| Litchfield 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 499 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/31 | V Football | Gilbert/Northwestern/Housy | Home - Housatonic Valley Regional High-football field [Directions] | 2:00 p.m. | ||
| Tue., 9/3 | V Boys Cross Country | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Highwoods field | 3:45 p.m. | 2:15 PM | |
| Tue., 9/3 | V Girls Cross Country | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Highwoods field | 3:45 p.m. | TBA | |
| Wed., 9/4 | V Boys Soccer | Crosby (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | Rainout | ||
| Thu., 9/5 | V Field Hockey | New Milford (Scrim.) | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:15 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Foran, Masuk, TBA, Northwestern, Old Saybrook, Stamford, Wilton | Away - Foran HS -Foran High School - Turf Field | TBA | ||
| Fri., 9/6 | V Girls Soccer | Canton (Scrim.) | Away - Canton HS-Canton H.S. Turf [Directions] | 5:00 p.m. | ||
| Sat., 9/7 | V Boys Cross Country | Windham Invitational | Away - Windham HS | 10:00 a.m. | TBA, Dismiss TBA | |
| Mon., 9/9 | V Boys Soccer | Torrington (Scrim.) | Away - Torrington HS [Directions] | 6:00 p.m. | TBA | |
| Tue., 9/10 | V Boys Cross Country | Northwestern, Shepaug Valley | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Northwestern, Shepaug Valley | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | TBA | |
| Tue., 9/10 | V Girls Soccer | New Fairfield (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/12 | V Boys Soccer | Shepaug Valley | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-0 | ||
| Thu., 9/12 | JV Boys Soccer | Shepaug Valley | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/12 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | W 1-0(OT) | ||
| Thu., 9/12 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Thu., 9/12 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | W 8-0 | ||
| Sat., 9/14 | V Boys Cross Country | Stratton Brook Invitational | Away - Stratton Brook State Park | 9:00 a.m. | ||
| Sat., 9/14 | V Football | Platt Tech | Home - Housatonic Valley Regional High-football field [Directions] | L 0-32 | ||
| Sat., 9/14 | V Girls Cross Country | Stratton Brook Invitational | Away - Stratton Brook State Park | 9:00 a.m. | ||
| Sat., 9/14 | V Field Hockey | New Fairfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 1-3 | ||
| Sat., 9/14 | JV Field Hockey | New Fairfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 1:30 p.m. | ||
| Mon., 9/16 | JV Football | Platt Tech | Away - ORANGE AVE ATHLETIC COMPLEX [Directions] | L 0-12 | ||
| Mon., 9/16 | JV Boys Soccer | Thomaston MS | Away - Highwood Farms Field-Nystrom Park Field [Directions] | 3:30 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Boys Soccer | Nonnewaug | Away - Hollow Park-Upper Field [Directions] | W 2-1 | ||
| Tue., 9/17 | V Girls Cross Country | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Field Hockey | Nonnewaug | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 3-0 | ||
| Tue., 9/17 | JV Field Hockey | Nonnewaug | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 9/17 | V Girls Soccer | Nonnewaug | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 0-1 | ||
| Tue., 9/17 | JV Girls Soccer | Nonnewaug | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | JV Boys Soccer | Nonnewaug | Away - Hollow Park-Lower Field [Directions] | 3:45 p.m. | ||
| Thu., 9/19 | V Boys Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 6-0 | ||
| Thu., 9/19 | JV Boys Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 3-4 | ||
| Thu., 9/19 | JV Girls Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 6:30 p.m. | ||
| Fri., 9/20 | V Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | L 0-45 | ||
| Fri., 9/20 | V Field Hockey | Brookfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 1-0(OT) | ||
| Fri., 9/20 | JV Field Hockey | Brookfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:45 p.m. | ||
| Sat., 9/21 | V Boys Soccer | Wamogo | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-0 | 12:00 PM | |
| Sat., 9/21 | JV Boys Soccer | Wamogo | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 5:30 p.m. | 12:00 PM | |
| Sat., 9/21 | V Girls Cross Country | Winding Trails Invitational | Away - Winding Trails | 9:00 a.m. | TBA, Dismiss TBA | |
| Mon., 9/23 | JV Football | Cheney Tech | Home - Vito Colangelo Memorial Complex-Pop Warner Field Torrington [Directions] | L 0-38 | ||
| Tue., 9/24 | V Boys Cross Country | Thomaston, Gilbert | Away - Thomaston HS-Highwoods field [Directions] | 4:00 p.m. | TBA, Dismiss TBA | |
| Tue., 9/24 | V Girls Cross Country | Thomaston, Gilbert | Away - Thomaston HS-Highwoods field [Directions] | 4:00 p.m. | TBA, Dismiss TBA | |
| Tue., 9/24 | V Field Hockey | Wamogo | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 4-2 | ||
| Tue., 9/24 | JV Field Hockey | Wamogo | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 9/24 | V Girls Soccer | Wamogo | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 7-0 | ||
| Fri., 9/27 | V Boys Cross Country | Gilbert, Lewis Mills (Scrim.) | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Girls Cross Country | Gilbert, Lewis Mills (Scrim.) | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Mon., 9/30 | V Boys Soccer | Terryville | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 6-1 | ||
| Mon., 9/30 | JV Boys Soccer | Terryville | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 9/30 | V Field Hockey | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | T 1-1 | 10:00 AM; 1 Bus | |
