| Litchfield 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 529 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/26 | V Football | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Mon., 8/28 | V Boys Golf | Wamogo | Away - Wamogo HS-Stonybrook Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 8/30 | V Football | Wilby (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 8/30 | V Boys Soccer | Lewis Mills (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | V Field Hockey | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | V Boys Golf | Gilbert | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Derby (Scrim.) | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 4:00 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Foran Jamboree | Away - Foran HS -Kelley Martin Tighe Memorial Field | 4:00 p.m. | ||
| Tue., 9/5 | V Boys Soccer | Torrington (Scrim.) | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | TBA | |
| Tue., 9/5 | V Girls Soccer | New Fairfield (Scrim.) | Away - New Fairfield HS-Stadium Field [Directions] | 7:00 p.m. | 12:00 PM | |
| Wed., 9/6 | V Boys Cross Country | BL Cross Country Scrimmage | Away - Thomaston HS-Black Rock State Park | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Fri., 9/8 | V Football | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | W 27-21 | ||
| Sat., 9/9 | V Boys Cross Country | Stratton Brook (Park) Invitational | Away - Stratton Brook State Park | 9:00 a.m. | TBA | |
| Sat., 9/9 | JV Football | East Lyme | Home - Nonnewaug HS-Turf Field [Directions] | 10:30 a.m. | ||
| Sat., 9/9 | V Boys Soccer | Thomaston | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 3-1 | ||
| Sat., 9/9 | V Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | L 6-0 | ||
| Mon., 9/11 | FR Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:30 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Shepaug Valley, Gilbert | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | FR Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:30 p.m. | ||
| Tue., 9/12 | V Boys Golf | Shepaug Valley | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Tue., 9/12 | V Girls Cross Country | Shepaug Valley, Gilbert | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Field Hockey | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | L 0-2 | 12:00 PM | |
| Tue., 9/12 | JV Field Hockey | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 5:00 p.m. | 12:00 PM | |
| Thu., 9/14 | V Boys Golf | Northwestern | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:00 p.m. | ||
| Thu., 9/14 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | L 5-1 | ||
| Thu., 9/14 | V Field Hockey | Brookfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 1-2 | ||
| Thu., 9/14 | JV Field Hockey | Brookfield | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Thu., 9/14 | V Girls Soccer | Shepaug Valley | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 7-0 | ||
| Fri., 9/15 | V Football | VGW Techs | Away - Pat Kidney Field-Football Field [Directions] | W 39-0 | ||
| Fri., 9/15 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | T 1-1 OT | ||
| Sat., 9/16 | JV Boys Soccer | Nonnewaug, Northwestern, Shepaug Valley | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 9:00 a.m. | ||
| 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 | Nonnewaug, Northwestern, Shepaug Valley | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 11:00 a.m. | ||
| Mon., 9/18 | V Boys Golf | Wamogo | Home - Litchfield Country Club [Directions] | Cancelled | ||
| Mon., 9/18 | V Girls Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 5-2 | ||
| Tue., 9/19 | V Field Hockey | Northwestern | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-6 | ||
| Tue., 9/19 | JV Field Hockey | Northwestern | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Tue., 9/19 | V Girls Soccer | Northwestern | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 3-1 | ||
| Wed., 9/20 | V Boys Golf | Housatonic Regional | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Wed., 9/20 | V Field Hockey | Windsor | Away - Windsor HS-Jack O'Brien Stadium [Directions] | T 1-1 | ||
| Wed., 9/20 | JV Field Hockey | Windsor | Away - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Thu., 9/21 | V Boys Golf | Gilbert | Away - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Fri., 9/22 | V Football | Platt Tech | Away - Foran HS (Turf Field)-Foran Turf Field [Directions] | W 52-8 | ||
| Fri., 9/22 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | T 1-1 OT | ||
| Fri., 9/22 | V Field Hockey | Watertown | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 1-8 | ||
| Fri., 9/22 | V Girls Soccer | Terryville | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 5-0 | ||
| Sat., 9/23 | V Boys Cross Country | Winding Trails, Farmington | Away - Winding Trails-Cross Country Course | 9:00 a.m. | TBA | |
| Sat., 9/23 | JV Football | Platt Tech | Home - Nonnewaug HS-Turf Field [Directions] | Cancelled | ||
| Sat., 9/23 | JV Boys Soccer | Nonnewaug | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 9/23 | V Girls Cross Country | Winding Trails, Farmington | Away - Winding Trails-Cross Country Course | 9:00 a.m. | TBA | |
| Mon., 9/25 | FM Football | Wilcox/Kaynor | Home - Nonnewaug HS-football field [Directions] | 6:00 p.m. | ||
| Tue., 9/26 | V Boys Cross Country | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 9/26 | V Boys Golf | Housatonic Regional | Away - Canaan Country Club [Directions] | 3:00 p.m. | ||
