| Housatonic Regional 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 535 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Terryville | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| TBA | FR Boys Basketball | Gilbert | Home - HVRHS. Gymnasium [Directions] | TBA | ||
| TBA | V Wrestling | St. Paul Catholic | Home - Housatonic [Directions] | 6:00 p.m. | ||
| TBA | JV Girls Basketball | Indian Mountain School | Home - HVRHS. Gymnasium [Directions] | 3:15 p.m. | ||
| TBA | V Softball | Monument Mountain (MA) | Home - HS Field [Directions] | Cancelled | Cancelled | |
| Sat., 8/29 | JV Football | Nonnewaug (Scrim.) | Away - Nonnewaug High school [Directions] | 10:30 a.m. | ||
| Mon., 8/31 | V Boys Soccer | Webutuck (NY) (Scrim.) | Away - Webutuck HS Field | 3:45 p.m. | ||
| Mon., 8/31 | JV Boys Soccer | Webutuck (NY) (Scrim.) | Away - Webutuck HS Field | 3:45 p.m. | ||
| Tue., 9/1 | V Girls Soccer | Holy Cross (Scrim.) | Home - HS Field [Directions] | 3:45 p.m. | ||
| Tue., 9/1 | JV Girls Soccer | Holy Cross (Scrim.) | Home - HS Field [Directions] | 3:45 p.m. | ||
| Thu., 9/3 | JV Football | Northwest United (Scrim.) | Home - Housatonic Field [Directions] | 4:00 p.m. | ||
| Thu., 9/3 | V Boys Soccer | Wamogo (Scrim.) | Home - HS Field [Directions] | 3:45 p.m. | ||
| Thu., 9/3 | JV Boys Soccer | Wamogo (Scrim.) | Home - HS Field [Directions] | 3:45 p.m. | ||
| Thu., 9/3 | V Girls Soccer | Torrington (Scrim.) | Away - Torrington HS [Directions] | 4:00 p.m. | ||
| Wed., 9/9 | V Girls Volleyball | Wolcott Tech (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 9/10 | V Boys Cross Country | BL Meet | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 9/10 | V Girls Cross Country | BL Meet | Away - Black Rock State Park | 4:15 p.m. | ||
| Fri., 9/11 | V Boys Soccer | Shepaug Valley | Home - Housatonic Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 9/11 | JV Boys Soccer | Shepaug Valley | Home - Housatonic Field [Directions] | 3:45 p.m. | ||
| Fri., 9/11 | V Field Hockey | Lewis Mills | Home - Housatonic Field [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 9/11 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 6-1 | |
| Fri., 9/11 | JV Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/11 | V Girls Volleyball | Webutuck (NY) (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 9/11 | JV Girls Volleyball | Webutuck (NY) (Scrim.) | Home - Webutuck HS [Directions] | 4:00 p.m. | ||
| Sat., 9/12 | V Boys Cross Country | Windham Invitational | Away - Windham HS | 10:00 a.m. | ||
| Sat., 9/12 | V Football | Granby/Canton | Home - Gilbert [Directions] | 1:00 p.m. | L 0-42 | |
| Sat., 9/12 | V Girls Cross Country | Windham Invitational | Away - Windham HS | 10:00 a.m. | ||
| Mon., 9/14 | JV Football | Bullard/Kolbe | Home - HVRHS Field [Directions] | 3:45 p.m. | ||
| Mon., 9/14 | JV Football | Granby/Canton | Away - Ahrens Park Field [Directions] | 3:45 p.m. | ||
| Mon., 9/14 | V Girls Volleyball | Webutuck (NY) | Away - Webutuck HS | 5:15 p.m. | L 2-3 | |
| Mon., 9/14 | JV Girls Volleyball | Webutuck (NY) | Away | 4:00 p.m. | ||
| Tue., 9/15 | V Boys Cross Country | Northwestern, Litchfield | Away - Plumb Hill Field Complex [Directions] | 4:00 p.m. | H-L. 50-15 H-NW 50-15 | |
| Tue., 9/15 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 9/15 | JV Boys Soccer | Gilbert | Away - Rowley Field [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Girls Cross Country | Northwestern, Litchfield | Away - Plumb Hill Field Complex [Directions] | 4:00 p.m. | H-L. 19-41 H-NW. 20-38 | |
| Tue., 9/15 | V Field Hockey | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 9/15 | V Girls Soccer | Gilbert | Home - HS Field [Directions] | 3:45 p.m. | W 8-0 | |
| Tue., 9/15 | V Girls Volleyball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | W 3-2 | |
| Tue., 9/15 | JV Girls Volleyball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 9/17 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:15 p.m. | L 0-3 | |
| Thu., 9/17 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:00 p.m. | ||
