| Housatonic Regional 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 415 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/25 | V Football | East Catholic (Scrim.) | Away - Cheney Tech [Directions] | 3:00 p.m. | ||
| Sat., 8/28 | V Football | Cheney Tech (Scrim.) | Home - Gilbert School-Football Field [Directions] | 10:00 a.m. | ||
| Thu., 9/2 | V Boys Soccer | Mt. Everett (MA) (Scrim.) | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 4:30 p.m. | ||
| Thu., 9/2 | V Girls Soccer | Mt. Everett (MA) (Scrim.) | Away - Mount Everett Regional-Mt. Everett | 4:30 p.m. | ||
| Sat., 9/4 | V Football | Torrington (Scrim.) | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 8:30 a.m. | ||
| Tue., 9/7 | V Boys Cross Country | BL Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Tue., 9/7 | V Boys Golf | Gilbert | Away - Green woods Country Club [Directions] | 3:00 p.m. | H - 220 G - 247 | |
| Tue., 9/7 | V Girls Cross Country | BL Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Wed., 9/8 | V Boys Golf | Shepaug Valley, Terryville | Home - Canaan Country Club [Directions] | 3:00 p.m. | H - 194 S - 195 | |
| Thu., 9/9 | V Boys Golf | Litchfield | Home - Canaan Country Club [Directions] | 3:00 p.m. | postponed | |
| Thu., 9/9 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 9/9 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/9 | V Girls Soccer | Northwestern | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 9/9 | JV Girls Soccer | Northwestern | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/9 | V Girls Volleyball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 9/9 | JV Girls Volleyball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/11 | V Football | Stafford/East Windsor/Somers | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | L 30-35 | |
| Mon., 9/13 | JV Football | Stafford/East Windsor/Somers | Away - Stafford HS-Lighted Stadium Field (behind the school) [Directions] | 4:45 p.m. | ||
| Mon., 9/13 | V Boys Golf | Gilbert, Northwestern | Home - Canaan Country Club [Directions] | 3:00 p.m. | H - 185 NW - 223 G - 228 | |
| Tue., 9/14 | V Boys Cross Country | Nonnewaug, Shepaug Valley | Away - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | H-N 27-28 H-S 18-38 | |
| Tue., 9/14 | V Boys Soccer | Gilbert | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Tue., 9/14 | JV Boys Soccer | Gilbert | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | Canceled | Cancelled | |
| Tue., 9/14 | V Girls Cross Country | Nonnewaug, Shepaug Valley | Away - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | H-N 30-25 H-S 41-20 | |
| Tue., 9/14 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:30 p.m. | W 9-2 | |
| Tue., 9/14 | V Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 9/14 | JV Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/15 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | H - 219 L - 179 | |
| Thu., 9/16 | V Boys Golf | Northwestern, Terryville | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | H-210 NW-207 T-282 | |
| Thu., 9/16 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/16 | V Girls Volleyball | Dover (NY) | Home - Housatonic Valley Regional High-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/16 | JV Girls Volleyball | Dover (NY) | Home - Housatonic Valley Regional High-Gym [Directions] | 4:45 p.m. | ||
| Fri., 9/17 | JV Football | Coventry/Windham Tech/Bolton/Lyman | Away - Coventry HS-Football Field [Directions] | 6:30 p.m. | ||
| Fri., 9/17 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 9/17 | V Girls Soccer | Shepaug Valley | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 9/17 | JV Girls Soccer | Shepaug Valley | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | Postponed | ||
| Fri., 9/17 | V Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 6:15 p.m. | W 3-2 | |
| Fri., 9/17 | JV Girls Volleyball | New Fairfield | Away - New Fairfield MS-Gym [Directions] | 6:15 p.m. | ||
| Mon., 9/20 | V Boys Golf | Wamogo | Away - Wamogo HS-Stoneybrook Golf Course [Directions] | 3:00 p.m. | H - 215 W - 242 | |
| Mon., 9/20 | V Boys Soccer | Thomaston | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 1-7 | |
| Mon., 9/20 | JV Boys Soccer | Thomaston | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Mon., 9/20 | V Girls Soccer | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 5:15 p.m. | W 4-3 | |
| Tue., 9/21 | V Boys Golf | Shepaug Valley, Nonnewaug | Away - Lake Waramaug Country Club [Directions] | 3:00 p.m. | H - 192 S - 19 H 192 H 192 S 196 N 195 | |
| Tue., 9/21 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Tue., 9/21 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/22 | V Boys Cross Country | Terryville, Litchfield | Away - Terryville HS-Track [Directions] | 4:00 p.m. | H-T 15-50 H-L 39-20 | |
| Wed., 9/22 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 9/22 | V Girls Cross Country | Terryville, Litchfield | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Wed., 9/22 | V Girls Soccer | Litchfield | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | L 3-0 | |
| Thu., 9/23 | V Boys Golf | Northwestern, Litchfield | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | H 191 NW 214 L 184 | |
