| Wolcott 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 577 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Derby | Away - Derby -Amendola Field/Bradley School [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Woodland | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Seymour | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | TBA | ||
| TBA | FR Baseball | Kennedy | Home - BAW [Directions] | TBA | ||
| TBA | FR Baseball | Torrington | Home - BAW [Directions] | TBA | ||
| TBA | FR Baseball | Cheshire | Away - Bartlem park [Directions] | TBA | ||
| TBA | JV Football | Ansonia | Home - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| TBA | JV Football | Watertown | Home - Wolcott HS, Monroe Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Seymour | Home [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wilby | Home - Wolcott HS, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Watertown | Away - Veterans Park [Directions] | TBA | ||
| TBA | V Boys Tennis | Wilcox Tech | Home - Wolcott HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Girls Basketball | Crosby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Holy Cross | Home - Wolcott HS, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | TBA | ||
| TBA | JV Softball | St. Paul Catholic | Away - Wolcott HS [Directions] | TBA | ||
| TBA | JV Softball | Holy Cross | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Softball | Watertown | Home - Wolcott HS [Directions] | TBA | ||
| TBA | JV Softball | Oxford | Home - Wolcott HS [Directions] | TBA | ||
| Sat., 8/25 | V Football | Red/White Scrimmage | Home [Directions] | 10:00 a.m. | ||
| Sun., 8/26 | V Girls Soccer | Plainville (Scrim.) | Away - Plainville HS - Tinty Field and Track [Directions] | 7:00 p.m. | ||
| Mon., 8/27 | V Boys Soccer | Bristol Eastern (Scrim.) | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Sat., 9/1 | V Girls Volleyball | Bristol Central (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Mon., 9/3 | V Boys Soccer | Thomaston (Scrim.) | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Tue., 9/4 | V Girls Soccer | Miss Porters School (Scrim.) | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Tue., 9/4 | V Girls Volleyball | Housatonic Regional (Scrim.) | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:00 p.m. | ||
| Wed., 9/5 | FR Football | Ansonia (Scrim.) | Home - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | ||
| Thu., 9/6 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | 6:30 p.m. | L 2-3 | |
| Thu., 9/6 | V Girls Soccer | Torrington | Home - Wolcott HS, Monroe Field [Directions] | 6:30 p.m. | W 5-0 | |
| Fri., 9/7 | V Football | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | L 0-14 | |
| Tue., 9/11 | V Boys Cross Country | Woodland, Wilby | Away - Woodland HS Track [Directions] | 3:30 p.m. | Wolcott 43 v Woodland 20/Wolcott 15 v Wilby 50 | |
| Tue., 9/11 | V Boys Soccer | Oxford | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 4-1 | |
| Tue., 9/11 | V Girls Cross Country | Woodland, Wilby | Away - Woodland HS Track [Directions] | 3:30 p.m. | Wolcott 43 v Woodland 20/Wolcott 15 v Wilby 50 | |
| Tue., 9/11 | V Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 5-1 | |
| Tue., 9/11 | V Girls Volleyball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/11 | JV Girls Volleyball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 9/12 | FR Football | Kennedy | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Wed., 9/12 | JV Boys Soccer | Oxford | Home - Wolcott HS, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/12 | JV Girls Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 3:45 p.m. | ||
| Wed., 9/12 | V Girls Swimming and Diving | Waterford | Home - Woodland Pool [Directions] | 4:30 p.m. | Win 100-82 | |
| Thu., 9/13 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Thu., 9/13 | V Girls Volleyball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/13 | JV Girls Volleyball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Fri., 9/14 | V Football | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 38-20 | |
| Fri., 9/14 | V Boys Soccer | Aerospace | Away - Academy of Aerospace and Engineering [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/14 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Fri., 9/14 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Win 101-85 | |
| Fri., 9/14 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 9/14 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Sat., 9/15 | V Boys Cross Country | Wilton Invitational | Away - Allen's Meadow Park | 9:00 a.m. | ||
| Sat., 9/15 | V Girls Cross Country | Wilton Invitational | Away - Allen's Meadow Park | 9:00 a.m. | ||
| Mon., 9/17 | JV Football | Kennedy | Home - Wolcott HS, Monroe Field [Directions] | Cancelled | Cancelled | |
| Mon., 9/17 | V Girls Soccer | Holy Cross | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 1-0 | |
| Mon., 9/17 | V Girls Volleyball | Terryville | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | W 3-0 | |
| Mon., 9/17 | JV Girls Volleyball | Terryville | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:00 p.m. | ||
| Tue., 9/18 | V Boys Soccer | WCA | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/18 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Woodland Pool [Directions] | 4:30 p.m. | Win 97-80 | |
| Wed., 9/19 | V Boys Cross Country | Crosby, St. Paul Catholic, Sacred Heart | Home - Montoe Park [Directions] | 3:30 p.m. | Wolcott 43 v St. Paul 20/Wolcott 42 v Sacred Heart 20/Wolcott 19 v Crosby 43 | |
| Wed., 9/19 | FR Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Wed., 9/19 | JV Boys Soccer | WCA | Home - Wolcott HS, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | V Girls Cross Country | Crosby, St. Paul Catholic, Sacred Heart | Home - Montoe Park [Directions] | 3:30 p.m. | Wolcott 15 v Crosby 50/Wolcott 28 v St. Paul 29/Wolcott 26 v Sacred Heart 30 | |
| Wed., 9/19 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 4:30 p.m. | W 3-0 | |
| Wed., 9/19 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 9/21 | V Football | Torrington | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 38-6 | |
| Fri., 9/21 | V Boys Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | 6:00 p.m. | L 0-4 | |
| Fri., 9/21 | V Girls Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 9/21 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 4:00 p.m. | Loss 74-92 | |
| Fri., 9/21 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:15 p.m. | L 2-3 | |
| Fri., 9/21 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Sat., 9/22 | V Boys Cross Country | Winding Trails Invitational | Away - Winding Trails - Farmington | 9:00 a.m. | ||
