| Thomaston 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 477 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/29 | V Boys Soccer | Seymour (Scrim.) | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | V Field Hockey | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 3:30 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Watertown (Scrim.) | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Boys Soccer | WCA (Scrim.) | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | Canceled | Cancelled | |
| Fri., 9/1 | V Boys Soccer | WCA (Scrim.) | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 4:30 p.m. | ||
| Fri., 9/1 | V Field Hockey | Danbury (Scrim.) | Away - Danbury HS-Stadium Turf Field [Directions] | 7:00 p.m. | ||
| Wed., 9/6 | V Boys Cross Country | BL Cross Country Scrimmage | Home - Thomaston HS-Black Rock State Park [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Sat., 9/9 | V Boys Cross Country | Stratton Brook Invitational | Away - Not Listed-Stratton Brook Park-Simsbury | 12:30 p.m. | ||
| Sat., 9/9 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 11:00 a.m. | W 3-1 | |
| Sat., 9/9 | V Girls Cross Country | Stratton Brook Invitational | Away - Not Listed-Stratton Brook Park-Simsbury | 12:30 p.m. | ||
| Sat., 9/9 | V Girls Soccer | Litchfield | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 10:30 a.m. | W 6-0 | |
| Tue., 9/12 | V Boys Cross Country | Nonnewaug, Terryville | Home - Thomaston HS-Black Rock State Park [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Housatonic Regional | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 9/12 | V Girls Cross Country | Nonnewaug, Terryville | Home - Thomaston HS-Black Rock State Park [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Field Hockey | Litchfield | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 9/12 | JV Field Hockey | Litchfield | Home - Thomaston HS-Baseball/Softball Field [Directions] | 5:00 p.m. | W 1-0 | |
| Tue., 9/12 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Practice Field [Directions] | 3:45 p.m. | T 2-2 | |
| Tue., 9/12 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Girls Soccer Field (formerly Varsity Field) [Directions] | Postponed | ||
| Fri., 9/15 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/15 | V Field Hockey | Wamogo | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 9/15 | JV Field Hockey | Wamogo | Home - Thomaston HS-Baseball/Softball Field [Directions] | 5:00 p.m. | L 0-1 | |
| Fri., 9/15 | V Girls Soccer | Wamogo | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 9-1 | |
| Sat., 9/16 | JV Field Hockey | BL JV Jamboree- 2 Fields/4 officials/ 2.5 hours | Away - Nonnewaug HS-Turf Field | 9:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 9/16 | JV Girls Soccer | Wamogo (Scrim.) | Away - Housatonic Valley Regional High-Girls Practice Field [Directions] | Canceled | Cancelled | |
| Sat., 9/16 | JV Girls Soccer | Housatonic Regional (Scrim.) | Away - Housatonic Valley Regional High-JV Girls Soccer Field (formerly Varsity Field) [Directions] | Canceled | Cancelled | |
| Sat., 9/16 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Girls Soccer Field (formerly Varsity Field) [Directions] | Canceled | Cancelled | |
| Tue., 9/19 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | Postponed | W Forfeit | |
| Tue., 9/19 | V Field Hockey | Watertown | Home - Thomaston HS-Field Hockey Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 9/19 | JV Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Tue., 9/19 | V Girls Soccer | Gilbert | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 10-0 | |
| Wed., 9/20 | V Boys Cross Country | Going to the Sun Invitational | Away - Not Listed-Coginchaug HS | 3:30 p.m. | ||
| Wed., 9/20 | V Boys Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | ||
| Wed., 9/20 | V Girls Cross Country | Going to the Sun Invitational | Away - Not Listed-Coginchaug HS | 3:30 p.m. | ||
| Wed., 9/20 | V Girls Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | ||
| Fri., 9/22 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | T 2-2 | |
| Fri., 9/22 | V Field Hockey | Nonnewaug | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/22 | JV Field Hockey | Nonnewaug | Home - Thomaston HS-Baseball/Softball Field [Directions] | 5:00 p.m. | W 4-0 | |
| Fri., 9/22 | V Girls Soccer | Nonnewaug | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | T 1-1 | |
| Sat., 9/23 | JV Girls Soccer | Nonnewaug | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | Rainout | ||
| Wed., 9/27 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | L 1-5 | |
| Wed., 9/27 | V Girls Soccer | Shepaug Valley | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 8-0 | |
| Sat., 9/30 | V Boys Cross Country | Nonnewaug Invitational | Away - Not Listed-Nonnewaug HS | 11:00 a.m. | ||
| Sat., 9/30 | V Girls Cross Country | Nonnewaug Invitational | Away - Not Listed-Nonnewaug HS | 11:00 a.m. | ||
| Sat., 9/30 | JV Girls Soccer | Watertown | Away - Swift MS-Soccer Field [Directions] | 12:00 p.m. | ||
| Mon., 10/2 | V Boys Soccer | Northwestern | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | L 0-3 | |
| Mon., 10/2 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 6:00 p.m. | W 4-2 | |
| Tue., 10/3 | V Boys Cross Country | Northwestern, Litchfield | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Northwestern, Litchfield | Away - Northwestern Regional H.S.-Track [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Field Hockey | Shepaug Valley | Home - Thomaston HS-Field Hockey Field [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 10/3 | JV Field Hockey | Shepaug Valley | Home - Thomaston HS-Field Hockey Field [Directions] | 5:00 p.m. | T 0-0 | |