| Tue., 9/26 | V Girls Cross Country | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Boys Golf | Lewis Mills | Away - Lewis Mills HS-Fairview Farm Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 9/27 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 3-1 OT | ||
| Wed., 9/27 | V Boys Soccer | Gilbert | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W Forfeit | ||
| Wed., 9/27 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | W 3-2 | 12:00 PM | |
| Thu., 9/28 | V Boys Golf | Nonnewaug | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Thu., 9/28 | V Field Hockey | Wamogo | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-5 | ||
| Fri., 9/29 | V Football | Bullard/Kolbe | Home - Nonnewaug HS-Turf Field [Directions] | W 21-14 | ||
| Fri., 9/29 | JV Field Hockey | Wamogo | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | Cancelled | ||
| Sat., 9/30 | JV Football | Bullard/Kolbe | Away - Luis Marin Elementary School-Marin Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 9/30 | V Girls Cross Country | Nonnewaug Invitational | Away - Nonnewaug HS-XC Course | 10:00 a.m. | TBA | |
| Sun., 10/1 | V Boys Soccer | Wamogo | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 2-0 | ||
| Sun., 10/1 | V Girls Soccer | Wamogo | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 5-0 | 12:00 PM | |
| Mon., 10/2 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | L 0-2 | 12:00 PM | |
| Mon., 10/2 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 4:15 p.m. | 12:00 PM | |
| Mon., 10/2 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | L 6-0 | 12:00 PM | |
| Tue., 10/3 | V Boys Cross Country | Northwestern, Thomaston | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Boys Soccer | Shepaug Valley | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 8-0 | ||
| Tue., 10/3 | V Girls Cross Country | Northwestern, Thomaston | Away - Northwestern Regional H.S.-Track [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | W 4-1 | ||
| Wed., 10/4 | V Boys Golf | Nonnewaug | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | 12:00 PM | |
| Thu., 10/5 | V Boys Golf | Shepaug Valley | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 10/5 | V Boys Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | L 3-2 | 12:00 PM | |
| Thu., 10/5 | V Field Hockey | Thomaston | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-6 | ||
| Thu., 10/5 | JV Field Hockey | Thomaston | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Thu., 10/5 | V Girls Soccer | Thomaston | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 5-1 | ||
| Fri., 10/6 | V Football | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | W 28-26 | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 9:00 a.m. | TBA | |
| Sat., 10/7 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | 11:00 a.m. | ||
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | 9:00 a.m. | TBA | |
| Tue., 10/10 | V Boys Cross Country | Nonnewaug, Wamogo | Away - Nonnewaug HS-XC Course [Directions] | 3:00 p.m. | ||
| Tue., 10/10 | V Boys Golf | Northwestern | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Nonnewaug, Wamogo | Away - Nonnewaug HS-XC Course [Directions] | 3:00 p.m. | ||
| Wed., 10/11 | V Boys Golf | Shepaug Valley | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 10/11 | JV Boys Soccer | Lewis Mills | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/11 | JV Girls Soccer | Lewis Mills | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | V Boys Golf | Wamogo | Home - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Thu., 10/12 | V Boys Soccer | Nonnewaug | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 1-0 | ||
| Thu., 10/12 | V Field Hockey | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | L 0-9 | 12:00 PM | |
| Fri., 10/13 | V Boys Soccer | Housatonic Regional | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 4-0 | ||
| Fri., 10/13 | V Field Hockey | Nonnewaug | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | T 2-2 | ||
| Fri., 10/13 | JV Field Hockey | Nonnewaug | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | Cancelled | ||
| Fri., 10/13 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | L 6-1 | ||
| Sat., 10/14 | JV Boys Soccer | Housatonic Regional, Northwestern | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 11:00 a.m. | ||
| Sat., 10/14 | JV Girls Soccer | Housatonic Regional, Northwestern, Thomaston | Home - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 9:00 a.m. | ||
| Mon., 10/16 | JV Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | W Forfeit | 12:00 PM | |
| Mon., 10/16 | V Girls Soccer | Gilbert | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-1 | ||
| Tue., 10/17 | V Boys Golf | Berkshire League Golf All-Star Tournament | Home - Fairfiew Farm Golf Course [Directions] | 8:00 a.m. | ||
| Tue., 10/17 | JV Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Terryville | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-0 | ||
| Wed., 10/18 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | L 1-2 | ||
| Thu., 10/19 | V Boys Cross Country | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Black Rock State Park | 2:45 p.m. | ||
| Thu., 10/19 | V Football | Prince Tech-Innovation | Home - Nonnewaug HS-Turf Field [Directions] | W 42-6 | ||
| Thu., 10/19 | V Girls Cross Country | Thomaston, Gilbert, Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Black Rock State Park | 2:45 p.m. | ||
| Thu., 10/19 | V Field Hockey | Wamogo | Away - Wamogo HS-Field Hockey Field [Directions] | L 0-4 | ||
| Thu., 10/19 | JV Field Hockey | Wamogo | Away - Wamogo HS-Field Hockey Field [Directions] | Postponed | ||
| Fri., 10/20 | JV Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Cancelled | ||