| Sat., 9/22 | JV Football | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 9/22 | JV Football | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 9/22 | JV Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | Cancelled | Cancelled | |
| Sat., 9/22 | V Girls Cross Country | Winding Trails Invitational | Away - Winding Trails - Farmington | 9:00 a.m. | ||
| Tue., 9/25 | JV Girls Soccer | Ansonia | Home - Wolcott HS, Monroe Field [Directions] | Cancelled | Cancelled | |
| Tue., 9/25 | V Girls Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | Loss 86-94 | |
| Tue., 9/25 | V Girls Volleyball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 9/25 | JV Girls Volleyball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 9/26 | V Boys Cross Country | Derby, Seymour, Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | Wolcott 39 v Seymour 20/Wolcott 21 v Torrington 35/Wolcott 15 Derby 50 | |
| Wed., 9/26 | FR Football | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Wed., 9/26 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:45 p.m. | L 0-3 | |
| Wed., 9/26 | V Girls Cross Country | Derby, Seymour, Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | Wolcott 33 v Seymour 36/Wolcott 25 v Torrington 30/Wolcott 36 v Derby 23 | |
| Wed., 9/26 | V Girls Soccer | Ansonia | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | W 8-0 | |
| Thu., 9/27 | V Boys Soccer | Wilby | Home - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 9/27 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/27 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 4:45 p.m. | ||
| Fri., 9/28 | V Football | Woodland | Away - Woodland Football Field [Directions] | 6:30 p.m. | L 14-41 | |
| Fri., 9/28 | V Boys Soccer | Derby | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 7-0 | |
| Fri., 9/28 | V Girls Soccer | Derby | Home - Wolcott HS [Directions] | 3:45 p.m. | W 8-0 | |
| Fri., 9/28 | V Girls Swimming and Diving | Torrington | Home - Woodland Pool [Directions] | 4:00 p.m. | Win 97-81 | |
| Fri., 9/28 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 9/28 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Sat., 9/29 | JV Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 11:00 a.m. | Frosh Game | |
| Tue., 10/2 | V Boys Cross Country | Holy Cross, WCA, Oxford | Away - Holy Cross HS [Directions] | 4:00 p.m. | Wolcott 42 v Holy Cross 20/Wolcott 31 v WCA 24/Wolcott 30 v Oxford 27 | |
| Tue., 10/2 | V Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 10/2 | V Girls Cross Country | Holy Cross, WCA, Oxford | Away - Holy Cross HS [Directions] | 4:00 p.m. | Wolcott 28 v Holy Cross 29/Wolcott 30 vs. WCA 27/Wolcott 15 v Oxford 50 | |
| Tue., 10/2 | V Girls Soccer | Wolcott (Scrim.) | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Tue., 10/2 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | win 87-79 | |
| Tue., 10/2 | V Girls Volleyball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/2 | JV Girls Volleyball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 10/3 | FR Football | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Wed., 10/3 | JV Girls Soccer | Woodland | Home - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 10/4 | V Girls Soccer | Seymour | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 1-0 | |
| Thu., 10/4 | V Girls Volleyball | Lewis Mills | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/4 | JV Girls Volleyball | Lewis Mills | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Thu., 10/4 | Unified Sports Soccer | NVL Tournament | Away - Torrington HS | 3:00 p.m. | ||
| Fri., 10/5 | V Football | Seymour | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 34-27 | |
| Fri., 10/5 | V Girls Swimming and Diving | Sacred Heart | Home - Woodland Pool [Directions] | 4:00 p.m. | Win 93-88 | |
| Fri., 10/5 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 5:00 p.m. | L 2-3 | |
| Fri., 10/5 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 3:45 p.m. | ||
| Sat., 10/6 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park, Manchester | 9:00 a.m. | ||
| Sat., 10/6 | JV Football | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 10/6 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park - Manchester | 9:00 a.m. | ||
| Tue., 10/9 | V Boys Cross Country | Naugatuck, Kennedy, Watertown | Away - Montoe Park [Directions] | 3:45 p.m. | Wolcott 43 v Watertown 20 | |
| Tue., 10/9 | V Boys Soccer | Crosby | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | L 1-2 | |
| Tue., 10/9 | V Girls Cross Country | Naugatuck, Kennedy, Watertown | Away - Montoe Park [Directions] | 3:45 p.m. | Wolcott 24 vs Naugatuck/Wolcott 18 vs Kennedy 41/Wolcott 31 vs Watertown 25 | |
| Tue., 10/9 | V Girls Swimming and Diving | Jonathan Law | Home - Woodland HS Pool [Directions] | 4:00 p.m. | Loss 81-96 | |
| Tue., 10/9 | V Girls Volleyball | Woodland | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/9 | JV Girls Volleyball | Woodland | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Tue., 10/9 | Unified Sports Soccer | CIAC Tournament | Away - Cheshire HS | 3:00 p.m. | CANCELED | |
| Wed., 10/10 | JV Boys Soccer | Crosby | Home - Wolcott HS, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/10 | V Girls Soccer | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | L 4-1 | |
| Wed., 10/10 | JV Girls Soccer | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 10/11 | V Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 10/11 | JV Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Thu., 10/11 | Unified Sports Soccer | Naugatuck | Home - Wolcott HS [Directions] | 3:00 p.m. | ||
| Fri., 10/12 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | L 0-5 | |
| Fri., 10/12 | V Girls Soccer | Sacred Heart | Away - Wolcott HS, Monroe Field | 3:45 p.m. | W 5-0 | |
| Fri., 10/12 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Away - Wilby H.S. [Directions] | 4:00 p.m. | Win 86-72 | |
| Fri., 10/12 | V Girls Volleyball | Ansonia | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/12 | JV Girls Volleyball | Ansonia | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Sat., 10/13 | V Girls Soccer | Woodland | Home - Wolcott HS, Monroe Field [Directions] | 12:00 p.m. | W 1-0 | |
| Sat., 10/13 | JV Girls Soccer | Sacred Heart | Home - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Tue., 10/16 | V Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | W 3-0 | |
| Tue., 10/16 | V Girls Soccer | New Fairfield | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | T 0-0 | |
| Tue., 10/16 | V Girls Swimming and Diving | Kennedy | Home - Woodland Pool [Directions] | 5:00 p.m. | Win 82-57 | senior night |