| Mon., 9/30 | JV Field Hockey | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | Postponed | 10:00 AM; 1 Bus | |
| Mon., 9/30 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | W 5-0 | ||
| Tue., 10/1 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 2-1 | ||
| Tue., 10/1 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/1 | V Girls Soccer | Northwestern | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 2-1 | ||
| Tue., 10/1 | JV Girls Soccer | Northwestern | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/4 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 4:00 p.m. | 2:45 PM (Activity Bus to regional - Drop off only) | |
| Fri., 10/4 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | W 6-2 | ||
| Fri., 10/4 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Fri., 10/4 | JV Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Football | Norwich Tech | Home - Vito Colangelo Memorial Complex-Pop Warner Field Torrington [Directions] | L 0-34 | ||
| Mon., 10/7 | JV Field Hockey | Housatonic Regional | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | Nonnewaug, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Soccer | Gilbert | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 2-1 | ||
| Tue., 10/8 | JV Boys Soccer | Gilbert | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | Cancelled | ||
| Tue., 10/8 | V Girls Cross Country | Nonnewaug, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | W 7-0 | ||
| Tue., 10/8 | JV Girls Soccer | Gilbert | Away - Winsted Rowley Field [Directions] | Cancelled | ||
| Thu., 10/10 | V Girls Soccer | Thomaston | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 6-0 | ||
| Thu., 10/10 | JV Girls Soccer | Thomaston | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 9:00 a.m. | TBA, Dismiss TBA | |
| Sat., 10/12 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | 9:00 a.m. | TBA, Dismiss TBA | |
| Sat., 10/12 | V Field Hockey | Valley Regional | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-3 | ||
| Sat., 10/12 | JV Field Hockey | Valley Regional | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 1:30 p.m. | ||
| Tue., 10/15 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | T 0-0 | ||
| Tue., 10/15 | JV Boys Soccer | Shepaug Valley | Away - Washington Primary School-Washington Primary School Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/15 | V Field Hockey | Shepaug Valley | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 2-0 | ||
| Tue., 10/15 | JV Field Hockey | Shepaug Valley | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/15 | V Girls Soccer | Shepaug Valley | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 7-1 | ||
| Wed., 10/16 | JV Field Hockey | Thomaston | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | Postponed | ||
| Fri., 10/18 | V Boys Cross Country | Berkshire League Championships | Away - Thomaston HS-Highwoods field | 4:15 p.m. | 12:00 PM | |
| Fri., 10/18 | V Boys Soccer | Nonnewaug | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 5-0 | ||
| Fri., 10/18 | JV Boys Soccer | Nonnewaug | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/18 | V Girls Cross Country | Berkshire League Championships | Away - Thomaston HS-Highwoods field | 3:30 p.m. | 12:00 PM | |
| Fri., 10/18 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | W 5-0 | ||
| Fri., 10/18 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | 5:15 p.m. | ||
| Fri., 10/18 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | T 1-1 | ||
| Fri., 10/18 | JV Girls Soccer | Nonnewaug | Away - Hollow Park-Upper Field [Directions] | Cancelled | ||
| Sat., 10/19 | V Football | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-O'Brien Tech. Athletic Complex [Directions] | L 0-44 | ||
| Mon., 10/21 | JV Football | O'Brien Tech | Home - Vito Colangelo Memorial Complex-Pop Warner Field Torrington [Directions] | L 6-32 | ||
| Mon., 10/21 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | W 3-2 | ||
| Mon., 10/21 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | W 1-0 | 2:30 PM; 1 Bus | |
| Tue., 10/22 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | V Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | W 3-1 | ||
| Tue., 10/22 | JV Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 4:15 p.m. | ||
| Tue., 10/22 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | 2:20 PM; 1 Bus | |
| Wed., 10/23 | V Boys Cross Country | Shepaug Valley MS | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 3:30 p.m. | ||
| Wed., 10/23 | V Girls Cross Country | Shepaug Valley MS | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 3:30 p.m. | ||
| Wed., 10/23 | V Girls Cross Country | Shepaug Valley MS | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 3:45 p.m. | ||
| Wed., 10/23 | JV Girls Soccer | Shepaug Valley MS | Away - Washington Primary School-Washington Primary School Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | Cancelled | ||
| Thu., 10/24 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo MS Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/24 | V Field Hockey | Thomaston | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 1-0 | ||
| Thu., 10/24 | JV Field Hockey | Thomaston | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Thu., 10/24 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | W 8-1 | ||
| Fri., 10/25 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | W 2-0 | ||
| Fri., 10/25 | JV Boys Soccer | Terryville | Away - Upper Fisher Field [Directions] | Cancelled | ||
| Fri., 10/25 | V Girls Soccer | Terryville | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-0 | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class S Divisional Championship | Away - Wickham Park | 9:50 a.m. | ||