| Wed., 10/4 | V Boys Soccer | Nonnewaug | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 10/5 | V Boys Soccer | Litchfield | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 10/5 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 3:45 p.m. | W 6-0 | |
| Thu., 10/5 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:15 p.m. | T 1-1 | |
| Thu., 10/5 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-1 | |
| Fri., 10/6 | V Field Hockey | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:30 p.m. | L 0-2 | |
| Fri., 10/6 | JV Field Hockey | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | Postponed | ||
| Sat., 10/7 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | Postponed | ||
| Mon., 10/9 | JV Girls Soccer | Northwestern | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 10:00 a.m. | ||
| Tue., 10/10 | V Boys Cross Country | Housatonic Regional, Shepaug Valley | Away - Housatonic Valley Regional High-Football Field/Game Soccer/Track/Cross Country Start & Finish [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Practice Field [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 10/10 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Practice Field [Directions] | Postponed | ||
| Tue., 10/10 | V Girls Cross Country | Housatonic Regional, Shepaug Valley | Away - Housatonic Valley Regional High-Football Field/Game Soccer/Track/Cross Country Start & Finish [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | V Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 3:45 p.m. | L 0-8 | |
| Tue., 10/10 | JV Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 5:15 p.m. | T 0-0 | |
| Tue., 10/10 | V Girls Soccer | Housatonic Regional | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 10/10 | JV Girls Soccer | Housatonic Regional | Home - Thomaston HS [Directions] | Canceled | Cancelled | |
| Wed., 10/11 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 2-0 | |
| Wed., 10/11 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Thu., 10/12 | V Boys Cross Country | Wamogo, Gilbert | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Cross Country | Wamogo, Gilbert | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/13 | V Boys Soccer | Wamogo | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/13 | V Field Hockey | Wamogo | Away - Wamogo HS-Field Hockey Field [Directions] | 3:45 p.m. | L 1-5 | |
| Fri., 10/13 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Sat., 10/14 | JV Girls Soccer | Litchfield, Housatonic Regional, Northwestern | Away - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 9:00 a.m. | ||
| Mon., 10/16 | V Boys Soccer | Shepaug Valley | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | L 1-3 | |
| Mon., 10/16 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | Postponed | ||
| Mon., 10/16 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 3:45 p.m. | L 1-2 | |
| Mon., 10/16 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:00 p.m. | T 1-1 | |
| Mon., 10/16 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 10/17 | V Boys Soccer | Terryville | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | L 0-1 | |
| Wed., 10/18 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | L 0-3 | |
| Wed., 10/18 | JV Field Hockey | Watertown | Home - Thomaston HS-Gym [Directions] | Canceled | Cancelled | |
| Wed., 10/18 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/19 | V Boys Cross Country | Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Home - Thomaston HS-Black Rock State Park [Directions] | 2:45 p.m. | ||
| Thu., 10/19 | V Girls Cross Country | Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Home - Thomaston HS-Black Rock State Park [Directions] | 2:45 p.m. | ||
| Sat., 10/21 | JV Field Hockey | BL JV Jamboree- 2 Fields/4 officials/ 2.5 hours | Away - Nonnewaug HS-Turf Field | Canceled | Cancelled | |
| Sat., 10/21 | JV Girls Soccer | Northwestern | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | Canceled | Cancelled | |
| Mon., 10/23 | V Boys Golf | CIAC Division II Fall Championship | Away - Chippanee GC | 8:30 a.m. | ||
| Mon., 10/23 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/24 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 10/24 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | Canceled | Cancelled | |
| Tue., 10/24 | V Field Hockey | Northwestern | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 10/24 | JV Field Hockey | Northwestern | Home - Thomaston HS-Baseball/Softball Field [Directions] | 5:00 p.m. | ||
| Tue., 10/24 | V Girls Soccer | Northwestern | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 3-1 | |
| Thu., 10/26 | JV Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | 4:00 p.m. | L 0-2 | |
| Thu., 10/26 | JV Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | Canceled | Cancelled | |
| Thu., 10/26 | V Girls Soccer | Terryville | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/27 | V Boys Soccer | Gilbert | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W Forfeit | |
| Fri., 10/27 | JV Boys Soccer | Gilbert | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Girls Soccer | Gilbert | Away - Gilbert School-Football Field [Directions] | 3:45 p.m. | W 4-0 | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:00 a.m. | ||
| Sat., 10/28 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 11:00 a.m. | OT-L 0-1 | |