| Tue., 10/16 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 10/16 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Wed., 10/17 | V Boys Cross Country | NVL Championships | Away - Veterans Park - Watertown | 2:30 p.m. | ||
| Wed., 10/17 | V Boys Cross Country | NVL Championships | Away - Watertown - Veterans Park | 3:30 p.m. | ||
| Wed., 10/17 | JV Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | ||
| Wed., 10/17 | V Girls Cross Country | NVL Championships | Away - Watertown - Veterans Park | 2:30 p.m. | ||
| Wed., 10/17 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 10/18 | FR Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | V Boys Soccer | Kennedy | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 10/19 | V Football | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 53-18 | |
| Fri., 10/19 | JV Boys Soccer | St. Paul Catholic | Home - Wolcott HS, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/19 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | W 2-0 | |
| Fri., 10/19 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:30 p.m. | ||
| Fri., 10/19 | V Girls Volleyball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/19 | JV Girls Volleyball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Sat., 10/20 | JV Football | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/20 | V Boys Soccer | St. Paul Catholic | Home - Wolcott HS, Monroe Field [Directions] | 1:00 p.m. | T 1-1 | |
| Mon., 10/22 | V Boys Soccer | Holy Cross | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 10/22 | V Girls Soccer | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | 6:00 p.m. | T 1-1 | |
| Mon., 10/22 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 10/22 | JV Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Mon., 10/22 | Unified Sports Soccer | Oxford | Home - Wolcott HS [Directions] | 3:00 p.m. | ||
| Tue., 10/23 | JV Boys Soccer | Holy Cross | Home - Wolcott HS, Lower Soccer Field [Directions] | 3:30 p.m. | ||
| Tue., 10/23 | V Girls Volleyball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 10/23 | JV Girls Volleyball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 0-4 | |
| Wed., 10/24 | JV Boys Soccer | Naugatuck | Away - Breen SS (JV & Fr.) [Directions] | 3:45 p.m. | ||
| Wed., 10/24 | V Girls Soccer | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | T 0-0 | |
| Thu., 10/25 | FR Football | Crosby | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Thu., 10/25 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | JV Girls Soccer | Naugatuck | Home - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Fri., 10/26 | V Boys Cross Country | CIAC Class Championships | Away | TBA | ||
| Fri., 10/26 | V Boys Cross Country | CIAC Class M Championships | Away - Wickham Park | TBA | ||
| Fri., 10/26 | V Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | W 44-28 | |
| Fri., 10/26 | V Girls Cross Country | CIAC Class Championships | Away - Wickham Park | TBA | ||
| Fri., 10/26 | JV Girls Soccer | Holy Cross | Away - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Sat., 10/27 | JV Football | Crosby | Home - Wolcott HS, Monroe Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/27 | V Boys Soccer | NVL Quarterfinal | Away | TBA | ||
| Sat., 10/27 | V Girls Volleyball | NVL Quarter Final | Away | TBA | ||
| Mon., 10/29 | V Boys Soccer | NVL Semi Final | Away | TBA | ||
| Mon., 10/29 | V Girls Soccer | St. Paul Catholic | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | W 4-0 | |
| Mon., 10/29 | V Girls Volleyball | NVL Semi Final | Away | TBA | ||
| Mon., 10/29 | Unified Sports Soccer | Wilby | Home - Wolcott HS [Directions] | 3:00 p.m. | ||
| Tue., 10/30 | V Girls Soccer | Holy Cross | Away - Watertown HS [Directions] | 5:00 p.m. | W 1-1 4-2 PKs | NVL Semi Final |
| Tue., 10/30 | V Girls Swimming and Diving | NVL Swim Trials | Away - Kennedy HS | 4:30 p.m. | ||
| Tue., 10/30 | Unified Sports Soccer | Torrington | Away [Directions] | 3:00 p.m. | ||
| Thu., 11/1 | V Boys Cross Country | XC State Open | Away - Wickham Park | 2:00 p.m. | ||
| Thu., 11/1 | V Football | WCA | Away - Municipal Stadium [Directions] | 6:00 p.m. | W 42-20 | |
| Thu., 11/1 | V Boys Soccer | NVL Championship Game | Away | TBA | ||
| Thu., 11/1 | V Girls Soccer | Watertown | Away - Naugatuck HS [Directions] | 7:00 p.m. | L 2-0 | NVL Championship Game |
| Thu., 11/1 | V Girls Swimming and Diving | NVL Diving Championships | Away - TBA | 6:00 p.m. | ||
| Thu., 11/1 | V Girls Volleyball | NVL Championship | Away | TBA | ||
| Fri., 11/2 | V Girls Swimming and Diving | NVL Swim Championships | Away - Kennedy HS | 4:30 p.m. | ||
| Sat., 11/3 | JV Football | Seymour | Away [Directions] | 10:00 a.m. | ||
| Mon., 11/5 | V Girls Soccer | Valley Regional | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | W 4-2 | CIAC Class M Tournament- 1st Round |
| Tue., 11/6 | V Boys Soccer | Granby Memorial | Away - Granby Memorial HS [Directions] | 2:00 p.m. | CIAC Class M First Round | |
| Wed., 11/7 | FR Football | Naugatuck | Away - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Wed., 11/7 | V Girls Soccer | Weston | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | L 3-2 10-9Pks | CIAC Class M Tournament- 2nd Round |
| Thu., 11/8 | V Girls Swimming and Diving | CIAC Class S Diving Trials/Finals | Away - Bulkeley HS [Directions] | 5:30 p.m. | ||
| Fri., 11/9 | V Football | Sacred Heart | Home - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | L Forfeit | |
| Sat., 11/10 | JV Football | Naugatuck | Away - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Sat., 11/10 | V Girls Swimming and Diving | CIAC Class S Qualifying | Away - Cheshire Community Pool [Directions] | 10:00 p.m. | ||
| Wed., 11/14 | FR Football | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Wed., 11/14 | V Girls Swimming and Diving | CIAC Class S Finals | Away - Wesleyan [Directions] | 7:00 p.m. | ||
| Thu., 11/15 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 11/17 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | ||
| Tue., 11/20 | Unified Sports Soccer | NVL Unified Dance | Away - Oxford HS | 3:00 p.m. | ||
| Fri., 11/23 | V Football | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | 12:00 p.m. | W 30-26 | |
| Fri., 11/30 | V Girls Basketball | Thomaston (Scrim.) | Away - Thomaston HS [Directions] | 3:00 p.m. | ||
| Tue., 12/4 | V Boys Basketball | Litchfield (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Tue., 12/4 | V Girls Basketball | Kaynor Tech (Scrim.) | Away - Kaynor Tech Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/7 | V Boys Basketball | Terryville (Scrim.) | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Mon., 12/10 | V Boys Basketball | Pomperaug (Scrim.) | Away - PHS Main Gym [Directions] | 2:30 p.m. | ||