| Thu., 9/23 | V Girls Volleyball | Holy Cross | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 9/23 | JV Girls Volleyball | Holy Cross | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/24 | V Football | Rockville | Away - Rockville HS-Stadium Field [Directions] | 7:00 p.m. | L 12-42 | |
| Fri., 9/24 | V Boys Soccer | Nonnewaug | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 0-8 | |
| Fri., 9/24 | JV Boys Soccer | Nonnewaug | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | Postponed | ||
| Fri., 9/24 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 3-1 | |
| Fri., 9/24 | JV Girls Soccer | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Sat., 9/25 | V Boys Cross Country | TBA | Away - Winding Trails-Cross Country Course | 9:00 a.m. | ||
| Sat., 9/25 | V Girls Cross Country | TBA | Away - Winding Trails | 9:00 a.m. | ||
| Mon., 9/27 | JV Football | East Catholic | Home - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/27 | V Boys Golf | Nonnewaug | Away - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | H-202 N-201 | |
| Mon., 9/27 | V Boys Soccer | Wamogo | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 9/27 | JV Boys Soccer | Wamogo | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Mon., 9/27 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 5:00 p.m. | W 9-1 | |
| Tue., 9/28 | V Boys Golf | Wamogo | Home - Canaan Country Club [Directions] | 3:00 p.m. | H-174 W-248 | |
| Tue., 9/28 | V Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large gym [Directions] | 6:15 p.m. | W 3-0 | |
| Tue., 9/28 | JV Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/29 | V Boys Golf | Nonnewaug | Home - Canaan Country Club [Directions] | 3:00 p.m. | H-194 N-189 | |
| Wed., 9/29 | V Girls Soccer | Terryville | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 7-1 | |
| Thu., 9/30 | V Boys Cross Country | Northwestern | Home - Housatonic Valley Regional High-Cross Country Course [Directions] | 4:00 p.m. | H-NW 43-20 H-G 23-35 | Senior Night |
| Thu., 9/30 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | L 0-2 | |
| Thu., 9/30 | V Girls Cross Country | Gilbert, Northwestern | Home - Housatonic Valley Regional High-Cross Country Course [Directions] | 4:00 p.m. | Senior Night | |
| Fri., 10/1 | V Football | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 6:30 p.m. | W 29-18 | |
| Sat., 10/2 | JV Football | Granby/Canton | Away - Granby Memorial HS-Stadium Field [Directions] | 10:00 a.m. | ||
| Sat., 10/2 | JV Football | Rockville | Home - Gilbert School-Football Field [Directions] | 11:00 a.m. | ||
| Mon., 10/4 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:45 p.m. | L 0-3 | |
| Mon., 10/4 | JV Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:15 p.m. | ||
| Tue., 10/5 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/5 | V Boys Golf | Terryville, Litchfield | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 3:00 p.m. | Cancelled | |
| Tue., 10/5 | V Boys Soccer | Northwestern | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 1-5 | |
| Tue., 10/5 | JV Boys Soccer | Northwestern | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Tue., 10/5 | V Girls Volleyball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 10/5 | JV Girls Volleyball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | ||
| Thu., 10/7 | JV Girls Volleyball | Mt. Everett (MA) | Away - Mount Everett Regional-Mt. Everett | Canceled | Cancelled | |
| Fri., 10/8 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:30 p.m. | W 10-0 | |
| Fri., 10/8 | V Girls Soccer | Gilbert | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 8-3 | |
| Sat., 10/9 | V Boys Cross Country | TBA | Away - [CIAC] Wickham Park | TBA | H-T 33-22 H-W 15-50 | |
| Sat., 10/9 | V Football | Windsor Locks/Suffield/East Granby | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 39-12 | |
| Sat., 10/9 | V Girls Cross Country | TBA | Away - [CIAC] Wickham Park | TBA | ||
| Tue., 10/12 | V Boys Cross Country | Wamogo, Thomaston | Away - Wamogo Regional HS-White Memorial Park [Directions] | 5:00 p.m. | ||
| Tue., 10/12 | JV Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks HS-Patrick Scelza Field [Directions] | 4:00 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Shepaug Valley | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 10/12 | JV Boys Soccer | Shepaug Valley | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Girls Cross Country | Wamogo | Away - Wamogo Regional HS-White Memorial Park [Directions] | 5:00 p.m. | H-W 15-50 H-T 15-50 | |
| Tue., 10/12 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-2 | |
| Tue., 10/12 | V Girls Volleyball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/12 | JV Girls Volleyball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/13 | V Boys Golf | Litchfield | Home - Canaan Country Club [Directions] | 3:00 p.m. | H-175 L-171 | |
| Wed., 10/13 | JV Boys Soccer | Indian Mountain School | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Thu., 10/14 | V Boys Soccer | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | L 2-8 | |