| Sat., 10/21 | FM Football | Prince Tech-Innovation | Away - Prince Tech HS-Prince Tech/Moriarty Field [Directions] | 10:30 a.m. | ||
| Sat., 10/21 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | Rainout | ||
| Sat., 10/21 | JV Field Hockey | BL JV Jamboree- 2 Fields/4 officials/ 2.5 hours | Away - Nonnewaug HS-Turf Field | Cancelled | ||
| Sat., 10/21 | JV Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | Rainout | ||
| Sun., 10/22 | V Field Hockey | Shepaug Valley | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-6 | 12:00 PM | |
| Sun., 10/22 | JV Field Hockey | Shepaug Valley | Home - Plumb Hill Field Complex-Field Hockey Field [Directions] | 2:30 p.m. | 12:00 PM | |
| Mon., 10/23 | JV Football | Oxford | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 10/23 | V Boys Golf | CIAC Division II Fall Championship | Away - Chippanee GC | 8:30 a.m. | ||
| Mon., 10/23 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | W 1-0 | ||
| Mon., 10/23 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | W 3-2 | ||
| Tue., 10/24 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | L 0-6 | ||
| Tue., 10/24 | JV Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Cancelled | ||
| Tue., 10/24 | V Girls Soccer | Nonnewaug | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 4-2 | ||
| Wed., 10/25 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | T 0-0 OT | ||
| Wed., 10/25 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | L 0-7 | ||
| Wed., 10/25 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:15 p.m. | ||
| Thu., 10/26 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 0-3 | ||
| Thu., 10/26 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Fri., 10/27 | V Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | W 39-14 | ||
| Fri., 10/27 | V Boys Soccer | Northwestern | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 3-1 | ||
| Fri., 10/27 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | T 1-1 | ||
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/28 | FR Football | Wilcox/Kaynor | Away - Wilcox Tech-Football Field [Directions] | 12:30 p.m. | ||
| Sat., 10/28 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Practice Field [Directions] | 9:00 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:00 a.m. | ||
| Sat., 10/28 | JV Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 10:00 a.m. | ||
| Mon., 10/30 | JV Football | Wilcox/Kaynor | Away - Wilcox Tech-Football Field [Directions] | 4:00 p.m. | ||
| Thu., 11/2 | V Football | O'Brien Tech | Home - Nonnewaug HS-Turf Field [Directions] | W 46-8 | ||
| Thu., 11/2 | V Girls Soccer | Northwestern (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 11/4 | V Boys Soccer | Torrington (Scrim.) | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 11:00 a.m. | ||
| 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. | ||
| Mon., 11/6 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 2:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | Bolton | Away - Bolton HS-BHS Varsity Soccer Field [Directions] | 1:00 p.m. | ||
| Thu., 11/9 | V Football | Cheney Tech | Home - Nonnewaug HS-Turf Field [Directions] | W 32-14 | ||
| Mon., 11/13 | JV Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | 6:00 p.m. | ||
| Thu., 11/23 | V Football | ATI | Away - Immaculate HS-Mustang Valley [Directions] | L 14-35 | ||
| Tue., 11/28 | V Football | ATI | Away - Danbury HS-stadium- turf [Directions] | L 0-55 | ||
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.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 Girls Basketball | Naugatuck (Scrim.) | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 11:00 a.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Mon., 12/4 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Tue., 12/5 | V Boys Ice Hockey | Newtown/New Fairfield (Scrim.) | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | 2:25 PM | |
| Wed., 12/6 | V Boys Basketball | Wolcott (Scrim.) | Away - Wolcott HS-Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/6 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:15-8:45 p.m. | ||
| Wed., 12/6 | V Girls Basketball | Wolcott (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/6 | V Girls Ice Hockey | Guilford Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | W 3-2 | ||
| 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 Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Mon., 12/11 | V Boys Basketball | Tolland (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:30 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 Basketball | HMTCA (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/12 | JV Boys Basketball | HMTCA (Scrim.) | Home - Litchfield HS-Gym [Directions] | 5:30 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 | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 33-18 | ||
| Tue., 12/12 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:45 p.m. | ||
| Wed., 12/13 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | L 4-0 | 6:15 PM | |
| Wed., 12/13 | V Girls Ice Hockey | Hamden Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 6-0 | ||
| 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 | Thomaston | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/15 | FR Boys Basketball | Thomaston | Home - 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] | L 3-1 | ||
| Fri., 12/15 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | L 66-29 | ||
| Fri., 12/15 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | Cancelled | 12:00 PM | |
| Sun., 12/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 3-2 | ||