| Mon., 12/10 | V Girls Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 22-39 | |
| Mon., 12/10 | JV Girls Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Thu., 12/13 | V Girls Basketball | Crosby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 31-35 | |
| Fri., 12/14 | V Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 7:00 p.m. | W 59-53 | |
| Fri., 12/14 | JV Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Fri., 12/14 | V Boys Indoor Track | Hillhouse Invitational | Away - Hillhouse | 4:00 p.m. | ||
| Fri., 12/14 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:30 p.m. | ||
| Fri., 12/14 | V Girls Indoor Track | Hillhouse Invitational | Away - Hillhouse | 4:00 p.m. | ||
| Mon., 12/17 | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 6:30 p.m. | ||
| Tue., 12/18 | V Boys Basketball | Wilby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 62-58 | |
| Tue., 12/18 | JV Boys Basketball | Wilby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Tue., 12/18 | FR Boys Basketball | Wilby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Tue., 12/18 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 49-20 | |
| Tue., 12/18 | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/20 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 48-42 | |
| Thu., 12/20 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m.p.m. | ||
| Thu., 12/20 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Thu., 12/27 | V Boys Basketball | Bristol Central | Away - Bristol Central HS [Directions] | 7:30 p.m. | W 73-62 | BC Holiday Tournament |
| Thu., 12/27 | JV Boys Basketball | Bristol Central | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 1:00 p.m. | ||
| Thu., 12/27 | JV Boys Basketball | vs. Bristol Central @ BC Holiday Tournament | Away - Bristol Central HS | Cancelled | Cancelled | BC Holiday Tournament |
| Thu., 12/27 | FR Boys Basketball | Bristol Central | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 11:00 a.m. | ||
| Thu., 12/27 | V Boys Indoor Track | Jack Long Invitational | Away - Hillhouse | 12:00 a.m. | ||
| Thu., 12/27 | V Girls Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 58-24 | |
| Thu., 12/27 | JV Girls Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | Cancelled | Cancelled | |
| Thu., 12/27 | V Girls Indoor Track | Jack Long Invitational | Away - Hillhouse | 12:00 a.m. | ||
| Fri., 12/28 | V Girls Basketball | Southington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | TBA | L 65-26 | Opponent TBD |
| Sat., 12/29 | V Boys Basketball | Greenwich | Away - Bristol Central HS [Directions] | TBA | L 76-47 | BC Holiday Tournament |
| Wed., 1/2 | V Boys Basketball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 81-74 | |
| Wed., 1/2 | JV Boys Basketball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Wed., 1/2 | FR Boys Basketball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | Cancelled | Cancelled | |
| Wed., 1/2 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 6:00 p.m. | L 30-60 | |
| Wed., 1/2 | Unified Sports Basketball | Oxford | Away [Directions] | 3:00 p.m. | ||
| Fri., 1/4 | V Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 81-66 | |
| Fri., 1/4 | JV Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Fri., 1/4 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | L 35-28 | |
| Fri., 1/4 | JV Girls Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Girls Basketball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Sat., 1/5 | V Boys Indoor Track | James Barber Invitational | Away - Southern Connecticut State University | 12:00 p.m. | ||
| Sat., 1/5 | V Girls Indoor Track | James Barber Invitational | Away - Southern Connecticut State Unversity | 12:00 a.m. | ||
| Tue., 1/8 | V Boys Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 93-87 | |
| Tue., 1/8 | JV Boys Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Tue., 1/8 | FR Boys Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Tue., 1/8 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | W 41-19 | |
| Thu., 1/10 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 73-63 | |
| Thu., 1/10 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 1/10 | FR Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Thu., 1/10 | V Boys Indoor Track | Wesleyan Developmental Meet | Away - Wesleyan University | 4:00 p.m. | ||
| Thu., 1/10 | V Girls Indoor Track | Wesleyan Developmental Meet | Away - Wesleyan University | 4:00 p.m. | ||
| Fri., 1/11 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:15 p.m. | W 57-53 | |
| Fri., 1/11 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:00 p.m. | ||
| Fri., 1/11 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 1/11 | V Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 56-64 | |
| Fri., 1/11 | JV Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/11 | FR Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Sat., 1/12 | V Boys Indoor Track | Yale Classic | Away - Yale University | 7:00 a.m. | ||
| Sat., 1/12 | V Competitive Cheerleading | Hatterfest | Away - Danbury HS | 10:00 a.m. | ||
| Sat., 1/12 | Winter Dance Team | Dancin in the Woods Competition | Away - Woodland HS | 2:00 p.m. | ||
| Sat., 1/12 | V Girls Indoor Track | Yale Classic | Away - Yale University | 7:00 a.m. | ||
| Mon., 1/14 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 57-73 | |
| Mon., 1/14 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 1/14 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Mon., 1/14 | V Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 61-21 | |
| Mon., 1/14 | JV Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Mon., 1/14 | FR Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Wed., 1/16 | V Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 67-59 | |
| Wed., 1/16 | JV Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Wed., 1/16 | FR Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:45 p.m. | ||
| Wed., 1/16 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 57-26 | |
| Wed., 1/16 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Wed., 1/16 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Thu., 1/17 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 42-85 | |
| Thu., 1/17 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Thu., 1/17 | V Boys Indoor Track | Wesleyan Invitational | Away - Wesleyan University | 4:00 p.m. | ||
| Thu., 1/17 | V Girls Basketball | Sacred Heart | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 69-24 | |