| Sat., 10/28 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 12:45 p.m. | ||
| Sat., 10/28 | JV Girls Soccer | Litchfield | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 10:00 a.m. | ||
| Tue., 10/31 | V Boys Soccer | Shepaug Valley | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Tue., 10/31 | V Girls Soccer | Terryville | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:15 p.m. | W 3-2 | |
| Fri., 11/3 | V Boys Soccer | Woodland (Scrim.) | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:15 p.m. | ||
| Fri., 11/3 | V Girls Soccer | Nonnewaug | Home - Nonnewaug HS-Turf Field [Directions] | 7:00 p.m. | W 4-1 | |
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 6:30 p.m. | ||
| Wed., 11/8 | V Girls Soccer | Old Saybrook | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 2:00 p.m. | W 2-1 | |
| Fri., 11/10 | V Girls Soccer | Terryville | Home - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 2:00 p.m. | W 3-0 | |
| Tue., 11/14 | V Girls Soccer | Lyman Memorial | Home - Glastonbury HS-Turf Field [Directions] | 6:00 p.m. | ||
| Sun., 11/19 | V Girls Soccer | Cromwell | Home - Trinity Health Stadium-Dillon Stadium [Directions] | 10:00 a.m. | ||
| Tue., 11/28 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3-4:15 p.m. | ||
| Wed., 11/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Thu., 11/30 | V Boys Ice Hockey | Forman School (Scrim.) | Away - Rumsey Hall-Lufkin Rink | 7:15 p.m. | ||
| Fri., 12/1 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30-9 p.m. | ||
| Sat., 12/2 | V Wrestling | Farmington, New Britain, Newington, Plainville (Scrim.) | Away - Farmington HS [Directions] | 10:00 a.m. | ||
| Mon., 12/4 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Mon., 12/4 | V Girls Basketball | Bristol Central (Scrim.) | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 12/5 | V Boys Basketball | Kennedy (Scrim.) | Home - Thomaston HS-Gym [Directions] | 5:00 p.m. | Kennedy HS (Waterbury) will be opponent | |
| Tue., 12/5 | V Boys Ice Hockey | Newtown/New Fairfield (Scrim.) | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | ||
| Tue., 12/5 | V Girls Basketball | Woodland (Scrim.) | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/6 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:15-8:45 p.m. | ||
| Thu., 12/7 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 12/8 | V Boys Basketball | Watertown (Scrim.) | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 3:00 p.m. | ||
| Fri., 12/8 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Mon., 12/11 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Tue., 12/12 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3-4:15 p.m. | ||
| Tue., 12/12 | V Girls Basketball | Housatonic Regional | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 55-24 | |
| Tue., 12/12 | JV Girls Basketball | Housatonic Regional | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/13 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | 7:45 p.m. | L 4-0 | |
| Thu., 12/14 | V Boys Basketball | O'Brien Tech | Home - Thomaston HS-Gym [Directions] | 6:15 p.m. | W 75-38 | |
| Thu., 12/14 | JV Boys Basketball | O'Brien Tech | Home - Thomaston HS-Gym [Directions] | 4:45 p.m. | ||
| Thu., 12/14 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Fri., 12/15 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/15 | FR Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/15 | V Boys Ice Hockey | SCW Knights | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | L 3-1 | |
| Fri., 12/15 | V Girls Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | 6:00 p.m. | W 66-29 | |
| Fri., 12/15 | JV Girls Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 12/16 | V Wrestling | Plainville Invitational | Away - Plainville HS-Wood Gymnasium | 9:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Tue., 12/19 | V Boys Basketball | Northwestern | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 73-51 | |
| Tue., 12/19 | JV Boys Basketball | Northwestern | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 47-37 | |
| Tue., 12/19 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 12/20 | V Boys Ice Hockey | Wilton | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | W 6-2 | |
| Wed., 12/20 | V Wrestling | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Aux Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/21 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Thu., 12/21 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | L 87-65 | |
| Fri., 12/22 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 6:30 p.m. | W 63-22 | |
| Fri., 12/22 | JV Girls Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 12/23 | V Wrestling | Pomperaug Coop, Nonnewaug, St. Paul Catholic (2 mats) | Away - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Wed., 12/27 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 6:00 p.m. | W 71-63 | |
| Wed., 12/27 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Thu., 12/28 | V Boys Basketball | Brookfield | Home - Litchfield HS-Gym [Directions] | 6:00 p.m. | L 66-41 | |
| Thu., 12/28 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Thu., 12/28 | V Boys Indoor Track | Relay Rust Buster | Away - Not Listed-SCSU | 4:00 p.m. | ||
| Thu., 12/28 | V Wrestling | Portland/Cromwell, Thomaston | Away - Portland HS-Portland HS [Directions] | 10:00 a.m. | ||
| Thu., 12/28 | V Wrestling | Portland/Cromwell, Terryville-Thomaston | Away - Portland HS-Portland HS [Directions] | 10:00 a.m. | ||