| Tue., 12/19 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | L 50-53 | ||
| Tue., 12/19 | JV Boys Basketball | Terryville | Away - Terryville 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 | Terryville | Home - Litchfield HS-Gym [Directions] | W 27-25 | ||
| Tue., 12/19 | JV Girls Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Wed., 12/20 | V Boys Ice Hockey | Wilton | Home - The Frederick Gunn School-Ice Rink [Directions] | W 6-2 | ||
| Wed., 12/20 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 5:00 p.m. | ||
| Wed., 12/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | T 2-2 | ||
| 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 | Nonnewaug | Home - Litchfield HS-Gym [Directions] | W 72-54 | ||
| Fri., 12/22 | JV Boys Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | FR Boys Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | 3:45 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 | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | L 38-34 | ||
| Fri., 12/22 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 12/23 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | L 3-1 | ||
| Wed., 12/27 | V Boys Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | L 63-71 | ||
| 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 | East Hampton | Home - Litchfield HS-Gym [Directions] | W 73-58 | ||
| 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 Girls Basketball | Wolcott Tech (Scrim.) | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | L Forfeit | 12:00 PM | |
| Fri., 12/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30-8 p.m. | ||
| Tue., 1/2 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | W 91-26 | ||
| Tue., 1/2 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | Cancelled | ||
| 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 | Gilbert | Home - Litchfield HS-Gym [Directions] | L 48-34 | ||
| Wed., 1/3 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 6-0 | 6:00 PM | |
| 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 Boys Indoor Track | Wintergreen Invitational SCSU | Away - Southern Connecticut State University | 4:30 p.m. | TBA | |
| Thu., 1/4 | V Girls Indoor Track | Wintergreen Invitational SCSU | Away - Southern Connecticut State University | 4:30 p.m. | TBA | |
| Fri., 1/5 | V Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | L 37-39 | ||
| Fri., 1/5 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Small Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/5 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | W 4-3 (OT) | 5:45 PM | |
| Fri., 1/5 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Fri., 1/5 | V Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | L 45-39 | 12:00 PM | |
| Fri., 1/5 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | Cancelled | ||
| Sat., 1/6 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | L 2-0 | ||
| Mon., 1/8 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | W 79-57 | ||
| Mon., 1/8 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/8 | V Boys Ice Hockey | Conard | Home - The Frederick Gunn School-Ice Rink [Directions] | L 4-0 | ||
| Mon., 1/8 | V Girls Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | L 50-35 | ||
| Mon., 1/8 | JV Girls Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | 5:45 p.m. | ||
| Wed., 1/10 | V Boys Basketball | Wolcott Tech | Home - Litchfield HS-Gym [Directions] | W 86-47 | 12:00 PM | |
| Wed., 1/10 | JV Boys Basketball | Wolcott Tech | Home - Litchfield HS-Gym [Directions] | 4:15 p.m. | 12:00 PM | |
| Wed., 1/10 | V Boys Ice Hockey | Housatonic Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | W 2-0 | ||
| Wed., 1/10 | V Boys Indoor Track | Jim Barber Invitational SCSU | Away - Southern Connecticut State University | 4:30 p.m. | TBA | |
| Wed., 1/10 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | W 59-20 | ||
| Wed., 1/10 | V Girls Ice Hockey | West Haven/SHA | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | W 3-1 | ||
| Wed., 1/10 | V Girls Indoor Track | Jim Barber Invitational SCSU | Away - Southern Connecticut State University | 4:30 p.m. | TBA | |
| Thu., 1/11 | JV Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | 2:25 PM | |
| Fri., 1/12 | V Boys Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | L 61-65 OT | ||
| Fri., 1/12 | JV Boys Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | 5:30 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 | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | L 52-18 | ||
| Fri., 1/12 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | Cancelled | ||
| Sat., 1/13 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | T 2-2 | 5:45 PM | |
| Sat., 1/13 | V Boys Swimming and Diving | Northwestern | Away - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/13 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Upper Rink [Directions] | L 2-0 | ||
| 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 @ Bethel | Away - Bethel HS-TBA | 10:00 a.m. | TBA | |
| Mon., 1/15 | V Girls Indoor Track | Berkshire League Showcase @ Bethel | Away - Bethel HS-TBA | 10:00 a.m. | TBA | |
| Tue., 1/16 | JV Girls Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Wed., 1/17 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 1/17 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | L 5-2 | 6:15 PM | |
| Wed., 1/17 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 6-1 | ||
| Thu., 1/18 | V Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | W 62-59 | ||