| Thu., 1/17 | JV Girls Basketball | Sacred Heart | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Thu., 1/17 | V Girls Indoor Track | Wesleyan Invitational | Away - Wesleyan University | 4:00 p.m. | ||
| Sat., 1/19 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 11:00 a.m. | ||
| Sat., 1/19 | V Boys Indoor Track | The Amory Foundation | Away - New York | 9:00 a.m. | ||
| Sat., 1/19 | V Competitive Cheerleading | CT Cheerleading Classic | Home - Wolcott HS [Directions] | 10:00 a.m. | ||
| Sat., 1/19 | FR Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 1:00 p.m. | ||
| Sat., 1/19 | V Girls Indoor Track | The Armory Foundation | Away - New York | 9:00 a.m. | ||
| Wed., 1/23 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 74-78 | |
| Wed., 1/23 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | ||
| Wed., 1/23 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Wed., 1/23 | V Girls Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 47-33 | |
| Wed., 1/23 | JV Girls Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 1/23 | Unified Sports Basketball | Crosby | Away [Directions] | 6:15 p.m. | ||
| Thu., 1/24 | V Competitive Cheerleading | NCA High School National Championship | Away - Dallas, TX | 10:00 a.m. | ||
| Fri., 1/25 | V Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 81-59 | |
| Fri., 1/25 | JV Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | FR Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Fri., 1/25 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 37-29 | |
| Fri., 1/25 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Mon., 1/28 | V Boys Indoor Track | NVL Championships | Away - Hillhouse | 4:00 p.m. | ||
| Mon., 1/28 | V Girls Indoor Track | NVL Championships | Away - Hillhouse | 4:00 p.m. | ||
| Tue., 1/29 | Unified Sports Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:00 p.m. | ||
| Thu., 1/31 | V Boys Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 86-67 | |
| Thu., 1/31 | JV Boys Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Thu., 1/31 | V Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | W 36-25 | |
| Thu., 1/31 | JV Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/1 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | W 55-53 | |
| Fri., 2/1 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Fri., 2/1 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Fri., 2/1 | V Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 63-33 | |
| Fri., 2/1 | JV Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Fri., 2/1 | FR Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:45 p.m. | ||
| Sat., 2/2 | FR Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 12:00 p.m. | ||
| Mon., 2/4 | V Boys Indoor Track | Last Chance Meet | Away - Hillhouse | 5:00 p.m. | ||
| Mon., 2/4 | V Girls Indoor Track | Last Chance Meet | Away - Hillhouse | 5:00 p.m. | ||
| Tue., 2/5 | V Boys Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 48-65 | |
| Tue., 2/5 | JV Boys Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | FR Boys Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Tue., 2/5 | V Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 6:30 p.m. | L 31-47 | |
| Tue., 2/5 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 4:30 p.m. | ||
| Tue., 2/5 | FR Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | Cancelled | Cancelled | |
| Wed., 2/6 | Winter Dance Team | NVL Competition | Away - Woodland HS | 4:00 p.m. | ||
| Wed., 2/6 | Unified Sports Basketball | Oxford | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:00 p.m. | ||
| Thu., 2/7 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | L 47-57 | |
| Thu., 2/7 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:00 p.m. | ||
| Thu., 2/7 | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| Thu., 2/7 | V Girls Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 43-34 | |
| Thu., 2/7 | FR Girls Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:45 p.m. | ||
| Thu., 2/7 | Unified Sports Basketball | Torrington | Away [Directions] | 6:15 p.m. | ||
| Sat., 2/9 | V Boys Indoor Track | CIAC Class M | Away - Hillhouse | 10:00 a.m. | ||
| Sat., 2/9 | V Competitive Cheerleading | Warde Winter Cheer Challange | Away - Fairfield Warde HS | 10:00 a.m. | ||
| Sat., 2/9 | Winter Dance Team | 4th Annual Warde Dance Jam | Away - Fairfield Warde HS | 4:00 p.m. | ||
| Sat., 2/9 | V Girls Indoor Track | CIAC Class M | Away - Hillhouse | 10:00 a.m. | ||
| Mon., 2/11 | V Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | L 24-45 | |
| Mon., 2/11 | JV Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:15 p.m. | ||
| Wed., 2/13 | V Boys Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 61-65 | |
| Wed., 2/13 | JV Boys Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Wed., 2/13 | FR Boys Basketball | Wamogo | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | ||
| Thu., 2/14 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | W 70-64 | |
| Thu., 2/14 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Sat., 2/16 | V Boys Indoor Track | State Open | Away - Hillhouse | 12:00 a.m. | ||
| Sat., 2/16 | V Competitive Cheerleading | NVL Championship | Away - Crosby HS | 10:00 a.m. | ||
| Sat., 2/16 | V Girls Indoor Track | State Open | Away - Hillhouse | 12:00 a.m. | ||
| Sat., 2/23 | V Boys Basketball | Torrington | Away - Wilby HS [Directions] | 11:00 a.m. | NVL Tournament First Round | |
| Sat., 2/23 | V Competitive Cheerleading | Hawks Nest Cheer Fest 2019 | Away - Woodland Regional HA | 10:00 a.m. | ||
| Sat., 2/23 | Winter Dance Team | High School Dance Team Championships | Away - Hamden HS | 9:00 a.m. | ||
| Tue., 2/26 | Unified Sports Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:00 p.m. | ||
| Sat., 3/2 | V Competitive Cheerleading | CT State Championship | Away - Floyd Little New Haven | 4:00 p.m. | ||
| Tue., 3/5 | V Boys Basketball | East Hampton | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 69-63 | CIAC Div IV First Round |
| Thu., 3/7 | Unified Sports Basketball | NVL Tournament | Away - Torrington HS | 3:00 p.m. | ||
| Sat., 3/9 | V Competitive Cheerleading | CT Team of the Year | Away - North Haven HS | 4:00 p.m. | ||
| Sat., 3/16 | V Competitive Cheerleading | New England Regional Champoinship | Away - TBA | 10:00 a.m. | ||
| Sun., 3/24 | V Baseball | Nonnewaug (Scrim.) | Away - Nonnewaug Varsity Baseball Field [Directions] | 2:00 p.m. | ||
| Mon., 3/25 | V Baseball | Bristol Central (Scrim.) | Home - Wolcott HS [Directions] | 3:30 p.m. | ||
| Wed., 3/27 | V Softball | Shelton (Scrim.) | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | ||
| Thu., 3/28 | V Baseball | Bristol Eastern (Scrim.) | Home - Wolcott HS [Directions] | 3:30 p.m. | ||