| Thu., 12/28 | V Girls Indoor Track | Relay Rust Buster | Away - Not Listed-SCSU | 4:00 p.m. | ||
| Fri., 12/29 | FR Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Fri., 12/29 | V Wrestling | Joe Beler Sr. Duals | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | ||
| Fri., 12/29 | V Girls Basketball | Windsor Locks | Away - Windsor Locks HS-WLHS Gymnasium [Directions] | 3:00 p.m. | W 44-28 | |
| Fri., 12/29 | JV Girls Basketball | Windsor Locks | Away - Windsor Locks HS-WLHS Gymnasium [Directions] | 1:30 p.m. | ||
| Sat., 12/30 | V Boys Indoor Track | Hillhouse Holidary Invitational | Away - Not Listed-Hillhouse - New Haven Complex | 10:00 a.m. | ||
| Sat., 12/30 | V Girls Indoor Track | Hillhouse Holiday Invitational | Away - Not Listed-Hillhouse - New Haven Complex | 10:00 a.m. | ||
| Tue., 1/2 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Tue., 1/2 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:30 p.m. | L 58-35 | |
| Tue., 1/2 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/3 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:30 p.m. | L 6-0 | |
| Thu., 1/4 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | L 59-58 | |
| Thu., 1/4 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/4 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Thu., 1/4 | V Wrestling | Derby/Oxford/Holy Cross | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/5 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | 8:15 p.m. | W 4-3 (OT) | |
| Fri., 1/5 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 53-30 | |
| Fri., 1/5 | JV Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | Northwestern | Home - Thomaston HS-Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Boys Indoor Track | Elm City Coaches Meet | Away - Not Listed-Hillhouse - New Haven Complex | 3:30 p.m. | ||
| Sat., 1/6 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 1/6 | JV Wrestling | Bristol Eastern, Avon, Berlin, Branford, Bristol Central, East Hartford, Enfield, Farmington, Guilford, Ledyard, Middletown, New Fairfield, New Milford, Plainville, Pomperaug Coop, Ridgefield, Staples, Wethersfield, Hall | Away - Bristol Eastern HS-Gym | 9:00 a.m. | ||
| Sat., 1/6 | V Girls Indoor Track | Elm City Coaches Meet | Away - Not Listed-Hillhouse - New Haven Complex | 3:30 p.m. | ||
| Mon., 1/8 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 69-64 | |
| Mon., 1/8 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 1/8 | FR Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Mon., 1/8 | V Boys Ice Hockey | Conard | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45 p.m. | L 4-0 | |
| Mon., 1/8 | V Girls Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 58-42 | |
| Mon., 1/8 | JV Girls Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/10 | V Boys Basketball | Gilbert | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 85-43 | |
| Wed., 1/10 | JV Boys Basketball | Gilbert | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/10 | V Boys Ice Hockey | Housatonic Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45 p.m. | W 2-0 | |
| Wed., 1/10 | V Wrestling | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 6:30 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 7:00 p.m. | W 74-40 | |
| Wed., 1/10 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/11 | V Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 7:00 p.m. | L 64-61 | |
| Thu., 1/11 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 5:30 p.m. | ||
| Thu., 1/11 | JV Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | ||
| Fri., 1/12 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Wamogo | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 51-14 | |
| Fri., 1/12 | JV Girls Basketball | Wamogo | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 8:00 p.m. | T 2-2 | |
| Sat., 1/13 | V Wrestling | Ellis Tech Duals 2024 | Away - Ellis R V Tech School-Gym | 9:00 a.m. | ||
| Sat., 1/13 | V Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 1:30 p.m. | L 50-33 | |
| Sat., 1/13 | JV Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 12:00 p.m. | ||
| Mon., 1/15 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Mon., 1/15 | V Boys Indoor Track | Berkshire League Showcase | Away - Not Listed-Bethel Center | 10:00 a.m. | ||
| Mon., 1/15 | V Girls Indoor Track | Berkshire League Showcase | Away - Not Listed-Bethel Center | 10:00 a.m. | ||
| Wed., 1/17 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 5-2 | |
| Wed., 1/17 | V Boys Indoor Track | Old Saybrook Qualifier | Away - Not Listed-Hillhouse - New Haven Complex | 5:00 p.m. | ||
| Wed., 1/17 | V Wrestling | Northwestern | Home - Terryville HS-Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/17 | V Girls Indoor Track | Old Saybrook Qualifier | Away - Not Listed-Hillhouse - New Haven Complex | 5:00 p.m. | ||
| Thu., 1/18 | V Boys Basketball | Housatonic Regional | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 97-64 | |
| Thu., 1/18 | JV Boys Basketball | Housatonic Regional | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/18 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:15-9:45 p.m. | ||
| Thu., 1/18 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 7:00 p.m. | W 53-28 | |
| Thu., 1/18 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/19 | V Boys Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 76-49 | |
| Fri., 1/19 | JV Boys Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/19 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 6:00 p.m. | W 49-21 | |