| Sat., 10/26 | V Football | Wilcox/Kaynor | Away - Falcon Field Meriden-falcon field [Directions] | L 12-13 | 12:00 PM | |
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class S Divisional Championship | Away - Wickham Park | 9:15 a.m. | ||
| Mon., 10/28 | JV Football | Wilcox/Kaynor | Home - Housatonic Valley Regional High-football field [Directions] | L 0-19 | ||
| Tue., 10/29 | V Boys Soccer | Northwestern | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 5-3 | ||
| Tue., 10/29 | JV Boys Soccer | Northwestern | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/29 | V Field Hockey | Northwestern | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | W 8-0 | ||
| Tue., 10/29 | JV Field Hockey | Northwestern | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/29 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 0-1 | ||
| Tue., 10/29 | JV Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/30 | V Boys Soccer | Wamogo | Away - Nonnewaug HS-Turf Field [Directions] | W 3-1 | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Quinebaug Valley | Away - Ellis R V Tech School-Football Field [Directions] | L 0-49 | ||
| Fri., 11/1 | V Boys Soccer | Thomaston | Away - Watertown HS [Directions] | W 2-0 | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Sat., 11/2 | JV Boys Soccer | Thomaston | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 3:30 p.m. | ||
| Mon., 11/4 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | T 1-1 | 2:00 PM | |
| Mon., 11/4 | JV Boys Soccer | Gilbert | Away - Winsted Rowley Field [Directions] | Cancelled | ||
| Mon., 11/4 | V Girls Soccer | Gilbert | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-0 | ||
| Mon., 11/4 | JV Girls Soccer | Gilbert | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | Cancelled | ||
| Wed., 11/6 | V Boys Soccer | Thomaston | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 4-0 | ||
| Wed., 11/6 | JV Boys Soccer | Thomaston | Home - Plumb Hill Field Complex-JV Soccer Field [Directions] | Cancelled | ||
| Wed., 11/6 | V Field Hockey | Thomaston | Away - Thomaston HS-Gym [Directions] | T 2-2 | 2:15 PM | |
| Wed., 11/6 | JV Field Hockey | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 11/6 | V Girls Soccer | Thomaston | Away - Nystrom Park-Nystrom Park Field [Directions] | W 6-0 | 2:15 PM | |
| Thu., 11/7 | FR Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | L 0-44 | TBA, Dismiss TBA | |
| Thu., 11/7 | JV Boys Soccer | Thomaston | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | Rainout | ||
| Sat., 11/9 | V Football | VGW Techs | Home - Housatonic Valley Regional High-football field [Directions] | L 6-34 | ||
| Sat., 11/9 | V Boys Soccer | Lewis Mills (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 11:00 a.m. | ||
| Mon., 11/11 | JV Football | Lewis Mills | Away - Lewis Mills HS-Lewis Mills Track [Directions] | L 8-48 | ||
| Tue., 11/12 | V Field Hockey | Thomaston | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 2:00 p.m. | ||
| Tue., 11/12 | V Girls Soccer | Thomaston | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 2:00 p.m. | ||
| Wed., 11/13 | V Boys Soccer | Immaculate | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 2-1 | ||
| Thu., 11/14 | V Girls Soccer | Parish Hill | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 2:00 p.m. | ||
| Sat., 11/16 | V Football | Bullard/Kolbe | Home - Housatonic Valley Regional High-football field [Directions] | L 0-39 | ||
| Sat., 11/16 | V Girls Soccer | East Hampton | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 2:00 p.m. | ||
| Wed., 11/20 | V Girls Soccer | Holy Cross | Away - Naugatuck HS-Veterans Field [Directions] | 6:30 p.m. | ||
| Thu., 11/21 | FR Football | Wilcox/Kaynor | Home - Vito Colangelo Memorial Complex-Pop Warner Field Torrington [Directions] | L 6-12 | ||
| Sat., 11/23 | V Football | Prince Tech-Innovation | Away - A I Prince Reg Voc Tech School-Prince Tech/Moriarty Field [Directions] | L 0-40 | ||
| Mon., 11/25 | JV Football | Prince Tech-Innovation | Away - Cheney Tech.-Football Field [Directions] | L 0-36 | ||
| Thu., 11/28 | V Football | ATI | Home - Housatonic Valley Regional High-football field [Directions] | L 13-42 | ||
| Tue., 12/3 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 8-9:30 p.m. | ||
| Wed., 12/4 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 7:45-9:15 p.m. | ||
| Thu., 12/5 | V Girls Ice Hockey | Fairfield Ludlowe/Warde (Scrim.) | Away - Wonderland of Ice-Stadium [Directions] | 3:30 p.m. | 12:00 PM | Scrimmage |
| Fri., 12/6 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 7:45-9:15 p.m. | ||
| Sat., 12/7 | V Boys Ice Hockey | Brookfield (Scrim.) | Home - Gunnery School-Ice Rink [Directions] | 6:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | Forman School (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Notre Dame-Fairfield (Scrim.) | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | 5:30 p.m. | ||
| Sun., 12/8 | V Boys Ice Hockey | Practice | Home - Rumsey Hall, Washington Depot, CT-Lufkin Rink [Directions] | 6-7:15 p.m. | ||
| Mon., 12/9 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 7:45-9:15 p.m. | ||
| Tue., 12/10 | JV Boys Ice Hockey | Brookfield (Scrim.) | Away - Brewster Ice Rink-Outdoor [Directions] | 8:40 p.m. | ||
| Tue., 12/10 | V Girls Basketball | Wilby (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/11 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 7:45-9:15 p.m. | ||
| Thu., 12/12 | V Girls Basketball | Bristol Central (Scrim.) | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 6:00 p.m. | TBA | |