| Thu., 3/28 | V Girls Lacrosse | New London (Scrim.) | Away - Canamella Field [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Softball | Bristol Central (Scrim.) | Away - Casey Field [Directions] | 3:45 p.m. | ||
| Mon., 4/1 | V Boys Lacrosse | Bristol Coop | Home - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | W 7-1 | |
| Mon., 4/1 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 4/1 | V Girls Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 4:30 p.m. | L 21-5 | |
| Mon., 4/1 | V Girls Tennis | Woodland | Home - Wolcott HS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/2 | V Baseball | WCA | Away - Washington Park [Directions] | 3:45 p.m. | L 1-0 | |
| Tue., 4/2 | V Boys Outdoor Track | Naugatuck, Torrington | Away - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Girls Outdoor Track | Naugatuck, Torrington | Away - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Softball | Kennedy | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | W 31-0 | |
| Tue., 4/2 | JV Softball | Kennedy | Home - Wolcott HS [Directions] | 3:45 p.m. | W 15-0 | |
| Wed., 4/3 | JV Baseball | WCA | Away - Washington Park [Directions] | 3:45 p.m. | ||
| Wed., 4/3 | V Boys Lacrosse | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | L 6-9 | |
| Wed., 4/3 | V Boys Tennis | Kennedy | Home - Wolcott HS [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 4/3 | V Girls Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 14-8 | |
| Wed., 4/3 | V Girls Tennis | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/4 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 4/4 | V Girls Tennis | Crosby | Home - Wolcott HS [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/5 | V Boys Lacrosse | Lewis Mills | Home - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | L 2-13 | |
| Sat., 4/6 | V Baseball | Woodland | Home - Wolcott HS [Directions] | 3:00 p.m. | W 3-1 | |
| Sat., 4/6 | FR Baseball | Woodland | Home - BAW [Directions] | 1:00 p.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Lewis Mills | Home - Wolcott HS, Monroe Field [Directions] | 12:00 p.m. | L 14-4 | |
| Sat., 4/6 | JV Softball | Naugatuck | Away - Wolcott HS [Directions] | 12:30 p.m. | W 6-3 | |
| Sat., 4/6 | JV Softball | Woodland | Home - Naugatuck HS [Directions] | 3:00 p.m. | W 10-9 | |
| A request to make the following change(s) to the above event has been submitted by one of the schools involved, but has not yet been accepted by the other -- Change facility to | ||||||
| Mon., 4/8 | V Softball | Crosby | Away - Huntingdon Park [Directions] | 3:45 p.m. | W 19-0 | |
| Tue., 4/9 | V Boys Golf | Naugatuck | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | naugatuck 216 wolcott 222 | |
| Tue., 4/9 | V Boys Outdoor Track | Oxford, Watertown | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | Oxford, Watertown | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:45 p.m. | W 22-0 | |
| Wed., 4/10 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Watertown | Home - Wolcott HS [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 4/10 | V Girls Lacrosse | Holy Cross | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 10-6 | |
| Wed., 4/10 | V Softball | Wilby | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | W 17-0 | |
| Wed., 4/10 | V Girls Tennis | Watertown | Away - Crestbrook Park [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 4/11 | V Baseball | Kennedy | Home - Wolcott HS [Directions] | 3:45 p.m. | W 15-0 | |
| Thu., 4/11 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | 3:00 p.m. | st paul 166 wolcott 205 | |
| Thu., 4/11 | V Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 5:00 p.m. | L 14-5 | |
| Thu., 4/11 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 21-2 | |
| Thu., 4/11 | V Girls Tennis | Torrington | Home - Wolcott HS [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/12 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 4/12 | V Softball | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | W 20-2 | |
| Sun., 4/14 | V Softball | Lewis Mills | Away - Disney [Directions] | 10:00 a.m. | W 5-3 | |
| Mon., 4/15 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 1-8 | |
| Mon., 4/15 | V Girls Lacrosse | Watertown | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | L 13-3 | |
| Tue., 4/16 | V Boys Golf | Torrington | Home - Farmingbury Country Club [Directions] | 12:00 p.m. | torrington 187 wolcott 225 | |
| Tue., 4/16 | V Boys Outdoor Track | Derby, WCA | Home - Wolcott HS [Directions] | 10:00 a.m. | ||
| Tue., 4/16 | V Boys Tennis | Holy Cross | Home - Wolcott HS [Directions] | 3:30 p.m. | W 5-0 | |
| Tue., 4/16 | V Girls Outdoor Track | Derby, WCA | Home [Directions] | 10:00 a.m. | ||
| Tue., 4/16 | V Softball | Naugatuck | Away - Disney Wide World of Sports [Directions] | TBA | W 9-4 | |
| Tue., 4/16 | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 4/17 | V Baseball | Jefferson County (TN) | Away | 6:00 p.m. | W 2-0 | |
| Wed., 4/17 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | L 15-4 | |
| Wed., 4/17 | V Softball | Woodland | Away - Disney World [Directions] | 10:00 a.m. | L 9-2 | |
| Thu., 4/18 | V Baseball | Unicoi County (TN) | Away | 6:00 p.m. | W 1-0 | |
| Thu., 4/18 | V Boys Golf | Watertown | Home - Farmingbury Country Club [Directions] | 12:00 p.m. | watertown 186 wolcott 212 | |
| Thu., 4/18 | V Boys Lacrosse | Cromwell | Away - Cromwell HS [Directions] | 4:30 p.m. | L 6-15 | |
| Mon., 4/22 | V Boys Golf | Waterbury Coop, Wilby | Away [Directions] | 2:30 p.m. | wolcott 208 | |
| Mon., 4/22 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:00 p.m. | W 16-2 | |
| Mon., 4/22 | V Girls Lacrosse | Amistad | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 13-3 | |
| Tue., 4/23 | V Baseball | Derby | Away - Rotary Field, Naugatuck [Directions] | 3:45 p.m. | W 9-1 | |
| Tue., 4/23 | V Boys Outdoor Track | Crosby, Seymour | Home - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Boys Tennis | Woodland | Home - Wolcott HS [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 4/23 | V Girls Outdoor Track | Crosby, Seymour | Home [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Softball | Derby | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | W 17-1 | |
| Tue., 4/23 | JV Softball | Wilby | Home - Wolcott HS [Directions] | 3:45 p.m. | W 19-1 | |
| Tue., 4/23 | V Girls Tennis | St. Paul Catholic | Away - Page Park, Bristol [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 4/24 | V Baseball | Ansonia | Home - Wolcott HS [Directions] | 3:45 p.m. | W 10-0 | |