| Fri., 1/19 | JV Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/20 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 8:00 p.m. | L 2-1 OT | |
| Sat., 1/20 | V Wrestling | New Milford, Amity, Bethel, Bunnell, Enfield, Joel Barlow, Maloney, Masuk, Norwalk, Pomperaug Coop, RHAM, Stratford, Harding/Bassick/Bridgeport Central, Weston | Away - New Milford HS-Main Gym - NMHS | 9:00 a.m. | ||
| Mon., 1/22 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Wed., 1/24 | V Boys Ice Hockey | New Milford | Away - Canterbury School-O'Neill Arena [Directions] | 7:45 p.m. | L 9-5 | |
| Wed., 1/24 | V Wrestling | Gilbert/Torrington | Home - Terryville HS-Gym [Directions] | 7:00 p.m. | ||
| Thu., 1/25 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 73-66 | |
| Thu., 1/25 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/25 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Thu., 1/25 | V Girls Basketball | Northwestern | Home - Thomaston HS-Gym [Directions] | 6:00 p.m. | W 46-42 | |
| Fri., 1/26 | V Boys Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 71-65 | |
| Fri., 1/26 | JV Boys Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Watertown | Home - Thomaston HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/26 | V Boys Ice Hockey | Pawling (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45 p.m. | L 6-1 | |
| Fri., 1/26 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | W 64-17 | |
| Fri., 1/26 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:45 p.m. | ||
| Sat., 1/27 | FR Boys Basketball | Northwestern | Home - Thomaston HS-Gym [Directions] | Postponed | ||
| Sat., 1/27 | FR Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 12:30 p.m. | ||
| Sat., 1/27 | V Wrestling | Rodney Smith Invitational | Away - Suffield HS | 7:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Mon., 1/29 | FR Boys Basketball | Wolcott | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | Canceled | Cancelled | |
| Mon., 1/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 3-4:30 p.m. | ||
| Tue., 1/30 | V Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | L 67-45 | |
| Tue., 1/30 | JV Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 1/31 | V Boys Basketball | Windsor Locks | Away - Windsor Locks HS-WLHS Gymnasium [Directions] | 6:45 p.m. | W 57-55 | |
| Wed., 1/31 | JV Boys Basketball | Windsor Locks | Away - Windsor Locks HS-WLHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/31 | V Boys Ice Hockey | Newtown/New Fairfield | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45 p.m. | L 4-3 OT | |
| Wed., 1/31 | V Wrestling | Ellis Tech | Home - Terryville HS-Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/1 | V Boys Ice Hockey | Pawling (NY) | Away - Trinity-Pawling School-Ice Rink | 4:00 p.m. | L 8-4 | |
| Fri., 2/2 | V Boys Basketball | Terryville | Home - Thomaston HS-Gym [Directions] | 7:30 p.m. | W 60-54 | |
| Fri., 2/2 | JV Boys Basketball | Terryville | Home - Thomaston HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/2 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Terryville | Home - Thomaston HS-Gym [Directions] | 6:00 p.m. | W 53-27 | |
| Fri., 2/2 | JV Girls Basketball | Terryville | Home - Thomaston HS-Gym [Directions] | 3:05 p.m. | ||
| Sat., 2/3 | FR Boys Basketball | St. Paul Catholic | Home - Thomaston HS-Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/3 | FR Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/3 | V Wrestling | 2024 Bobcat Classic | Away - Bacon Academy | 9:00 a.m. | ||
| Mon., 2/5 | V Boys Ice Hockey | Fox Lane (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | W 7-3 | |
| Mon., 2/5 | V Boys Indoor Track | Last Chance State Qualifier | Away - Not Listed-Hillhouse - New Haven Complex | 4:30 p.m. | ||
| Mon., 2/5 | V Girls Indoor Track | Last Chance State Qualifier | Away - Not Listed-Hillhouse - New Haven Complex | 4:30 p.m. | ||
| Tue., 2/6 | V Boys Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 58-49 | |
| Tue., 2/6 | JV Boys Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | FR Boys Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 3:30 p.m. | ||
| Tue., 2/6 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:15-8:45 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 54-29 | |
| Tue., 2/6 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/7 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 5:30 p.m. | W 2-1 OT | |
| Fri., 2/9 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 7:00 p.m. | W 89-37 | |
| Fri., 2/9 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Fri., 2/9 | V Boys Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Gilbert | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 59-42 | |
| Fri., 2/9 | JV Girls Basketball | Gilbert | Home - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Girls Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Mon., 2/12 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 3:50 p.m. | W 8-7 | |
| Mon., 2/12 | V Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 6:00 p.m. | W 67-21 | |
| Tue., 2/13 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | Canceled | Cancelled | |
| Wed., 2/14 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:00 p.m. | L 6-4 | |
| Thu., 2/15 | V Boys Basketball | Wamogo | Home - Thomaston HS-Gym [Directions] | 4:30 p.m. | W 69-29 | |
| Thu., 2/15 | JV Boys Basketball | Wamogo | Home - Thomaston HS-Gym [Directions] | Postponed | ||
| Fri., 2/16 | FR Boys Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 4:45 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 2/20, Time to 5:00 p.m. | ||||||