| Thu., 10/14 | V Girls Soccer | Thomaston | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 4-0 | |
| Thu., 10/14 | JV Girls Soccer | Thomaston | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/14 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:30 p.m. | L 1-3 | |
| Thu., 10/14 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:20 p.m. | ||
| Fri., 10/15 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/15 | JV Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 10/16 | V Football | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | W 42-0 | |
| Mon., 10/18 | JV Football | Old Saybrook | Home - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Mon., 10/18 | V Boys Golf | CIAC Fall Division II Boys Golf Championship | Away - Silo Point GC | 8:30 a.m. | ||
| Mon., 10/18 | JV Girls Soccer | Indian Mountain School | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/19 | V Boys Soccer | Litchfield | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 1-8 | |
| Tue., 10/19 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 4-1 | |
| Tue., 10/19 | V Girls Volleyball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/19 | JV Girls Volleyball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/21 | V Boys Cross Country | Berkshire League Championship | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 10/21 | V Girls Cross Country | Berkshire League Championship | Away - Black Rock State Park | 3:30 p.m. | ||
| Fri., 10/22 | V Football | Amistad | Home - Gilbert School-Football Field [Directions] | 3:30 p.m. | W 56-14 | |
| Fri., 10/22 | V Girls Volleyball | Mt. Everett (MA) | Away - Mt Everett HS-Mt. Everett Gymnasium | 5:15 p.m. | W 3-0 | |
| Fri., 10/22 | JV Girls Volleyball | Mt. Everett (MA) | Away - Mount Everett Regional-Gym | 4:00 p.m. | ||
| Mon., 10/25 | JV Girls Soccer | Gilbert | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 10/25 | V Girls Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Mon., 10/25 | JV Girls Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 5:15 p.m. | ||
| Thu., 10/28 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 1-3 | |
| Thu., 10/28 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | V Girls Soccer | Wamogo | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 9-0 | |
| Thu., 10/28 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 10/28 | JV Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 3:45 p.m. | ||
| Fri., 10/29 | V Boys Soccer | Terryville | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | L 1-4 | Senior Night |
| Fri., 10/29 | JV Boys Soccer | Terryville | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | Canceled | Cancelled | |
| Fri., 10/29 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 4-0 | |
| Sat., 10/30 | V Football | Ellington | Home - Gilbert School-Football Field [Directions] | 10:30 a.m. | W 14-0 | |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class S Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 11/1 | JV Football | Ellington | Away - Ellington HS-Main Field [Directions] | 4:00 p.m. | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class S Championship | Away - Wickham Park | 2:35 p.m. | ||
| Mon., 11/1 | V Girls Volleyball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 6:15 p.m. | W 3-0 | |
| Mon., 11/1 | JV Girls Volleyball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | Senior Night | |
| Tue., 11/2 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 6:00 p.m. | L 0-9 | |
| Tue., 11/2 | JV Boys Soccer | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | 4:15 p.m. | ||
| Tue., 11/2 | V Girls Soccer | Nonnewaug | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | W 5-2 | Senior Night |
| Tue., 11/2 | JV Girls Soccer | Nonnewaug | Home - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 11/4 | JV Girls Soccer | Indian Mountain School | Away - Indian Mountain School-Indian Mtn School | 3:45 p.m. | ||
| Thu., 11/4 | V Girls Volleyball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | W 30 | |
| Thu., 11/4 | JV Girls Volleyball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:30 p.m. | ||||||
| Sat., 11/6 | FM Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 10:00 a.m. | ||
| Mon., 11/8 | JV Football | SMSA Coop | Home - Gilbert School-Football Field [Directions] | Canceled | Cancelled | |
| Mon., 11/8 | V Girls Soccer | Wheeler | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 2:00 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | Griswold | Away - Griswold HS-GHS Gym [Directions] | 5:30 p.m. | ||
| Wed., 11/10 | V Girls Soccer | Northwest Catholic | Home - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 2:00 p.m. | ||
| Wed., 11/17 | JV Football | Capital/Achievement | Home - Gilbert School-Torrington HS [Directions] | 4:00 p.m. | This game will be held at the Torrington HS Football field. | |
| Thu., 11/18 | V Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | W Forfeit | |
| Thu., 11/25 | V Football | Granby/Canton | Home - Gilbert School-Football Field [Directions] | 10:30 a.m. | W 21-0 | |
| Tue., 11/30 | V Football | Killingly | Away - Killingly HS-Morgan Field [Directions] | 6:30 p.m. | ||