| Thu., 1/18 | JV Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | FR Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/18 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:15-9:45 p.m. | ||
| Fri., 1/19 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | L 49-74 | ||
| Fri., 1/19 | JV Boys Basketball | Thomaston | Away - 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 Boys Swimming and Diving | Nonnewaug | Away - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | L 49-21 | ||
| Fri., 1/19 | JV Girls Basketball | Thomaston | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Fri., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | W 4-1 | ||
| Sat., 1/20 | FR Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 2:30 p.m. | ||
| Sat., 1/20 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 2-1 OT | 6:00 PM | |
| Mon., 1/22 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 57-72 | ||
| Mon., 1/22 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 1/22 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Mon., 1/22 | V Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | L 44-43 | ||
| Mon., 1/22 | JV Girls Basketball | Kaynor Tech | Away - Kaynor Technical School-Kaynor Gymnasium [Directions] | Cancelled | 12:00 PM | |
| Mon., 1/22 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 5-1 | ||
| Tue., 1/23 | JV Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | W 9-1 | ||
| Wed., 1/24 | V Boys Ice Hockey | New Milford | Away - Canterbury School-O'Neill Arena [Directions] | L 9-5 | 6:00 PM | |
| Wed., 1/24 | V Boys Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 4:30 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 4-3 | ||
| Thu., 1/25 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | L 60-68 | ||
| Fri., 1/26 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 3:00 p.m. | ||
| Fri., 1/26 | V Boys Ice Hockey | Pawling (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | L 6-1 | ||
| Fri., 1/26 | V Girls Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | L 49-27 | ||
| Fri., 1/26 | JV Girls Basketball | Nonnewaug | Home - Litchfield HS-Gym [Directions] | 2:45 p.m. | ||
| Sat., 1/27 | V Boys Indoor Track | Frostbite Invitational (Weather permitting) Plumb Hill Track | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 11:00 a.m. | ||
| Sat., 1/27 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | L 5-0 | ||
| Sat., 1/27 | V Girls Indoor Track | Frostbite Invitational (Weather permitting) Plumb Hill Track | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 11:00 a.m. | ||
| Mon., 1/29 | V Boys Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | W 64-48 | ||
| Mon., 1/29 | JV Boys Basketball | Terryville | Home - Litchfield HS-Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | Cancelled | 12:00 PM | |
| Mon., 1/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 3-4:30 p.m. | ||
| Mon., 1/29 | V Boys Swimming and Diving | Nonnewaug | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Mon., 1/29 | V Girls Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | L 34-31 | ||
| Tue., 1/30 | V Boys Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | W 84-52 | ||
| Tue., 1/30 | JV Boys Basketball | Gilbert | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | L 49-42 | ||
| Tue., 1/30 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | Cancelled | 12:00 PM | |
| Wed., 1/31 | V Boys Ice Hockey | Newtown/New Fairfield | Home - The Frederick Gunn School-Ice Rink [Directions] | L 4-3 OT | ||
| Wed., 1/31 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 5:30 p.m. | ||
| Wed., 1/31 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 5:15 p.m. | 12:00 PM | |
| Thu., 2/1 | V Boys Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | L 53-54 | ||
| Thu., 2/1 | JV Boys Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/1 | V Boys Ice Hockey | Pawling (NY) | Away - Trinity-Pawling School-Ice Rink | L 8-4 | 2:00 PM, Dismiss 1:50 PM | |
| 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 Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | W 39-27 | ||
| Fri., 2/2 | JV Girls Basketball | Wamogo | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Fri., 2/2 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | W 2-1 | ||
| Sat., 2/3 | V Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | L 34-66 | ||
| Sat., 2/3 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 2/3 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | L 2-0 | ||
| Mon., 2/5 | V Boys Ice Hockey | Fox Lane (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | W 7-3 | ||
| Mon., 2/5 | V Boys Indoor Track | Last Chance Meet New Haven- Floyd Little Athletic Center | Away - Floyd Little Athletic Center-FieldHouse | 4:30 p.m. | TBA | |
| Mon., 2/5 | V Girls Basketball | Kaynor Tech | Home - Litchfield HS-Gym [Directions] | L 40-24 | ||
| Mon., 2/5 | JV Girls Basketball | Kaynor Tech | Home - Litchfield HS-Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/5 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 6-0 | ||
| Mon., 2/5 | V Girls Indoor Track | Last Chance Meet New Haven- Floyd Little Athletic Center | Away - Floyd Little Athletic Center-FieldHouse | 4:30 p.m. | TBA | |
| Tue., 2/6 | V Boys Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | W 72-44 | ||
| Tue., 2/6 | JV Boys Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | FR Boys Basketball | Housatonic Regional | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| 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 Boys Swimming and Diving | Northwestern | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | L 50-21 | ||
| Tue., 2/6 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | Cancelled | 12:00 PM | |