| Wed., 4/24 | FR Baseball | Torrington | Away [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Boys Lacrosse | Holy Cross | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 13-7 | |
| Wed., 4/24 | V Boys Tennis | Sacred Heart | Home - Wolcott HS [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 4/24 | V Softball | Ansonia | Away - Ansonia HS [Directions] | 3:30 p.m. | W 24-1 | |
| Wed., 4/24 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:45 p.m. | L 2-5 | |
| Thu., 4/25 | V Baseball | Holy Cross | Away - Holy Cross HS [Directions] | 3:45 p.m. | W 6-2 | |
| Thu., 4/25 | FR Baseball | Naugatuck | Home - BAW [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 4/25 | V Softball | Terryville | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | W 24-1 | |
| Thu., 4/25 | V Girls Tennis | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/26 | FR Baseball | Holy Cross | Away [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Baseball | Naugatuck | Home - Wolcott HS [Directions] | 3:00 p.m. | W 7-2 | |
| Sat., 4/27 | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Boys Outdoor Track | Bristol Central | Away - Bristol Central [Directions] | 10:00 a.m. | ||
| Sat., 4/27 | V Girls Tennis | Seymour | Home - Wolcott HS [Directions] | 10:00 a.m. | W 4-3 | |
| Mon., 4/29 | V Baseball | Seymour | Home - Wolcott HS [Directions] | 3:45 p.m. | W 11-2 | |
| Mon., 4/29 | FR Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Boys Lacrosse | Holy Cross | Away - Holy Cross HS [Directions] | 4:00 p.m. | W 10-4 | |
| Mon., 4/29 | V Boys Tennis | Torrington | Home - Wolcott HS [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 4/29 | V Girls Lacrosse | St. Paul Catholic | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | L 17-7 | |
| Mon., 4/29 | V Softball | Seymour | Away - Seymour HS [Directions] | 6:30 p.m. | L 5-6 | |
| Mon., 4/29 | JV Softball | Seymour | Away - Bungay School [Directions] | 3:30 p.m. | L 1-7 | |
| Mon., 4/29 | V Girls Tennis | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/30 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | torrington170 wolcott 208 | |
| Tue., 4/30 | V Boys Outdoor Track | Sacred Heart, Wilby | Home - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Naugatuck | Home - Wolcott HS [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 4/30 | V Girls Outdoor Track | Sacred Heart, Wilby | Home [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Softball | St. Paul Catholic | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | L 11-7 | |
| Wed., 5/1 | V Baseball | Sacred Heart | Home - Wolcott HS [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 5/1 | FR Baseball | Brookfield | Away - BHS Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Boys Golf | Holy Cross | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | holy cross 169 wolcott 203 | |
| Wed., 5/1 | V Boys Lacrosse | Hamden | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | L 9-10 | |
| Wed., 5/1 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | 3:30 p.m. | W 4-1 | |
| Wed., 5/1 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 3:45 p.m. | W 18-5 | |
| Wed., 5/1 | V Girls Tennis | Watertown | Home - Wolcott HS [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 5/2 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 5/2 | V Girls Lacrosse | Housatonic Regional | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 11-9 | |
| Thu., 5/2 | V Softball | Torrington | Home - George Babcock Field, Wolcott HS [Directions] | 4:00 p.m. | W 13-4 | |
| Thu., 5/2 | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 3:45 p.m. | W 19-2 | |
| Thu., 5/2 | V Girls Tennis | Holy Cross | Home - Wolcott HS [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/3 | V Boys Lacrosse | St. Paul Catholic | Home - Wolcott HS, Monroe Field [Directions] | 4:15 p.m. | L 1-13 | |
| Mon., 5/6 | FR Baseball | Torrington | Home - BAW [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | 2:30 p.m. | wolcott 221 seymour 248 | |
| Mon., 5/6 | V Boys Lacrosse | Amistad | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 16-4 | |
| Mon., 5/6 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 5/6 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:30 p.m. | W 10-5 | |
| Mon., 5/6 | V Softball | Watertown | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | L 4-6 | |
| Mon., 5/6 | V Girls Tennis | Naugatuck | Home - Wolcott HS [Directions] | 3:45 p.m. | L 3-4 | |
| Tue., 5/7 | V Baseball | St. Paul Catholic | Home - Wolcott H.S. [Directions] | 3:45 p.m. | L 3-2 | |
| Tue., 5/7 | JV Baseball | Watertown | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | FR Baseball | Woodland | Home - BAW [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Golf | Woodland | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | wolcott 208 woodland 223 | |
| Tue., 5/7 | V Boys Outdoor Track | St. Paul Catholic, Kennedy | Home - Wolcott HS [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | St. Paul Catholic, Kennedy | Home [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:30 p.m. | W 2-0 | |
| Tue., 5/7 | V Girls Tennis | Wilcox Tech | Home - Wolcott HS [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/8 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 5/8 | V Boys Golf | Stigburg Golf Tournament | Home - Farmingbury Country Club [Directions] | 9:00 a.m. | ||
| Wed., 5/8 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 4:00 p.m. | L 0-12 | |
| Wed., 5/8 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Track [Directions] | 4:00 p.m. | L 14-4 | |
| Wed., 5/8 | V Softball | Oxford | Home - George Babcock Field, Wolcott HS [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 5/9 | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Wilby | Home - Wolcott HS [Directions] | 3:30 p.m. | W 4-1 | |
| Thu., 5/9 | V Boys Tennis | Wilby | Home - Wolcott HS [Directions] | 4:30 p.m. | W 4-1 | |
| Thu., 5/9 | V Girls Lacrosse | Jonathan Law | Away - Lawmen Stadium [Directions] | 4:30 p.m. | L 14-4 | |
| Thu., 5/9 | V Softball | Holy Cross | Home - George Babcock Field, Wolcott HS [Directions] | 4:00 p.m. | L 4-2 | |
| Thu., 5/9 | V Girls Tennis | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | W 7-0 | |
| Fri., 5/10 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 4-2 | |
| Fri., 5/10 | FR Baseball | St. Paul Catholic | Home - BAW [Directions] | 3:45 p.m. | ||
| Fri., 5/10 | V Boys Lacrosse | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | 6:00 p.m. | L 3-16 | |
| Fri., 5/10 | V Boys Outdoor Track | Torrington | Away - tORRINGTON hs [Directions] | Cancelled | Cancelled | |
| Fri., 5/10 | V Boys Outdoor Track | Torrington Invite | Away - Torrington HS | 4:30 p.m. | ||