| Mon., 12/6 | V Girls Basketball | New Milford (Scrim.) | Home - Housatonic Valley Regional High-Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/7 | V Boys Basketball | Pine Plains (NY) (Scrim.) | Home - Housatonic Valley Regional High-Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/8 | V Boys Ice Hockey | Shepaug Valley Ice Hockey (Scrim.) | Away - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | ||
| Wed., 12/8 | V Girls Basketball | Monument Mountain (MA) (Scrim.) | Away - Monument Mtn. Regional HS-Gym | 4:30 p.m. | ||
| Thu., 12/9 | V Boys Basketball | East Granby (Scrim.) | Away - East Granby HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/9 | JV Boys Basketball | East Granby (Scrim.) | Away - East Granby HS-Gym [Directions] | Canceled | Cancelled | |
| Mon., 12/13 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 6:00 p.m. | W 46-25 | |
| Mon., 12/13 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | Postponed | ||
| Wed., 12/15 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 7:20 p.m. | L 5-6 | |
| Thu., 12/16 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | L 27-74 | |
| Thu., 12/16 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/16 | V Boys Swimming and Diving | Nonnewaug | Away - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | Warm up 6:30 | |
| Thu., 12/16 | V Girls Basketball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | W 65-62(2OT) | |
| Thu., 12/16 | JV Girls Basketball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Sat., 12/18 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - South Kent School-Ice Rink [Directions] | 6:00 p.m. | L 5-9 | |
| Mon., 12/20 | V Boys Ice Hockey | JBWA | Home - South Kent School-Ice Rink [Directions] | 4:00 p.m. | L 1-5 | |
| Tue., 12/21 | V Boys Basketball | Thomaston | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 36-44 | |
| Tue., 12/21 | JV Boys Basketball | Thomaston | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/21 | FR Boys Basketball | Thomaston | Home - Housatonic Valley Regional High-Gym [Directions] | Postponed | ||
| Tue., 12/21 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | Warm up 6:30 | |
| Tue., 12/21 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 35-44 | |
| Tue., 12/21 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/22 | V Boys Ice Hockey | Eastern CT Eagles | Away - Norwich - Rose Garden-RoseGarden Arena [Directions] | 7:40 p.m. | L 0-7 | |
| Thu., 12/23 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | L 23-84 | |
| Thu., 12/23 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/23 | V Girls Basketball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 6:45 p.m. | W 44-16 | |
| Thu., 12/23 | JV Girls Basketball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/28 | V Boys Basketball | Gilbert | Away - Emmett O' Brien Reg Voc Tech School-Emmett O'Brien Gymnasium [Directions] | 5:00 p.m. | L 30-58 | |
| Fri., 1/7 | V Boys Swimming and Diving | Northwestern | Away - Winsted YMCA-Pool [Directions] | 7:00 p.m. | Warm up 6:30 | |
| Tue., 1/11 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 42-73 | |
| Tue., 1/11 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/11 | V Girls Basketball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | 5:00 p.m. | L 28-34 | |
| Tue., 1/11 | JV Girls Basketball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | Postponed | ||
| Wed., 1/12 | V Boys Ice Hockey | Tri-Town | Home - South Kent School-Gym [Directions] | 7:30 p.m. | L 3-6 | |
| Fri., 1/14 | V Boys Basketball | Litchfield | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 37-75 | |
| Fri., 1/14 | JV Boys Basketball | Litchfield | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/14 | JV Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | Postponed | ||
| Sat., 1/15 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks-Rink 1 [Directions] | 4:20 p.m. | L 4-11 | |
| Tue., 1/18 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | L 49-75 | |
| Tue., 1/18 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/18 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | Warm up 4;00 | |
| Tue., 1/18 | V Girls Basketball | Shepaug Valley | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | W 41-30 | |
| Tue., 1/18 | JV Girls Basketball | Shepaug Valley | Home - Housatonic Valley Regional High-Gym [Directions] | Postponed | ||
| Wed., 1/19 | FR Boys Basketball | Shepaug Valley | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/19 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena-Blue Rink [Directions] | 5:00 p.m. | L 4-8 | |
| Wed., 1/19 | V Boys Swimming and Diving | Nonnewaug | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | Warm up 6:30 | |
| Thu., 1/20 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | Postponed | ||
| Fri., 1/21 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 7:00 p.m. | L 37-59 | |
| Fri., 1/21 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | 6:00 p.m. | W 46-22 | |
| Fri., 1/21 | JV Girls Basketball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | Postponed | ||
| Sat., 1/22 | FR Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 12:00 p.m. | ||