| Fri., 12/13 | V Boys Basketball | Wolcott (Scrim.) | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/13 | V Boys Ice Hockey | Byram Hills (NY) (Scrim.) | Home - Gunnery School-Ice Rink [Directions] | 7:00 p.m. | ||
| Fri., 12/13 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | W 4-3 | ||
| Mon., 12/16 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 7:45-9:15 p.m. | ||
| Mon., 12/16 | V Girls Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | L 22-50 | ||
| Mon., 12/16 | JV Girls Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Tue., 12/17 | V Boys Basketball | East Hampton (Scrim.) | Home - Litchfield HS-Gym [Directions] | Postponed | ||
| Wed., 12/18 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 4:45-6:30 p.m. | ||
| Wed., 12/18 | V Boys Swimming and Diving | Torrington (Scrim.) | Home - Connecticut Junior Republic-Pool [Directions] | 7:30 p.m. | ||
| Wed., 12/18 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 2-7 | 5:30 PM, Return 10:30 PM; 1 Bus | |
| Thu., 12/19 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | L 41-63 | ||
| Thu., 12/19 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/19 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 4-5:30 p.m. | ||
| Thu., 12/19 | V Girls Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | L 24-62 | ||
| Fri., 12/20 | V Boys Ice Hockey | Sheehan | Home - Gunnery School-Ice Rink [Directions] | L 0-9 | ||
| Fri., 12/20 | V Boys Swimming and Diving | Wamogo | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Achievement First | Away - Achievement First-North Gym [Directions] | W 45-25 | ||
| Fri., 12/20 | JV Girls Basketball | Achievement First | Away - Achievement First [Directions] | 4:15 p.m. | ||
| Fri., 12/20 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 2-8 | ||
| Sat., 12/21 | V Boys Ice Hockey | Masuk | Home - Gunnery School-Ice Rink [Directions] | L 2-3 | ||
| Sat., 12/21 | JV Girls Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | 9:00 a.m. | ||
| Sat., 12/21 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 2 [Directions] | L 2-4 | 2:00 PM, Return 8:00 PM; 1 Bus | |
| Sat., 12/21 | JV Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 6:00 p.m. | TBA; 1 Bus | |
| Sun., 12/22 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:30 p.m. | ||
| Mon., 12/23 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 3:45-5 p.m. | ||
| Fri., 12/27 | V Boys Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | W 54-53 | ||
| Fri., 12/27 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 3-4:30 p.m. | ||
| Fri., 12/27 | V Girls Basketball | Maloney | Home - Litchfield HS-Gym [Directions] | L 30-46 | ||
| Fri., 12/27 | JV Girls Basketball | Maloney | Home - Litchfield HS-Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/28 | V Boys Basketball | Woodland | Home - Litchfield HS-Gym [Directions] | L 48-58 | ||
| Mon., 12/30 | V Boys Ice Hockey | Practice | Home - DontUse The Gunnery-Gunnery Turf [Directions] | 3-4:30 p.m. | ||
| Thu., 1/2 | V Boys Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | W 64-40 | ||
| Thu., 1/2 | JV Boys Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/2 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:30-8:45 p.m. | ||
| Fri., 1/3 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | L 54-77 | ||
| Fri., 1/3 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/3 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Fri., 1/3 | V Boys Swimming and Diving | Shepaug Valley | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Fri., 1/3 | V Girls Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | L 23-40 | ||
| Fri., 1/3 | JV Girls Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | 7:00 p.m. | ||
| Sat., 1/4 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | L 3-9 | 4:45 PM | |
| Sat., 1/4 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | L 37-51 | ||
| Sat., 1/4 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | ||
| Sun., 1/5 | JV Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 7:30 p.m. | ||
| Mon., 1/6 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Tue., 1/7 | V Boys Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | L 48-71 | ||
| Tue., 1/7 | JV Boys Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/7 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Cafeteria [Directions] | 3-4:15 p.m. | ||
| Tue., 1/7 | V Boys Swimming and Diving | Nonnewaug | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Nonnewaug's Gym [Directions] | L 34-61 | ||
| Tue., 1/7 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Nonnewaug's Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/8 | V Boys Ice Hockey | Housatonic Coop | Home - Gunnery School-Ice Rink [Directions] | L 1-3 | ||
| Wed., 1/8 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | L 5-6 | ||
| Thu., 1/9 | V Boys Alpine Skiing | Wilton, Danbury, Daniel Hand, Guilford, Southington, Wamogo, Weston | Away - Southington Ski Mountain | 4:30 p.m. | ||
| Thu., 1/9 | V Girls Alpine Skiing | Wilton, Danbury, Daniel Hand, Guilford, Southington, Wamogo, Weston | Away - Southington Ski Mountain | 4:30 p.m. | ||
| Thu., 1/9 | V Girls Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | W 36-30 | ||
| Fri., 1/10 | V Boys Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | L 45-52 | 12:00 PM | |
| Fri., 1/10 | JV Boys Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Ice Hockey | Byram Hills (NY) | Home - Gunnery School-Ice Rink [Directions] | L 1-4 | ||
| Sun., 1/12 | V Boys Ice Hockey | Practice | Home - Rumsey Hall, Washington Depot, CT-Lufkin Rink [Directions] | 6-7:15 p.m. | ||
| Mon., 1/13 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Mon., 1/13 | V Girls Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | W 48-44 | ||