| Fri., 5/10 | V Girls Lacrosse | Holy Cross | Home - Wolcott HS [Directions] | 4:00 p.m. | W 9-4 | |
| Sat., 5/11 | V Baseball | Watertown | Away - Deland Field [Directions] | 12:00 p.m. | W 11-1 | |
| Sat., 5/11 | JV Baseball | St. Paul Catholic | Home - Wolcott HS [Directions] | 10:00 a.m. | ||
| Sat., 5/11 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 1:00 p.m. | W 9-7 | |
| Mon., 5/13 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | 2:00 p.m. | Wolcott 197 | |
| Mon., 5/13 | V Girls Lacrosse | Housatonic Regional | Away - Housatonic [Directions] | 4:00 p.m. | W Forfeit | |
| Tue., 5/14 | V Baseball | Torrington | Home - Wolcott HS [Directions] | 3:00 p.m. | W 7-3 | |
| Tue., 5/14 | V Boys Lacrosse | Bristol Central | Home - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 16-0 | |
| Tue., 5/14 | V Boys Tennis | Kennedy | Home - Wolcott HS [Directions] | 3:30 p.m. | W 5-0 | 1st Round NVL Tournament |
| Tue., 5/14 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | NVL Tournament | |
| Wed., 5/15 | V Baseball | Watertown | Home - Wolcott HS [Directions] | 3:45 p.m. | W 15-2 | |
| Wed., 5/15 | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | FR Baseball | St. Paul Catholic | Home - BAW [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | V Boys Golf | St. Paul Catholic | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 207 | |
| Wed., 5/15 | V Boys Golf | Seymour | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 207 | |
| Wed., 5/15 | V Girls Lacrosse | Bristol Central | Home - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | W 13-5 | |
| Thu., 5/16 | FR Baseball | Naugatuck | Away - Rotary Field [Directions] | 3:45 p.m. | ||
| Thu., 5/16 | V Boys Golf | Watertown | Away - Crestbrook Park [Directions] | 2:30 p.m. | wolcott223 | |
| Thu., 5/16 | V Boys Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 4:00 p.m. | L 5-15 | |
| Thu., 5/16 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 1:30 p.m. | L 1-4 | |
| Thu., 5/16 | V Softball | Watertown | Away - Watertown HS [Directions] | 3:00 p.m. | W 4-1 | |
| Fri., 5/17 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 6:30 p.m. | W 6-1 | |
| Fri., 5/17 | JV Baseball | Watertown | Home - Wolcott HS [Directions] | 3:45 p.m. | ||
| A request to make the following change(s) to the above event has been submitted by one of the schools involved, but has not yet been accepted by the other -- Change facility to BAW | ||||||
| Fri., 5/17 | V Softball | Naugatuck | Home - George Babcock Field, Wolcott HS [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 5/17 | JV Softball | Watertown | Away - Watertown HS [Directions] | 3:45 p.m. | L 1-12 | |
| Sat., 5/18 | JV Baseball | Holy Cross | Home - Wolcott HS [Directions] | 10:00 a.m. | ||
| Sat., 5/18 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 1:00 p.m. | L 4-13 | |
| Sat., 5/18 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 10:30 a.m. | L 5-11 | |
| Mon., 5/20 | V Girls Tennis | NVL Individual Tournament | Away - Woodland Regional | 12:00 p.m. | ||
| Tue., 5/21 | V Baseball | NVL QF - vs. Sacred Heart | Home - Wolcott HS [Directions] | 3:45 p.m. | NVL QF - vs Sacred Heart | |
| Tue., 5/21 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | 2:30 p.m. | Wolcott 197 | |
| Tue., 5/21 | V Boys Outdoor Track | NVL Tournament | Away - Torrington HS | 1:15 p.m. | ||
| Tue., 5/21 | V Boys Tennis | NVL Individuals 1st Round | Away | 12:00 p.m. | NVL Individuals 1st Round | |
| Tue., 5/21 | V Softball | Oxford | Away - OHS Softball Field [Directions] | 4:00 p.m. | L 12-4 | NVL QF Round |
| Wed., 5/22 | V Baseball | St. Paul Catholic | Away [Directions] | 6:30 p.m. | NVL Semi Final | |
| Wed., 5/22 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | Wolcott 187 | |
| Wed., 5/22 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:15 p.m. | WCLC Semi-Final | |
| Wed., 5/22 | V Boys Outdoor Track | JV NVL Tournament | Away - Crosby HS | 4:30 p.m. | ||
| Wed., 5/22 | V Boys Tennis | NVL Individual Finals | Home [Directions] | 1:00 p.m. | ||
| Wed., 5/22 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:30 p.m. | L 19-9 | WCLC Semi-Final |
| Thu., 5/23 | V Boys Golf | Chappa Invitational | Away | 10:30 a.m. | ||
| Thu., 5/23 | V Boys Tennis | Wilcox Tech (Scrim.) | Home - Wolcott HS [Directions] | Cancelled | Cancelled | |
| Fri., 5/24 | V Baseball | Holy Cross | Away - Municipal stadium [Directions] | 6:00 p.m. | NVL Championship | |
| Fri., 5/24 | V Boys Tennis | CLass M Tournament | Away - Bristol Eastern HS | 9:00 a.m. | ||
| Fri., 5/24 | V Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | ||
| Fri., 5/24 | V Girls Lacrosse | Weston | Away [Directions] | 5:00 p.m. | CIAC class S play in game | |
| Fri., 5/24 | V Girls Tennis | States Team | Away - Wilby HS | 3:00 p.m. | Class M State Tourn 1st Rnd | |
| Fri., 5/24 | V Girls Tennis | States - Team | Away | TBA | States- Team | |
| Wed., 5/29 | V Baseball | Bacon Academy | Home - Wolcott HS [Directions] | 3:30 p.m. | Class M 1st Round | |
| Wed., 5/29 | V Boys Golf | Ben Russell Cup Tournament | Away - Canaan Country Club | 2:00 p.m. | Ben Russell Cup Tournament | |
| Wed., 5/29 | V Boys Outdoor Track | Class M Tournament | Away - Willowbrook | 10:00 a.m. | ||
| Wed., 5/29 | V Softball | Norwich Tech | Home - Wolcott HS [Directions] | 5:30 p.m. | W 17-0 | Class M 1st Round |
| Thu., 5/30 | V Baseball | ValleyReg/Westbrook | Home - Wolcott HS [Directions] | 3:30 p.m. | CIAC Class M 2nd Round | |
| Thu., 5/30 | V Softball | Ellington | Away - Ellington HS [Directions] | 4:00 p.m. | W 7-1 | CIAC Class M 2nd Round |
| Fri., 5/31 | V Softball | Wolcott | Away [Directions] | 4:00 p.m. | CIAC Class M QF | |
| Sat., 6/1 | V Baseball | Haddam-Killingworth | Home - Wolcott HS [Directions] | 10:30 a.m. | CIAC Class M QF- ticketed Event | |
| Sat., 6/1 | V Girls Tennis | States-Individual | Away | 1:00 p.m. | States-Individual | |
| Tue., 6/4 | V Baseball | Woodland | Away - Muzzy Field - Bristol [Directions] | 7:00 p.m. | CIAC Class M - Semi Final | |
| Sat., 6/8 | V Baseball | St. Joseph | Away - Palmer Field - Middletown [Directions] | 7:00 p.m. | CIAC - Class M State Championship | |
| Wed., 7/10 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 7/17 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 7/24 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 7/31 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 8/7 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 8/14 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||
| Wed., 8/21 | V Competitive Cheerleading | Practice | Home - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:30-8:30 | ||