| Mon., 1/24 | V Boys Basketball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 4:30 p.m. | L 42-44 | |
| Mon., 1/24 | V Girls Basketball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 6:00 p.m. | W 58-22 | |
| Tue., 1/25 | V Boys Basketball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 59-70 | |
| Tue., 1/25 | JV Boys Basketball | Northwestern | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/25 | V Boys Swimming and Diving | Shepaug Valley | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | Warm up 4:00 | |
| Tue., 1/25 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 37-33 | |
| Tue., 1/25 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/26 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - South Kent School-Ice Rink [Directions] | 6:00 p.m. | W 6-2 | |
| Thu., 1/27 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:00 p.m. | W 39-33 | |
| Fri., 1/28 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | L 42-55 | |
| Fri., 1/28 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/28 | FR Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | Postponed | ||
| Fri., 1/28 | V Girls Basketball | Thomaston | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 30-47 | |
| Fri., 1/28 | JV Girls Basketball | Thomaston | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/31 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 4:00 p.m. | W 51-30 | |
| Tue., 2/1 | V Boys Basketball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 33-74 | |
| Tue., 2/1 | JV Boys Basketball | Terryville | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/1 | V Boys Swimming and Diving | Litchfield | Away - Connecticut Junior Republic-Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Tue., 2/1 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 6:00 p.m. | W 44-29 | |
| Wed., 2/2 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 2/2 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 5:25 p.m. | W 5-3 | |
| Thu., 2/3 | V Boys Basketball | O'Brien Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 5:00 p.m. | L 58-69 | |
| Thu., 2/3 | JV Boys Basketball | O'Brien Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 3:30 p.m. | ||
| Sat., 2/5 | V Boys Ice Hockey | Eastern CT Eagles | Home - South Kent School-Ice Rink [Directions] | 6:00 p.m. | L 2-8 | |
| Tue., 2/8 | V Boys Basketball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 46-95 | |
| Tue., 2/8 | JV Boys Basketball | Nonnewaug | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/8 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 43-50 | |
| Tue., 2/8 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/9 | JV Boys Basketball | Indian Mountain School | Home - Housatonic Valley Regional High-Gym [Directions] | 3:15 p.m. | ||
| Wed., 2/9 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - The Frederick Gunn School-Ice Rink [Directions] | 7:30 p.m. | W 5-4 | |
| Wed., 2/9 | V Boys Swimming and Diving | Northwestern | Home - Winsted YMCA-Pool [Directions] | 7:30 p.m. | Warm up 7:00 | |
| Wed., 2/9 | V Girls Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 7:00 p.m. | W 58-31 | |
| Wed., 2/9 | JV Girls Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/12 | V Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 1:30 p.m. | L 43-98 | |
| Sat., 2/12 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 2/12 | V Girls Basketball | Lewis Mills | Home - Housatonic Valley Regional High-Gym [Directions] | 2:30 p.m. | W 33-30 | |
| Sat., 2/12 | JV Girls Basketball | Lewis Mills | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/14 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 7:00 p.m. | W 62-57(OT) | |
| Mon., 2/14 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/14 | V Boys Ice Hockey | Brookfield | Home - South Kent School-Ice Rink [Directions] | 3:30 p.m. | L 3-6 | |
| Mon., 2/14 | V Girls Basketball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | W 45-36 | |
| Mon., 2/14 | JV Girls Basketball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/15 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | L 51-81 | |
| Tue., 2/15 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/15 | V Boys Swimming and Diving | Nonnewaug, Wamogo | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | Warm up 6:30 | |
| Tue., 2/15 | V Girls Basketball | Litchfield | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | W 57-30 | Senior Night |
| Tue., 2/15 | JV Girls Basketball | Litchfield | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/16 | V Boys Ice Hockey | Woodstock Academy | Away - Pomfret School-Jahn Rink [Directions] | 6:30 p.m. | L 4-12 | |
| Thu., 2/17 | V Boys Basketball | Shepaug Valley | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | L 41-88 | |
| Thu., 2/17 | JV Boys Basketball | Shepaug Valley | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/17 | V Boys Ice Hockey | Brookfield | Away - Brewster Ice Rink-Ice Rink [Directions] | 7:15 p.m. | W 3-2 | |
| Thu., 2/17 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | L 38-44 | |