| Tue., 1/14 | JV Boys Ice Hockey | Brookfield | Away - Brewster Ice Rink-Outdoor [Directions] | 8:40 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | L 31-57 | ||
| Tue., 1/14 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/14 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | L 2-8 | 4:30 PM, Return 9:30 PM | |
| Wed., 1/15 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Wed., 1/15 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 1-3 | ||
| Fri., 1/17 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | L 46-63 | ||
| Fri., 1/17 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/17 | V Boys Ice Hockey | Pawling (NY) | Home - Gunnery School-Ice Rink [Directions] | L 3-9 | ||
| Fri., 1/17 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 5-6(OT) | ||
| Sun., 1/19 | V Boys Ice Hockey | Practice | Home - Rumsey Hall, Washington Depot, CT-Lufkin Rink [Directions] | 6-7:15 p.m. | ||
| Sun., 1/19 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 2:30 p.m. | ||
| Mon., 1/20 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 9:15-10:45 a.m. | ||
| Tue., 1/21 | V Boys Basketball | Lewis Mills | Home - Litchfield HS-Gym [Directions] | W 67-50 | ||
| Tue., 1/21 | JV Boys Basketball | Lewis Mills | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/21 | V Boys Ice Hockey | Pawling (NY) | Away - Trinity Pawling School-Ice Rink | L 1-4 | 5:30 PM | |
| Tue., 1/21 | V Girls Basketball | Innovation | Away - Innovation-Gymnasium [Directions] | W 50-20 | ||
| Tue., 1/21 | JV Girls Basketball | Innovation | Away - Innovation-Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 1/22 | FR Boys Basketball | Lewis Mills | Home - Litchfield HS-Gym [Directions] | 6:30 p.m. | ||
| Wed., 1/22 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Wed., 1/22 | V Boys Swimming and Diving | Nonnewaug | Away - Woodland HS-pool [Directions] | 6:00 p.m. | ||
| Wed., 1/22 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 2-7 | 6:15 PM, Return 10:30 PM; 1 Bus | |
| Fri., 1/24 | V Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | L 52-59 | ||
| Fri., 1/24 | JV Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/24 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Fri., 1/24 | V Boys Swimming and Diving | Northwestern | Away - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:30 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 18-55 | ||
| Fri., 1/24 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | Cancelled | ||
| Fri., 1/24 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 2-5 | ||
| Sat., 1/25 | V Boys Ice Hockey | Mt. Everett (MA) | Away - Berkshire School-Olympic | L 2-4 | 4:45 PM | |
| Sat., 1/25 | V Wrestling | Silver city Duels (Holy Cross,Litchfield,Thomaston are part of a Co-op) | Away - Platt HS-Gym | 9:00 a.m. | ||
| Sat., 1/25 | V Girls Ice Hockey | Branford | Away - East Haven HS-Veterans Rink [Directions] | L 1-2 | 4:15 PM, Return 8:30 PM; 1 Bus | Bus Pick Up at The Rinks |
| Sun., 1/26 | JV Girls Ice Hockey | New Canaan | Away - Stamford Twin Rinks-West [Directions] | 6:50 p.m. | ||
| Mon., 1/27 | FR Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | 7:00 p.m. | ||
| Mon., 1/27 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena-Blue Rink [Directions] | L 0-3 | 1:45 PM, Dismiss 1:35 PM | |
| Tue., 1/28 | V Boys Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | L 35-45 | ||
| Tue., 1/28 | JV Boys Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/28 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Tue., 1/28 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Brookfield | Away - Danbury Ice Arena-Patriot RInk [Directions] | L 0-3 | 3:45 PM | |
| Wed., 1/29 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-Red [Directions] | L 1-3 | 6:00 PM, Return 8:45 PM | |
| Fri., 1/31 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | W 81-27 | ||
| Fri., 1/31 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/31 | V Boys Ice Hockey | Byram Hills (NY) | Away - Brewster Ice Rink-Ice Rink | L 2-3 | 6:15 PM | |
| Fri., 1/31 | V Boys Swimming and Diving | Lewis Mills | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | L 33-40 | ||
| Fri., 1/31 | JV Girls Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Fri., 1/31 | V Girls Ice Hockey | Guilford Coop | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | L 3-6 | ||
| Sat., 2/1 | JV Girls Ice Hockey | Greenwich | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:40 p.m. | ||
| Mon., 2/3 | FR Boys Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 2/3 | V Boys Ice Hockey | New Milford | Home - Gunnery School-Ice Rink [Directions] | L 1-5 | ||
| Mon., 2/3 | V Girls Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Gym [Directions] | L 37-41 | ||
| Mon., 2/3 | JV Girls Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Gym [Directions] | 6:30 p.m. | ||
| Mon., 2/3 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 4-5 | No Bus | |
| Tue., 2/4 | V Boys Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | W 76-64 | ||
| Tue., 2/4 | JV Boys Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/4 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Tue., 2/4 | V Boys Swimming and Diving | Northwestern | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | L 34-48 | ||
| Tue., 2/4 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/5 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Thu., 2/6 | V Boys Swimming and Diving | Housatonic Regional | Home - Connecticut Junior Republic-Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/7 | V Girls Ice Hockey | Daniel Hand Coop | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | L 2-3 | ||