| Fri., 2/16 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC S Divisional Championship | Away - Killingly | TBA | ||
| Fri., 2/16 | V Girls Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | 6:00 p.m. | ||
| Sat., 2/17 | FR Boys Basketball | Watertown | Home - Thomaston HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | St. Paul Catholic | Home - Thomaston HS-Gym [Directions] | 6:00 p.m. | L 74-60 | |
| Mon., 2/19 | JV Boys Basketball | St. Paul Catholic | Home - Thomaston HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 2/19 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 1-2:30 p.m. | ||
| Tue., 2/20 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 1:30-2:30 p.m. | ||
| Tue., 2/20 | V Girls Basketball | Housatonic Regional | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 2/21 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 7:00 p.m. | W 62-60 | |
| Wed., 2/21 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | Milford Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30 p.m. | W 5-4 | |
| Thu., 2/22 | FR Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 2/23 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Fri., 2/23 | V Girls Basketball | Northwestern | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Mon., 2/26 | V Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 6:00 p.m. | ||
| Mon., 2/26 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Tue., 2/27 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Wed., 2/28 | V Boys Basketball | Nonnewaug | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | ||
| Thu., 2/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Thu., 2/29 | V Girls Basketball | North Branford | Home - Thomaston HS-Gym [Directions] | 6:30 p.m. | W 61-45 | |
| Sat., 3/2 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 9-10:30 a.m. | ||
| Mon., 3/4 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Simsbury - ISCC-NHL [Directions] | 3:40 p.m. | L 2-3 | |
| Mon., 3/4 | V Boys Ice Hockey | CIAC Div III First Round | Away - Higher Seed | TBA | ||
| Mon., 3/4 | V Girls Basketball | Lyman Memorial | Home - Thomaston HS-Gym [Directions] | 6:30 p.m. | W 62-30 | |
| Tue., 3/5 | V Boys Basketball | Norwich Tech | Home - Thomaston HS-Gym [Directions] | 6:30 p.m. | W 70-52 | |
| Tue., 3/5 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 3:30-5 p.m. | ||
| Thu., 3/7 | V Boys Basketball | Classical Magnet | Away - Classical Magnet HS-Greater Hartford Classical Magnet [Directions] | 6:30 p.m. | W 69-54 | |
| Thu., 3/7 | V Boys Ice Hockey | CIAC Div III Quarterfinal | Away - Site TBA | TBA | ||
| Fri., 3/8 | V Girls Basketball | East Catholic | Home - SMSA-Gym [Directions] | 7:00 p.m. | W 53-47 | |
| Mon., 3/11 | V Boys Basketball | Stafford | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 58-55 | |
| Mon., 3/11 | V Boys Ice Hockey | CIAC Div III Semifinal | Away - Site TBA | TBA | ||
| Wed., 3/13 | V Boys Basketball | Coventry | Away - East Hartford [Directions] | 6:30 p.m. | L 50-61 | |
| Thu., 3/14 | V Boys Ice Hockey | CIAC Div III Final | Away - Site TBA | TBA | ||
| Sun., 3/17 | V Girls Basketball | Somers | Home - Mohegan Sun Arena-Arena [Directions] | 12:30 p.m. | L 43-56 | |
| Mon., 3/25 | V Softball | New Milford (Scrim.) | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Baseball | Crosby (Scrim.) | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 3/28 | V Boys Lacrosse | Wilbur Cross (Scrim.) | Home - Nonnewaug HS-football field [Directions] | 6:00 p.m. | ||
| Thu., 3/28 | V Softball | Wamogo/Litchfield (Scrim.) | Home - Thomaston HS-Black Rock Field [Directions] | Rainout | ||
| Mon., 4/1 | V Boys Tennis | Shepaug Valley | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Mon., 4/1 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Tue., 4/2 | V Girls Lacrosse | Watertown | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 7:00 p.m. | ||
| Fri., 4/5 | V Softball | Wamogo/Litchfield | Home - Thomaston HS-Baseball/Softball Field [Directions] | 4:00 p.m. | W 15-4 | |
| Fri., 4/5 | V Girls Tennis | East Granby | Home - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | W 7-0 | |
| Sat., 4/6 | V Boys Lacrosse | Ellington | Away - Ellington HS-Main Field [Directions] | 10:00 a.m. | ||
| Sat., 4/6 | JV Boys Lacrosse | Ellington | Away - Ellington HS-Main Field [Directions] | 11:30 a.m. | ||
| Sat., 4/6 | V Boys Outdoor Track | Bellringer Invitational East Hampton | Away - Not Listed | 9:30 a.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Greenwich | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 12:00 p.m. | ||
| Sat., 4/6 | JV Girls Lacrosse | Greenwich | Home - Plumb Hill Field Complex-Softball Field [Directions] | 1:45 p.m. | ||
| Sat., 4/6 | V Girls Outdoor Track | Bellringer Invitational - East Hampton | Away - Not Listed | 9:30 a.m. | ||
| Mon., 4/8 | V Baseball | Terryville | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Mon., 4/8 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 4:00 p.m. | W 22-0 | |
| Mon., 4/8 | V Girls Tennis | Wamogo | Home - Thomaston HS-Nystrom Park [Directions] | 4:30 p.m. | W 6-1 | |
| Tue., 4/9 | V Boys Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | JV Boys Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | Canceled | Cancelled | |
| Tue., 4/9 | V Boys Outdoor Track | St. Paul Catholic, Watertown | Home - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | St. Paul Catholic, Watertown | Home - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Housatonic Regional | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Softball | Nonnewaug | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 18-3 | |