| Thu., 2/17 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 2/19 | FR Boys Basketball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/19 | V Girls Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 3:00 p.m. | BL Quarterfinals. | |
| Mon., 2/21 | V Boys Ice Hockey | Woodstock Academy | Home - South Kent School-Ice Rink [Directions] | 4:00 p.m. | L 2-7 | Senior Day |
| Tue., 2/22 | V Boys Basketball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | ||
| Tue., 2/22 | JV Boys Basketball | Gilbert | Home - Housatonic Valley Regional High-Gym [Directions] | Canceled | Cancelled | |
| Wed., 2/23 | V Boys Basketball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | L 44-60 | Senior Day |
| Wed., 2/23 | JV Boys Basketball | Wamogo | Home - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | ||
| Thu., 2/24 | JV Boys Basketball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/24 | V Boys Ice Hockey | SCW Knights | Away - Newington Ice Arena-Blue Rink [Directions] | 5:30 p.m. | W 7-3 | |
| Thu., 2/24 | JV Girls Basketball | Wolcott Tech | Home - Housatonic Valley Regional High-Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/26 | V Boys Ice Hockey | New Milford | Home - Canterbury School-O'Neill Arena [Directions] | 10:00 a.m. | L 5-12 | |
| Sat., 2/26 | V Boys Swimming and Diving | TBA, Litchfield, TBA, Nonnewaug, Northwestern, Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 11:00 a.m. | ||
| Mon., 2/28 | FR Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/28 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 4-6 | |
| Tue., 3/1 | V Girls Basketball | Vinal Tech | Home - Housatonic Valley Regional High-Gym [Directions] | 6:00 p.m. | ||
| Wed., 3/2 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks-Rink 2 [Directions] | 3:50 p.m. | L 1-8 | |
| Fri., 3/4 | V Boys Swimming and Diving | Berkshire League Dive Championship | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| Fri., 3/4 | V Girls Basketball | Windsor Locks | Home - Housatonic Valley Regional High-Gym [Directions] | 6:30 p.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | Litchfield, Nonnewaug, Northwestern, Shepaug Valley, Wamogo | Away - John F. Kennedy HS-JFK Pool | 4:30 p.m. | ||
| Mon., 3/7 | V Boys Ice Hockey | E.O. Smith-Tolland | Away - UConn Storrs-Freitas Ice Forum [Directions] | 7:30 p.m. | ||
| Tue., 3/8 | V Girls Basketball | Coventry | Away - Coventry HS-Gym [Directions] | 7:00 p.m. | ||
| Wed., 3/23 | V Baseball | Hotchkiss (Scrim.) | Away - Hotchkiss School | 3:00 p.m. | ||
| Fri., 3/25 | V Softball | Wolcott Tech (Scrim.) | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 4:00 p.m. | ||
| Fri., 4/1 | V Softball | Mt. Everett (MA) (Scrim.) | Home - Housatonic Valley Regional High-softball field [Directions] | 4:00 p.m. | ||
| Sat., 4/2 | V Baseball | Canton (Scrim.) | Away - Bowdoin Field-Baseball Diamond [Directions] | 12:30 p.m. | ||
| Mon., 4/4 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 4/4 | V Boys Tennis | Litchfield | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 4-1 [Detailed Results] | |
| Mon., 4/4 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:30 p.m. | L 4-10 | |
| Mon., 4/4 | V Softball | Thomaston | Home - Housatonic Valley Regional High-softball field [Directions] | 3:45 p.m. | L 4-20 | |
| Fri., 4/8 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Fri., 4/8 | V Girls Tennis | Northwestern | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Mon., 4/11 | V Baseball | Terryville | Away - Terryville Lower Fisher Elementary [Directions] | 3:45 p.m. | W 5-4 | |
| Mon., 4/11 | V Boys Outdoor Track | Terryville Invitational | Away - Terryville HS-Default Facility | 4:00 p.m. | ||
| Mon., 4/11 | V Girls Outdoor Track | Terryville Invitational | Away - Terryville HS-Track | 4:00 p.m. | ||
| Mon., 4/11 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 3:45 p.m. | W Forfeit | |
| Mon., 4/11 | V Girls Tennis | Gilbert | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/13 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | W 6-4 | |
| Wed., 4/13 | JV Baseball | Shepaug Valley | Home - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Canceled | Cancelled | |
| Wed., 4/13 | V Softball | Shepaug Valley | Home - Housatonic Valley Regional High-softball field [Directions] | 3:45 p.m. | L 8-20 | |
| Wed., 4/13 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 7-0 [Detailed Results] | |
| Thu., 4/14 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Fri., 4/15 | V Baseball | Mt. Everett (MA) | Away - Mt Everett HS-Mt Everett Baseball | 3:00 p.m. | W 16-10 | |
| Fri., 4/15 | V Girls Lacrosse | Watertown | Home - Housatonic Valley Regional High-football field [Directions] | 4:00 p.m. | L 6-15 | |
| Sat., 4/16 | JV Softball | Wolcott Tech | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 4/18 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | L 20-0 | |
| Mon., 4/18 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | L 0-18 | |
| Wed., 4/20 | V Baseball | Wamogo | Away - Washington Ted Alex Field-Washington Depot [Directions] | 10:30 a.m. | W 2-0 | |
| Fri., 4/22 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 3:00 p.m. | L 13-3 | |