| Wed., 2/7 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | W 2-1 OT | 3:30 PM | |
| Thu., 2/8 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | L 37-30 | ||
| 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 Swimming and Diving | Shepaug Valley | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Fri., 2/9 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | L 3-0 | ||
| Mon., 2/12 | FR Boys Basketball | St. Paul Catholic | Home - Litchfield HS-Gym [Directions] | 7:00 p.m. | ||
| Mon., 2/12 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | W 8-7 | 2:00 PM, Dismiss 1:50 PM | |
| Tue., 2/13 | JV Girls Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | Cancelled | ||
| Wed., 2/14 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - The Frederick Gunn School-Ice Rink [Directions] | L 6-4 | ||
| Wed., 2/14 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Patsy DiLungo Rink [Directions] | L 1-0 | 1:15 PM, Return 5:00 PM | |
| Wed., 2/14 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Patsy DiLungo Rink [Directions] | 3:30 p.m. | ||
| Thu., 2/15 | V Girls Basketball | Northwestern | Home - Litchfield HS-Gym [Directions] | L 56-28 | ||
| Thu., 2/15 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Sacred Heart University-Martire Arena [Directions] | W 3-1 | ||
| 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 Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 2/16 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 5-2 | ||
| Mon., 2/19 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 1-2:30 p.m. | ||
| Mon., 2/19 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 12:00 p.m. | ||
| Tue., 2/20 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | L 76-80 2OT | ||
| Tue., 2/20 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/20 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 1:30-2:30 p.m. | ||
| Wed., 2/21 | V Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | L 52-78 | ||
| Wed., 2/21 | JV Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | Milford Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | W 5-4 | ||
| Wed., 2/21 | V Boys Swimming and Diving | Wamogo | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Thu., 2/22 | FR Boys Basketball | Shepaug Valley | Home - Litchfield HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 2/22 | V Boys Swimming and Diving | Housatonic Regional | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 5:30 p.m. | ||
| Fri., 2/23 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:45-10:15 p.m. | ||
| Sat., 2/24 | V Boys Swimming and Diving | Girls 'SPLASH' @ Plainville High School | Away - Plainville HS-Pool | 1:00 p.m. | TBA | |
| Mon., 2/26 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 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. | ||
| Thu., 2/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Fri., 3/1 | V Boys Swimming and Diving | Housatonic Regional, Nonnewaug, Northwestern, Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| 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] | L 2-3 | 1:00 PM, Dismiss 12:50 PM | |
| Mon., 3/4 | V Boys Ice Hockey | CIAC Div III First Round | Away - Higher Seed | TBA | ||
| Tue., 3/5 | V Boys Basketball | Kaynor Tech | Home - Litchfield HS-Gym [Directions] | W 72-63 | ||
| Tue., 3/5 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 3:30-5 p.m. | ||
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class S Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Thu., 3/7 | V Boys Basketball | Windsor Locks | Away - Windsor Locks HS-WLHS Gymnasium [Directions] | W 69-57 | ||
| Thu., 3/7 | V Boys Ice Hockey | CIAC Div III Quarterfinal | Away - Site TBA | TBA | ||
| Fri., 3/8 | V Boys Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cornerstone Pool | 5:15 p.m. | ||
| Mon., 3/11 | V Boys Basketball | Aerospace | Away - Learning Corridor-Gymnasium [Directions] | W 70-63 | ||
| Mon., 3/11 | V Boys Ice Hockey | CIAC Div III Semifinal | Away - Site TBA | TBA | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class S Finals | Away - Cornerstone Pool | 6:00 p.m. | ||
| Wed., 3/13 | V Boys Basketball | Old Lyme | Away - Xavier HS-Gym [Directions] | L 40-43 | ||
| Thu., 3/14 | V Boys Ice Hockey | CIAC Div III Final | Away - Site TBA | TBA | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Sat., 3/23 | V Baseball | Derby (Scrim.) | Away - Payden Park [Directions] | 11:00 a.m. | ||
| Wed., 3/27 | V Baseball | New Milford (Scrim.) | Home - Litchfield HS-Litchfield High School Baseball 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 | Thomaston (Scrim.) | Away - Thomaston HS-Black Rock Field [Directions] | Rainout | 2:30 PM | |
| Fri., 3/29 | V Softball | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Softball Varsity Field [Directions] | 3:30 p.m. | ||
| Fri., 3/29 | V Girls Tennis | Suffield (Scrim.) | Away - Suffield HS-Tennis Courts [Directions] | 9:30 a.m. | ||
| Sat., 3/30 | V Baseball | Plainville (Scrim.) | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 12:00 p.m. | ||
| Sat., 3/30 | V Softball | Immaculate (Scrim.) | Away - Immaculate HS-Softball Diamond [Directions] | 10:00 a.m. | ||
| Mon., 4/1 | V Girls Tennis | Gilbert | Home - Litchfield HS-LHS Tennis Courts [Directions] | W 7-0 [Detailed Results] | ||
| Tue., 4/2 | V Girls Lacrosse | Watertown | Home - Nonnewaug HS-Nonnewaug Track [Directions] | 7:00 p.m. | ||
