kennedy | Home - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | W 5-0 | |
| Tue., 5/17 | V Girls Outdoor Track | Naugatuck, Watertown | Home - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 3:15 p.m. | W 13-0 | |
| Tue., 5/17 | JV Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Tue., 5/17 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | W 7-0 | |
| Wed., 5/18 | V Boys Golf | Torrington | Home - Farmingbury Golf Course [Directions] | 2:30 p.m. | Fisbein 49, Strileckis 48, Macary 50, Nguyen 51 | |
| Wed., 5/18 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 7:15 p.m. | L 4-18 | |
| Wed., 5/18 | V Girls Lacrosse | Brookfield | Home - Wolcott HS-Monroe Field [Directions] | 6:30 p.m. | L 1-16 | |
| Wed., 5/18 | JV Softball | Derby | Away - Derby HS-Payden Park [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Girls Tennis | Naugatuck | Home - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 5/19 | JV Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 5/19 | V Boys Golf | Waterbury Coop | Away - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | Fishebin 48, Strileckis 63, Maccary 55, Nugyen 64 | |
| Thu., 5/19 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:30 p.m. | L 13-4 | |
| Thu., 5/19 | V Softball | Thomaston | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:45 p.m. | Cancelled | |
| Fri., 5/20 | V Baseball | Naugatuck | Home - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | L 6-7 (8) | |
| Fri., 5/20 | FR Baseball | Naugatuck | Home - BAW 90' Sr. Field [Directions] | 3:45 p.m. | ||
| Fri., 5/20 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 3:00 p.m. | L 7-9 | |
| Sat., 5/21 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 1:00 p.m. | L 2-5 | |
| Sat., 5/21 | V Boys Lacrosse | Hamden | Home - Wolcott HS-Monroe Field [Directions] | 11:00 a.m. | L 9-17 | |
| Sat., 5/21 | V Softball | Seymour | Home - Wolcott HS-George Babcock Softball Field [Directions] | 11:00 a.m. | ||
| Mon., 5/23 | V Boys Golf | St. Paul Catholic | Away - Chippanee Country Club [Directions] | 2:45 p.m. | Fishbein 51, Macary 53, Dance 67, Stileckis 65 | |
| Mon., 5/23 | V Girls Tennis | NVL Girls Tennis Individual Tournament | Away - Woodland HS-Tennis Courts | 12:00 p.m. | ||
| Tue., 5/24 | V Girls Lacrosse | Housatonic Regional | Home - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | W 11-9 | |
| Fri., 5/27 | V Boys Tennis | Wamogo | Home - Wolcott HS-WHS Tennis Courts [Directions] | 10:00 a.m. | L 4-1 | |
| Fri., 5/27 | V Girls Tennis | Seymour | Home - Wolcott HS-WHS Tennis Courts [Directions] | 12:00 p.m. | W 7-0 | |
| Tue., 5/31 | V Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 4:00 p.m. | W 5-0 | |
| Tue., 5/31 | V Softball | Valley Regional | Home - Wolcott HS-George Babcock Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/31 | V Girls Tennis | Rocky Hill | Away - Rocky Hill HS-tennis courts [Directions] | 1:00 p.m. | ||
| Wed., 6/1 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:30 p.m. | L 3-14 | |
| Wed., 6/1 | V Softball | Stonington | Home - Wolcott HS-George Babcock Softball Field [Directions] | 3:30 p.m. | ||
| Thu., 6/2 | V Boys Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Thu., 6/2 | V Softball | Stonington | Home - Wolcott HS-George Babcock Softball Field [Directions] | 12:30 p.m. | ||
| Fri., 6/3 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 6/3 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 6/6 | V Boys Golf | CIAC Division II Spring Championship | Away - Tallwood CC | 7:30 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. | ||