| Fri., 4/22 | JV Baseball | Nonnewaug | Home - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Canceled | Cancelled | |
| Fri., 4/22 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | L 2-22 | |
| Fri., 4/22 | JV Softball | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Mon., 4/25 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | W 9-6 | |
| Mon., 4/25 | V Boys Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 3-2 [Detailed Results] | |
| Mon., 4/25 | V Girls Lacrosse | Notre Dame-Fairfield | Home - Housatonic Valley Regional High-football field [Directions] | 4:00 p.m. | L 11-20 | |
| Mon., 4/25 | V Girls Tennis | Thomaston | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Wed., 4/27 | V Boys Tennis | Nonnewaug | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 5-0 [Detailed Results] | |
| Wed., 4/27 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 4-14 | |
| Wed., 4/27 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Thu., 4/28 | V Boys Outdoor Track | Nonnewaug, Shepaug Valley | Home - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | Nonnewaug 103 Housatonic 42 Shepaug 111 Housatonic 30 Nonnewaug 89 Shepaug 59 | |
| Thu., 4/28 | V Boys Tennis | Wamogo | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 5:00 p.m. | W 3-2 [Detailed Results] | |
| Thu., 4/28 | V Girls Outdoor Track | Nonnewaug, Shepaug Valley | Home - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | Nonnewaug 94 Housatonic 41 Shepaug 80 Housatonic 56 Nonnewaug 115 Shepaug 30 | |
| Thu., 4/28 | V Softball | Dover (NY) | Away - Dover HS | 4:15 p.m. | W 20-5 | |
| Fri., 4/29 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 21-7 | |
| Fri., 4/29 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 5-0 [Detailed Results] | |
| Fri., 4/29 | V Softball | Gilbert | Home - Housatonic Valley Regional High-softball field [Directions] | 3:45 p.m. | W 15-7 | |
| Fri., 4/29 | JV Softball | Gilbert | Home - Housatonic Valley Regional High-Softball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Girls Tennis | Litchfield | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Mon., 5/2 | V Baseball | Thomaston | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | W 10-2 | |
| Mon., 5/2 | JV Baseball | Thomaston | Home - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Canceled | Cancelled | |
| Mon., 5/2 | V Boys Outdoor Track | Terryville, Litchfield | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Mon., 5/2 | V Girls Outdoor Track | Terryville, Litchfield | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 3-2 [Detailed Results] | |
| Tue., 5/3 | V Girls Tennis | Wamogo | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 5:00 p.m. | W 4-3 [Detailed Results] | |
| Wed., 5/4 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | Canceled | Cancelled | |
| Wed., 5/4 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | L 1-11 | |
| Thu., 5/5 | V Baseball | Shepaug Valley | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | L 8-2 | |
| Thu., 5/5 | V Girls Lacrosse | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | W 11-10 | |
| Thu., 5/5 | V Softball | Wamogo/Litchfield | Home - Housatonic Valley Regional High-softball field [Directions] | 5:00 p.m. | W 8-7 | |
| Thu., 5/5 | JV Softball | Wamogo/Litchfield | Home - Housatonic Valley Regional High-Softball Diamond [Directions] | 5:00 p.m. | ||
| Fri., 5/6 | V Girls Lacrosse | St. Paul Catholic | Home - Housatonic Valley Regional High-football field [Directions] | 5:00 p.m. | L 6-13 | |
| Fri., 5/6 | V Girls Tennis | Gilbert | Away - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Mon., 5/9 | V Baseball | Terryville | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | L 8-6 | |
| Mon., 5/9 | JV Baseball | Terryville | Home - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Canceled | Cancelled | |
| Mon., 5/9 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | L 5-0 [Detailed Results] | |
| Mon., 5/9 | V Girls Lacrosse | Lewis Mills | Home - Housatonic Valley Regional High-football field [Directions] | 4:00 p.m. | W 11-10(OT) | |
| Mon., 5/9 | V Girls Tennis | Shepaug Valley | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Tue., 5/10 | V Boys Outdoor Track | Thomaston, Wamogo | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:45 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Thomaston, Wamogo | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:45 p.m. | ||
| Tue., 5/10 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 4:15 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/11 | V Baseball | Mt. Everett (MA) | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 4:30 p.m. | L 7-5 | |
| Wed., 5/11 | V Boys Tennis | Thomaston | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Wed., 5/11 | V Softball | Northwestern | Home - Housatonic Valley Regional High-softball field [Directions] | 5:00 p.m. | L 1-16 | |
| Wed., 5/11 | JV Softball | Northwestern | Home - Housatonic Valley Regional High-Softball Diamond [Directions] | 5:00 p.m. | ||
| Wed., 5/11 | V Girls Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Thu., 5/12 | V Baseball | Northwestern | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | L 13-0 | |