| Thu., 4/4 | JV Baseball | Nonnewaug | Away - Woodbury MS [Directions] | Cancelled | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Fri., 4/5 | V Boys Tennis | Wamogo | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 4/5 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/5 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | W 7-0 [Detailed Results] | ||
| Sat., 4/6 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | W 6-4 | ||
| Sat., 4/6 | JV Baseball | Northwestern | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:30 p.m. | ||
| 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 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 Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 3:00 p.m. | ||
| Sat., 4/6 | JV Softball | New Fairfield | Away - New Fairfield HS-JV Softball Field [Directions] | Cancelled | ||
| Mon., 4/8 | V Baseball | Wolcott Tech | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | W 9-4 | 12:00 PM | |
| Mon., 4/8 | V Boys Tennis | Housatonic Regional | Away - Town Field-Town Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/8 | V Softball | Housatonic Regional | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:45 p.m. | ||
| Mon., 4/8 | V Girls Tennis | Housatonic Regional | Home - Litchfield HS-LHS Tennis Courts [Directions] | W 7-0 [Detailed Results] | ||
| 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] | Cancelled | ||
| Tue., 4/9 | JV Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Shepaug Valley | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | JV Baseball | Wamogo | Home - Wamogo Regional HS-Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Nonnewaug | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 3:45 p.m. | ||
| 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] | Cancelled | ||
| Thu., 4/11 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | TBA | |
| Thu., 4/11 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Thu., 4/11 | JV Softball | Gilbert | Away - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 3:45 p.m. | ||
| Sat., 4/13 | JV Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 4/13 | V Boys Lacrosse | Watertown | Home - Nonnewaug HS-football field [Directions] | 11:00 a.m. | ||
| Mon., 4/15 | V Baseball | Northwestern | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | JV Baseball | Nonnewaug | Away - Woodbury MS [Directions] | Cancelled | 12:00 PM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Mon., 4/15 | V Boys Lacrosse | Capital Prep | Away - Capital Preparatory Magnet School-Soccer Field [Directions] | 4:00 p.m. | TBA | |
| Tue., 4/16 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Ed Kirby Field [Directions] | 3:45 p.m. | 12:00 PM | |
| Wed., 4/17 | JV Baseball | Nonnewaug | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Girls Lacrosse | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC Lacrosse Field [Directions] | 5:00 p.m. | 12:00 PM | |
| Wed., 4/17 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 10:00 a.m. | ||
| 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, TBA, Northwestern, Thomaston, 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, TBA, Northwestern, Thomaston, Wamogo | Away - Terryville HS-Track | Rainout | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Sat., 4/20 | JV Baseball | Gilbert | Away - Walker Field-Walker Field (Baseball Field) [Directions] | 3:00 p.m. | ||
| 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. | ||
| 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 | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | JV Baseball | Shepaug Valley | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Girls Tennis | Northwestern | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Baseball | Terryville | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 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 | Thomaston, Northwestern | Away - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 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 | Thomaston, Northwestern | Away - Thomaston HS-Nystrom Park [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | 12:00 PM | |
| Tue., 4/23 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | Postponed | 12:00 PM | |
| Tue., 4/23 | V Girls Tennis | Shepaug Valley | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Baseball | Granby Memorial | Away - Granby Memorial HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | V Boys Tennis | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Girls Tennis | Thomaston | Home - Litchfield HS-LHS 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 | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Fri., 4/26 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | 3:45 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 | Thomaston | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | 12:00 PM | |
| Fri., 4/26 | V Girls Tennis | Gilbert | Away - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 4/27 | JV Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 11:00 a.m. | ||
| Mon., 4/29 | V Baseball | Nonnewaug | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 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 Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 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 | Northwestern | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | JV Softball | Northwestern | Home - Wamogo Regional HS-Litchfield HS Softball Fields [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Wamogo | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 5:15 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Housatonic Regional, Terryville | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Softball | Avon | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Watertown | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 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 | Housatonic Regional | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 4:15 p.m. | ||