| Sat., 2/8 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | L 51-63 | ||
| Sat., 2/8 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 12:00 p.m. | ||
| Sat., 2/8 | V Boys Ice Hockey | JBWA | Home - Gunnery School-Ice Rink [Directions] | L 2-8 | ||
| Sat., 2/8 | V Girls Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | L 25-68 | ||
| Sat., 2/8 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-6 | 5:00 PM, Return 9:45 PM; 1 Bus | Pick Up and Return to The Rinks |
| Mon., 2/10 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Gunnery School-Ice Rink [Directions] | L 1-7 | ||
| Mon., 2/10 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Blue Rink [Directions] | L 0-7 | 2:15 PM, Return 10:00 PM | Pick up and Drop Off at The Rinks |
| Tue., 2/11 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | W 53-50 | ||
| Tue., 2/11 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/11 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Tue., 2/11 | V Boys Swimming and Diving | Holy Cross, Kennedy | Away - Kennedy HS (Waterbury) [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Girls Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | L 28-49 | ||
| Tue., 2/11 | JV Girls Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Wed., 2/12 | V Boys Ice Hockey | Brookfield | Home - Gunnery School-Ice Rink [Directions] | L 0-6 | ||
| Wed., 2/12 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 5:30 p.m. | ||
| Wed., 2/12 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | L 32-47 | ||
| Wed., 2/12 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 1-6 | 1:45 PM, Return 8:00 PM; 1 Bus | Pick Up and Drop Off at The Rinks |
| Thu., 2/13 | FR Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 6:30 p.m. | ||
| Fri., 2/14 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | L 41-65 | ||
| Fri., 2/14 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Small Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/14 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield High-Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/14 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | L 22-39 | ||
| Fri., 2/14 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | ||
| Sat., 2/15 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 10:30 a.m.-12 p.m. | ||
| Sun., 2/16 | JV Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 7:15 p.m. | ||
| Mon., 2/17 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 0-8 | 3:30 PM | |
| Mon., 2/17 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Veterans Rink [Directions] | L 3-9 | 1:45 PM, Return 6:45 PM | |
| Mon., 2/17 | JV Girls Ice Hockey | Branford | Away - East Haven HS-Veterans Rink [Directions] | 2:00 p.m. | ||
| Tue., 2/18 | V Boys Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | L 55-62 | ||
| Tue., 2/18 | JV Boys Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/18 | V Boys Ice Hockey | Mt. Everett (MA) | Home - Gunnery School-Ice Rink [Directions] | L 1-5 | ||
| Tue., 2/18 | V Boys Swimming and Diving | Granby Memorial | Away - Granby Memorial HS-Farmington Valley YMCA [Directions] | 3:45 p.m. | ||
| Tue., 2/18 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | W 39-37 | ||
| Wed., 2/19 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | L 47-78 | TBA | |
| Wed., 2/19 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | TBA | |
| Wed., 2/19 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 6:45-8:30 p.m. | ||
| Wed., 2/19 | JV Girls Basketball | Wolcott Tech | Home - Litchfield HS-Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/20 | FR Boys Basketball | Canton | Home - Litchfield HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 2/21 | V Boys Basketball | Canton | Home - Litchfield HS-Gym [Directions] | L 38-48 | ||
| Fri., 2/21 | JV Boys Basketball | Canton | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/21 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Fri., 2/21 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/21 | V Girls Ice Hockey | Branford | Home - Shelton - Sports Center of CT-Lower Rink [Directions] | L 3-6 | Senior Night | |
| Sat., 2/22 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 12:30 p.m. | ||
| Sat., 2/22 | V Girls Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 2/24 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 55-77 | ||
| Mon., 2/24 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/24 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 7:45-9:15 p.m. | ||
| Mon., 2/24 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Tue., 2/25 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | Cancelled | ||
| Tue., 2/25 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Wed., 2/26 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 0-5 | 3:00 PM | |
| Wed., 2/26 | V Boys Swimming and Diving | Wamogo | Away - Wamogo Regional HS-Shepaug High School [Directions] | 7:30 p.m. | 12:00 PM | |
| Wed., 2/26 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Wed., 2/26 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | Cancelled | ||
| Fri., 2/28 | V Boys Ice Hockey | Wilton | Home - Gunnery School-Ice Rink [Directions] | L 0-7 | ||
| Sat., 2/29 | V Boys Basketball | Wamogo | Away - Shepaug Valley HS [Directions] | 5:00 p.m. | ||
| Sat., 2/29 | V Boys Swimming and Diving | SPLASH | Away - Cornerstone Aquatics Center-Pool | 5:00 p.m. | ||
| Sun., 3/1 | V Boys Ice Hockey | Housatonic Coop | Away - Hotchkiss School-Schmidt Rink [Directions] | L 2-7 | 2:45 PM | |