| Thu., 5/12 | V Boys Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-2 [Detailed Results] | |
| Thu., 5/12 | V Girls Tennis | Nonnewaug | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Mon., 5/16 | V Girls Lacrosse | TBA | Home - Housatonic Valley Regional High-football field [Directions] | 4:00 p.m. | Senior Day | |
| Tue., 5/17 | V Baseball | Nonnewaug | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | L 12-0 | |
| Tue., 5/17 | JV Baseball | Nonnewaug | Away - Woodbury MS [Directions] | Canceled | Cancelled | |
| Tue., 5/17 | V Boys Outdoor Track | Gilbert, Northwestern | Away - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 5:45 p.m. | L 6-14 | |
| Tue., 5/17 | V Girls Outdoor Track | Gilbert, Northwestern | Away - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Boys Tennis | Northwestern | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Wed., 5/18 | V Softball | Nonnewaug | Home - Housatonic Valley Regional High-softball field [Directions] | 3:45 p.m. | L 0-20 | |
| Wed., 5/18 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Home - Nonnewaug HS-Nonnewaug [Directions] | 8:00 a.m. | ||
| Thu., 5/19 | V Boys Tennis | Berkshire League Boys Tennis Tournament | Home - TBA [Directions] | 8:00 a.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/20, Facility to Nonnewaug HS-Nonnewaug | ||||||
| Thu., 5/19 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills HS-Lewis Mills Track [Directions] | 5:30 p.m. | L 9-10(OT) | |
| Thu., 5/19 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | Postponed | W Forfeit | |
| Fri., 5/20 | JV Girls Lacrosse | Nonnewaug (Scrim.) | Home - Housatonic Valley Regional High-football field [Directions] | 4:30 p.m. | JV vs Nonnewaug Club | |
| Fri., 5/20 | V Softball | Webutuck (NY) | Home - Housatonic Valley Regional High-softball field [Directions] | 4:15 p.m. | W 15-0 | Senior Day |
| Sat., 5/21 | V Boys Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 5/21 | V Girls Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Mon., 5/23 | V Baseball | Litchfield | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 5:15 p.m. | W 5-4 | |
| Mon., 5/23 | V Boys Tennis | Berkshire League Boys Tennis Tournament Semi & Finals | Home - TBA [Directions] | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Mon., 5/23 | JV Girls Lacrosse | Hotchkiss (Scrim.) | Away - Hotchkiss School-JV Field | 4:30 p.m. | ||
| Mon., 5/23 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | W 6-4 | |
| Mon., 5/23 | V Girls Tennis | Berkshire League Girls Tennis Tournament Semi & Finals | Home - Nonnewaug HS-Nonnewaug [Directions] | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Tue., 5/24 | 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) | Home - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | ||
| Tue., 5/24 | V Boys Tennis | Shepaug Valley | Home - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 5-0 [Detailed Results] | Senior Day |
| Tue., 5/24 | V Girls Lacrosse | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | L 9-11 | |
| Tue., 5/24 | 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) | Home - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | ||
| Tue., 5/24 | JV Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 4:15 p.m. | ||
| Tue., 5/24 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Wed., 5/25 | V Baseball | Gilbert | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | W 7-3 | Senior Day |
| Wed., 5/25 | JV Baseball | Gilbert | Home - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Postponed | ||
| Wed., 5/25 | 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 - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Wed., 5/25 | V Girls Lacrosse | TBA | Home - Housatonic Valley Regional High-football field [Directions] | 4:30 p.m. | vs Litchfield Hills | |
| Wed., 5/25 | 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 - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Wed., 5/25 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/25 | JV Softball | Gilbert | Away - Winsted Rowley Field [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Thu., 5/26 | V Baseball | Wamogo | Home - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 5:00 p.m. | L 2-6 | |
| Thu., 5/26 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 4:15 p.m. | L 1-7 | 5/2 game rained out after 1.5 innings |
| Fri., 5/27 | V Boys Tennis | East Catholic | Away - Wickham Park [Directions] | 12:00 p.m. | ||
| Fri., 5/27 | V Girls Tennis | Lyman Memorial | Home - Windham HS [Directions] | 3:00 p.m. | ||
| Tue., 5/31 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/31 | V Softball | Ellis Tech | Away - Ellis R V Tech School-Softball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 6/1 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 4:00 p.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Tue., 6/7 | V Girls Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | V Girls Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Boys Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Boys Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Girls Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||