| Wed., 5/1 | V Girls Tennis | Housatonic Regional | Away - Town Field-Town Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Thu., 5/2 | JV Softball | New Fairfield | Home - Wamogo Regional HS-Litchfield HS Softball Fields [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Baseball | Naugatuck | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | V Boys Tennis | Shepaug Valley | Home - Litchfield HS-LHS Tennis Courts [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 | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 5/4 | JV Softball | Lewis Mills | Away - Lewis Mills HS-Softball Varsity Field [Directions] | Postponed | 9:55 AM | |
| Mon., 5/6 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 4:30 p.m. | ||
| Mon., 5/6 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:30 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 | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 4:45 p.m. | 12:00 PM | |
| 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 Girls Tennis | Nonnewaug | Home - Litchfield HS-LHS Tennis Courts [Directions] | 4:30 p.m. | ||
| Tue., 5/7 | JV Baseball | Gilbert | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Shepaug Valley, Nonnewaug | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 4:15 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Shepaug Valley, Nonnewaug | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 4:15 p.m. | ||
| Wed., 5/8 | V Baseball | Thomaston | Home - 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 | Northwestern | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [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. | ||
| Thu., 5/9 | V Softball | Gilbert | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Softball | Terryville | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | Forfeit | ||
| Fri., 5/10 | V Girls Tennis | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Sat., 5/11 | V Boys Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Sat., 5/11 | V Boys Tennis | Thomaston | Home - 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. | ||
| Sat., 5/11 | V Girls Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Sat., 5/11 | JV Softball | Northwestern, Gilbert, Lewis Mills | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 5/13 | V Boys Outdoor Track | Gilbert, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Girls Outdoor Track | Gilbert, Wamogo | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Softball | Plainville | Away - Plainville HS-Plainville HS- Varsity Softball Field (Turf) [Directions] | 6:00 p.m. | ||
| Tue., 5/14 | V Baseball | Housatonic Regional | Home - Litchfield HS-Litchfield High School Baseball 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. | ||
| Fri., 5/17 | V Softball | WCA | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 6:00 p.m. | ||
| Sat., 5/18 | V Baseball | Wamogo | Away - Muzzy Field-Baseball Diamond [Directions] | 6:30 p.m. | ||
| Sat., 5/18 | V Boys Outdoor Track | Berkshire League Track & Field Championships | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 8:00 a.m. | ||
| Sat., 5/18 | V Girls Outdoor Track | Berkshire League Track & Field Championships | Home - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 8:00 a.m. | ||
| Sat., 5/18 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | Cancelled | ||
| Sat., 5/18 | JV Softball | Housatonic Regional | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 5/20 | V Baseball | Gilbert | Home - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/20 | JV Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | Cancelled | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Mon., 5/20 | V Boys Tennis | Berkshire League Boys Tennis Championship Semi/Finals | Away - TBA | TBA | 12:00 PM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Mon., 5/20 | V Softball | Shepaug Valley | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Mon., 5/20 | JV Softball | Shepaug Valley | Home - Wamogo Regional HS-Plumb Hill Field [Directions] | 3:45 p.m. | 12:00 PM | |
| 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. | TBA | |
| 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. | TBA | |
| Tue., 5/21 | V Softball | Nonnewaug | Home - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | V Girls Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | 3:30 p.m. | ||
| Wed., 5/22 | V Baseball | Wamogo | Home - Dunkin' Donuts Park-Yard Goats [Directions] | 3:30 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. | TBA | |
| Wed., 5/22 | V Boys Tennis | Housatonic Regional, Nonnewaug, Shepaug Valley | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 4:00 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. | TBA | |
| Wed., 5/22 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Nonnewaug HS-Tennis Courts | 1:00 p.m. | ||
| Fri., 5/24 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 1:30 p.m. | 12:00 PM | |
| Fri., 5/24 | V Boys Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 5/25 | V Girls Tennis | Holy Cross | Home - Litchfield HS-LHS Tennis Courts [Directions] | 10:00 a.m. | ||
| Tue., 5/28 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/28 | V Girls Tennis | Morgan | Home - Litchfield HS-LHS Tennis Courts [Directions] | 2:00 p.m. | ||
| Thu., 5/30 | V Girls Tennis | Valley Regional | Home - Litchfield HS-LHS Tennis Courts [Directions] | 3:00 p.m. | ||