| Thu., 4/11 | V Boys Lacrosse | Canton | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | JV Boys Lacrosse | Canton | Home - Plumb Hill Field Complex-Softball Field [Directions] | Canceled | Cancelled | |
| Thu., 4/11 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | ||
| Sat., 4/13 | V Boys Lacrosse | Watertown | Home - Nonnewaug HS-football field [Directions] | 11:00 a.m. | ||
| Mon., 4/15 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | Canceled | Cancelled | |
| Mon., 4/15 | V Boys Lacrosse | Capital Prep | Away - Capital Preparatory Magnet School-Soccer Field [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Softball | Shepaug Valley | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | L 8-2 | |
| Tue., 4/16 | V Baseball | Litchfield | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/16 | V Boys Outdoor Track | Watertown, Kennedy | Away - Watertown HS [Directions] | 10:00 a.m. | ||
| Tue., 4/16 | V Girls Outdoor Track | Watertown, Kennedy | Away - Watertown HS [Directions] | 10:00 a.m. | ||
| Wed., 4/17 | V Girls Lacrosse | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC Lacrosse Field [Directions] | 5:00 p.m. | ||
| Wed., 4/17 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 1:30 p.m. | L 6-2 | |
| Thu., 4/18 | V Boys Lacrosse | Holy Cross | Home - Nonnewaug HS-football field [Directions] | 1:00 p.m. | ||
| Thu., 4/18 | V Boys Outdoor Track | Terryville, Gilbert, Housatonic Regional, Litchfield, TBA, Northwestern, Wamogo | Away - Terryville HS-Track | Rainout | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Thu., 4/18 | V Girls Outdoor Track | Terryville, Gilbert, Housatonic Regional, Litchfield, TBA, Northwestern, Wamogo | Away - Terryville HS-Track | Rainout | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Fri., 4/19 | V Baseball | Northwestern | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Fri., 4/19 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 4:00 p.m. | W 22-3 | |
| Sat., 4/20 | V Boys Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 10:00 a.m. | ||
| Sat., 4/20 | JV Boys Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 11:30 a.m. | ||
| Sat., 4/20 | V Boys Outdoor Track | Patriot Games - Coventry | Away - Not Listed | 9:30 a.m. | ||
| Sat., 4/20 | V Boys Outdoor Track | Patriot Games - Coventry | Away - Not Listed | 9:30 p.m. | ||
| Sun., 4/21 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS-JV Soccer/Lacrosse Field [Directions] | 1:00 p.m. | ||
| Mon., 4/22 | V Baseball | Housatonic Regional | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 4:15 p.m. | W 8-6 | |
| Mon., 4/22 | V Girls Tennis | Nonnewaug | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Baseball | Granby Memorial | Away - Granby Memorial HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Boys Lacrosse | Wolcott | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 5:00 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Litchfield, Northwestern | Home - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Lacrosse | Housatonic Regional | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 5:15 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Litchfield, Northwestern | Home - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Softball | Watertown | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Boys Tennis | Litchfield | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Girls Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 4:30 p.m. | ||
| Thu., 4/25 | JV Girls Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 6:00 p.m. | ||
| Thu., 4/25 | V Girls Tennis | Shepaug Valley | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Fri., 4/26 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 6:00 p.m. | ||
| Fri., 4/26 | V Girls Lacrosse | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 6:45 p.m. | ||
| Fri., 4/26 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Sat., 4/27 | V Boys Outdoor Track | Ellington Invitational | Away - Ellington HS-Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 4/27 | V Girls Outdoor Track | Ellington Invitational | Away - Ellington HS-Track | 9:00 a.m. | ||
| Sat., 4/27 | V Softball | Staples | Home - Thomaston HS-Baseball/Softball Field [Directions] | 1:00 p.m. | ||
| Mon., 4/29 | V Baseball | Gilbert | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Mon., 4/29 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | V Girls Lacrosse | St. Paul Catholic | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Gilbert | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Gilbert | Home - Thomaston HS-Nystrom Park [Directions] | 5:50 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Northwestern | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:15 p.m. | ||||||
| Wed., 5/1 | V Boys Lacrosse | Capital Prep | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 5:00 p.m. | ||
| Wed., 5/1 | V Boys Tennis | Wamogo | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Softball | Terryville | Home - Thomaston HS-Baseball/Softball Field [Directions] | Postponed | ||
| Wed., 5/1 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Boys Tennis | Northwestern | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Girls Lacrosse | Housatonic Regional | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 5:00 p.m. | ||