| Tue., 3/3 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 3/4 | V Boys Ice Hockey | Practice | Home - Gunnery School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Thu., 3/5 | JV Girls Basketball | Gilbert (Scrim.) | Home - Litchfield HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 3/6 | V Boys Swimming and Diving | Shepaug Valley, Housatonic Regional, TBA, Nonnewaug, Northwestern, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| Sat., 3/7 | V Boys Swimming and Diving | Berkshire League Swim Championships | Home - Kennedy HS (Waterbury) [Directions] | 2:00 p.m. | ||
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Boys Class S Diving Championship | Away - Plainville HS-Pool | Cancelled | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class S Trials | Away - Cheshire Community Pool | Cancelled | ||
| Wed., 3/18 | V Boys Swimming and Diving | CIAC Boys Class S Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Wed., 3/25 | V Softball | Sacred Heart | Away - Municipal Stadium-Joan Joyce Softball Diamond | Cancelled | 2:30 PM | |
| Wed., 3/25 | V Softball | WCA (Scrim.) | Away - Huntington Park #3 [Directions] | Cancelled | 12:00 PM | |
| Fri., 3/27 | V Boys Tennis | Canton/East Granby Coop (Scrim.) | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 3/27 | V Softball | Naugatuck (Scrim.) | Away - Naugatuck HS-Softball Diamond [Directions] | Cancelled | 2:30 PM | |
| Mon., 3/30 | V Baseball | Wolcott Tech (Scrim.) | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Tue., 3/31 | V Baseball | New Milford (Scrim.) | Away - New Milford HS-Baseball Varsity Field - NMHS [Directions] | Cancelled | ||
| Wed., 4/1 | V Softball | Sacred Heart | Away - Municipal Stadium-Joan Joyce Softball Diamond | Cancelled | 2:30 PM | |
| Wed., 4/1 | V Girls Tennis | Pomperaug (Scrim.) | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | ||
| Fri., 4/3 | V Boys Tennis | Forman School (Scrim.) | Away - The Forman School | Cancelled | ||
| Sat., 4/4 | V Baseball | Gilbert | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Sat., 4/4 | JV Baseball | Gilbert | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | Cancelled | 2:00 PM, Return 6:30 PM | |
| Sat., 4/4 | V Softball | Gilbert | Away - Walker Field-Rowley Field [Directions] | Cancelled | ||
| Sat., 4/4 | JV Softball | Gilbert | Away - Winsted Rowley Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Baseball | Housatonic Regional | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Golf | Lewis Mills, Northwestern | Away - Lewis Mills HS-Fairview Farm Golf Course [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Tennis | Thomaston | Away - Nystrom Park-Nystroms Park courts [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Thomaston | Away - Thomaston HS [Directions] | Cancelled | 2:45 PM, Return 5:45 PM | |
| Mon., 4/6 | V Girls Tennis | Thomaston | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Baseball | Thomaston | Away - Thomaston HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Nonnewaug | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Thomaston | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | Cancelled | 2:45 PM, Return 5:45 PM | |
| Wed., 4/8 | V Girls Tennis | Nonnewaug | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Tennis | New Milford | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | Cancelled | 2:30 PM, Return 7:00 PM | |
| Thu., 4/9 | V Girls Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | Cancelled | ||
| Fri., 4/10 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Northwestern | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | 2:30 PM, Return 6:00 PM | |
| Mon., 4/13 | V Softball | Shepaug Valley | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Baseball | Northwestern | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 4/15 | V Softball | Farmington | Away - Tunxis Mead Park-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 4/15 | JV Softball | Farmington | Away - Tunxis Mead Park-JV Softball Field [Directions] | Cancelled | ||
| Thu., 4/16 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | Cancelled | ||
| Fri., 4/17 | V Softball | Nonnewaug | Home - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Baseball | Nonnewaug | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Softball [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Terryville | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | Wamogo | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Golf | Shepaug Valley, Wamogo | Away - Lake Waramaug Country Club [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Northwestern, Shepaug Valley | Away - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/21 | V Girls Outdoor Track | Northwestern, Shepaug Valley | Away - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Tennis | Housatonic Regional | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Baseball | Terryville | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Golf | Gilbert | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Terryville | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/23 | JV Baseball | Terryville | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/23 | V Softball | Newtown | Away - Newtown HS-NHS Softball Field [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/23 | V Girls Tennis | Torrington (Scrim.) | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Boys Tennis | Gilbert | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Girls Tennis | Gilbert | Away - Gilbert School-Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Golf | Terryville, Shepaug Valley | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/27 | V Girls Tennis | Shepaug Valley | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Wed., 4/29 | V Baseball | Lewis Mills | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Golf | Northwestern | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Tennis | Thomaston | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | Cancelled | 2:30 PM, Return 6:00 PM | |