| Fri., 5/3 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 5/4 | V Baseball | Wamogo | Home - Thomaston HS-Baseball/Softball Field [Directions] | 9:30 a.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Marty Roberts invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Mon., 5/6 | V Baseball | Nonnewaug | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Mon., 5/6 | V Boys Lacrosse | Holy Cross | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | V Boys Tennis | Housatonic Regional | Away - Town Field-Town Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Mon., 5/6 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Housatonic Regional | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Housatonic Regional, Gilbert, Mt. Everett (MA) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Housatonic Regional, Gilbert, Mt. Everett (MA) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | ||
| Wed., 5/8 | V Boys Tennis | Nonnewaug | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Windsor Locks | Away - Windsor Locks HS-Tennis Court [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Girls Lacrosse | Wolcott | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 5:30 p.m. | ||
| Fri., 5/10 | V Baseball | Shepaug Valley | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Boys Outdoor Track | Runnin' Rams Invitational - Old Saybrook | Away - Not Listed | 3:00 p.m. | ||
| Fri., 5/10 | V Girls Outdoor Track | Runnin' Rams Invitational - Old Saybrook | Away - Not Listed | 3:00 p.m. | ||
| Fri., 5/10 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Girls Tennis | Litchfield | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Sat., 5/11 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 10:00 a.m. | ||
| Sat., 5/11 | V Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 12:00 p.m. | ||
| Sat., 5/11 | JV Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 1:00 p.m. | ||
| Mon., 5/13 | V Softball | Housatonic Regional | Home - Thomaston HS-Baseball/Softball Field [Directions] | 4:15 p.m. | ||
| Mon., 5/13 | V Girls Tennis | Windsor Locks | Home - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Baseball | Canton | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Boys Tennis | Berkshire League Boys Tennis Championship | Away - Nonnewaug HS-Tennis Courts | 2:00 p.m. | ||
| Wed., 5/15 | V Boys Lacrosse | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 7:00 p.m. | ||
| Wed., 5/15 | V Girls Lacrosse | Wethersfield | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 4:15 p.m. | ||
| Wed., 5/15 | JV Girls Lacrosse | Wethersfield | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 5:00 p.m. | ||
| Thu., 5/16 | V Girls Tennis | Housatonic Regional | Away - Town Field-Town Tennis Courts [Directions] | 3:45 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/21, Facility to Thomaston HS-Nystrom Park | ||||||
| Fri., 5/17 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/17 | V Softball | Northwestern | Home - Thomaston HS-Baseball/Softball Field [Directions] | 2:30 p.m. | ||
| Fri., 5/17 | V Softball | Newtown | Home - Thomaston HS-Baseball/Softball Field [Directions] | 4:30 p.m. | ||
| Sat., 5/18 | V Boys Outdoor Track | Berkshire League Track & Field Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 8:00 a.m. | ||
| Sat., 5/18 | V Girls Outdoor Track | Berkshire League Track & Field Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 8:00 a.m. | ||
| Sun., 5/19 | V Baseball | East Granby | Home - Thomaston HS-Baseball/Softball Field [Directions] | 1:00 p.m. | ||
| Mon., 5/20 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Ed Kirby Field [Directions] | 4:30 p.m. | ||
| Mon., 5/20 | V Boys Tennis | Berkshire League Boys Tennis Championship Semi/Finals | Away - TBA | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Mon., 5/20 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Nonnewaug HS-Tennis Courts | 8:15 a.m. | ||
| Tue., 5/21 | V Boys Outdoor Track | Berkshire League Festival Steeplechase Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Plumb Hill Field Complex-Plumb Hill Track | 4:00 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Time to 3:30 p.m., Facility to Thomaston Nystrom Park-Nystroms Park Track | ||||||
| Tue., 5/21 | V Girls Outdoor Track | Berkshire League Festival Steeplechase Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Wed., 5/22 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | ||
| Wed., 5/22 | V Boys Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) | 3:30 p.m. | ||
| Wed., 5/22 | V Girls Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) | 3:30 p.m. | ||
| Wed., 5/22 | V Softball | Gilbert | Home - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Wed., 5/22 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Nonnewaug HS-Tennis Courts | 1:00 p.m. | ||
| Sat., 5/25 | V Girls Tennis | St. Paul Catholic | Home - Thomaston HS-Nystrom Park [Directions] | 2:00 p.m. | ||
| Tue., 5/28 | V Softball | Somers | Home - Thomaston HS-Baseball/Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/29 | V Boys Outdoor Track | CIAC Class S Championship - Willowbrook - New Britain | Away - Not Listed | 10:00 a.m. | ||
| Wed., 5/29 | V Girls Outdoor Track | CIAC Class S Championship - Willowbrook - New Britain | Away - Not Listed | 10:00 a.m. | ||
| Wed., 5/29 | V Softball | University/Classical | Away - University HS of Science and Engineering-Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/31 | V Softball | Holy Cross | Away - Holy Cross HS-Softball Diamond [Directions] | 4:00 p.m. | ||