| Wed., 4/29 | V Softball | Farmington | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Tennis | Thomaston | Away - Nystrom Park-Nystroms Park courts [Directions] | Cancelled | ||
| Thu., 4/30 | V Baseball | Wamogo | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Tennis | Nonnewaug | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/30 | V Softball | Litchfield | Home - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | ||
| Thu., 4/30 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/30 | V Girls Tennis | Nonnewaug | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Gilbert | Away - Walker Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | Housatonic Regional, Nonnewaug | Away - Sharon Country Club [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Gilbert | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Housatonic Regional | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Northwestern | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Golf | Nonnewaug | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Tennis | Wamogo | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | Housatonic Regional | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | Thomaston | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Wed., 5/6 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Golf | Terryville | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Thu., 5/7 | V Boys Tennis | Lewis Mills | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Girls Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Baseball | Thomaston | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Boys Tennis | Housatonic Regional | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Thomaston | Away - Thomaston HS-Black Rock Field [Directions] | Cancelled | ||
| Fri., 5/8 | V Softball | Shepaug Valley | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Fri., 5/8 | V Girls Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Shepaug Valley | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Gilbert | Away - Green woods Country Club [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Outdoor Track | Nonnewaug, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Gilbert | Away - Gilbert School-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Outdoor Track | Nonnewaug, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Northwestern | Home - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Gilbert | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Baseball | Shepaug Valley | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Golf | Housatonic Regional | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Tennis | Shepaug Valley | Home - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Softball [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/13 | V Softball | Northwestern | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Suffield | Away - Suffield HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Nonnewaug | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/15 | V Girls Tennis | Canton | Away - Mills Pond [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Outdoor Track | Berkshire League Outdoor Track Championships | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Sat., 5/16 | V Girls Outdoor Track | Berkshire League Outdoor Track Championships | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Northwestern, Terryville | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Terryville | Away - Terryville HS-Baseball Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Outdoor Track | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Nystrom Park-Nystroms Park Track | Cancelled | ||
| Tue., 5/19 | V Girls Outdoor Track | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Nystrom Park-Nystroms Park Track | Cancelled | ||
| Wed., 5/20 | V Baseball | St. Paul Catholic | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Shepaug Valley | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Outdoor Track | Berkshire League Track Festival | Away - Housatonic Valley Regional High-Track | Cancelled | ||
| Wed., 5/20 | V Girls Outdoor Track | Berkshire League Track Festival | Away - Housatonic Valley Regional High-Track | Cancelled | ||
| Wed., 5/20 | V Softball | Gilbert | Home - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Softball | Coginchaug | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Hotchkiss School-Tennis Courts | Cancelled | ||
| Thu., 5/21 | V Baseball | St. Paul Catholic | Away - Dunkin Donuts Park (Hartford, CT)-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Tennis | Berkshire League Boys Tennis Tournament | Away - Hotchkiss School-Tennis Courts | Cancelled | ||
| Thu., 5/21 | V Softball | WCA | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Tue., 5/26 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Golf | Berkshire League Golf All-Star Tournament | Away - Fairfiew Farm Golf Course | Cancelled | ||
| Tue., 5/26 | V Softball | Wamogo/Litchfield | Home - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Softball | Litchfield | Away - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | 2:45 PM | |
| Wed., 5/27 | V Softball | Woodland | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Cancelled | ||
| Thu., 5/28 | V Boys Golf | Northwestern | Home - Litchfield Country Club [Directions] | Cancelled | ||