| Fri., 9/18 | V Boys Soccer | Wamogo | Home - Housatonic Field [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 9/18 | JV Boys Soccer | Wamogo | Home - Housatonic Field [Directions] | 3:45 p.m. | ||
| Fri., 9/18 | V Field Hockey | Shepaug Valley | Home - Housatonic Field [Directions] | 3:45 p.m. | L 0-6 | |
| Fri., 9/18 | V Girls Soccer | Wamogo | Away - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 8-3 | |
| Fri., 9/18 | JV Girls Soccer | Wamogo | Away - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Sat., 9/19 | V Football | Nonnewaug | Home - Gilbert [Directions] | 1:00 p.m. | W 20-14 | |
| Mon., 9/21 | JV Football | Lewis Mills | Home - Housatonic Field [Directions] | 4:00 p.m. | ||
| Mon., 9/21 | JV Football | Nonnewaug | Away - Nonnewaug HS Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/21 | V Boys Soccer | Terryville | Home - Housatonic Field [Directions] | 3:45 p.m. | L 0-3 | |
| Mon., 9/21 | JV Boys Soccer | Terryville | Home - Housatonic Field [Directions] | 3:45 p.m. | ||
| Mon., 9/21 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS [Directions] | 3:45 p.m. | L 0-6 | |
| Mon., 9/21 | V Girls Soccer | Terryville | Away [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 9/21 | JV Girls Soccer | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | ||
| Mon., 9/21 | V Girls Volleyball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | L 3-0 | |
| Mon., 9/21 | JV Girls Volleyball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Boys Cross Country | Lewis Mills, Nonnewaug | Home - HS CC Course [Directions] | 4:15 p.m. | ||
| Tue., 9/22 | V Girls Cross Country | Lewis Mills, Nonnewaug | Home - HS CC Course [Directions] | 4:15 p.m. | ||
| Wed., 9/23 | V Girls Volleyball | Pine Plains (NY) | Away - Stissing Mountain HS | 5:30 p.m. | L 0-3 | |
| Wed., 9/23 | JV Girls Volleyball | Pine Plains (NY) | Away - Stissing Mountain HS | 4:15 p.m. | ||
| Fri., 9/25 | V Boys Cross Country | Sloper Relays | Away - Camp Sloper Southington | 4:15 p.m. | ||
| Fri., 9/25 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 9/25 | JV Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | ||
| Fri., 9/25 | V Girls Cross Country | Sloper Relays | Away - Camp Sloper Southington | 4:15 p.m. | ||
| Fri., 9/25 | V Field Hockey | Litchfield | Home - Housatonic Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/25 | V Girls Soccer | Litchfield | Home - HS Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 9/25 | JV Girls Soccer | Litchfield | Home - HS Field [Directions] | 3:45 p.m. | ||
| Sat., 9/26 | V Football | Lewis Mills | Away - Lewis Mills Track [Directions] | 1:00 p.m. | W 34-7 | |
| Mon., 9/28 | JV Football | Lewis Mills | Home - Gilbert [Directions] | 3:45 p.m. | ||
| Mon., 9/28 | V Field Hockey | Immaculate | Home - Housatonic Field [Directions] | 4:15 p.m. | L 1-6 | |
| Tue., 9/29 | V Boys Cross Country | Thomaston, Shepaug Valley | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | H-T. 50-15 | |
| Tue., 9/29 | V Boys Soccer | Nonnewaug | Away - NHS - Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-2 | |
| Tue., 9/29 | JV Boys Soccer | Nonnewaug | Away - Nonnewaug HS JV Field [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Cross Country | Thomaston, Shepaug Valley | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | H-T 21-40 | |
| Tue., 9/29 | V Field Hockey | Wamogo | Home - Housatonic Field [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 9/29 | V Girls Soccer | Nonnewaug | Home - HS Field [Directions] | 3:45 p.m. | W 3-1 | |
| Tue., 9/29 | JV Girls Soccer | Nonnewaug | Home - HS Field [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Volleyball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | L 1-3 | |
| Tue., 9/29 | JV Girls Volleyball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/1 | V Field Hockey | Thomaston | Away - Thomaston H.S. Field [Directions] | 4:45 p.m. | L 0-7 | |
| Thu., 10/1 | V Girls Volleyball | Terryville | Away - New Terryville HS [Directions] | 4:45 p.m. | L 1-3 | |
| Thu., 10/1 | JV Girls Volleyball | Terryville | Away - New Terryville HS [Directions] | 3:30 p.m. | ||
| Fri., 10/2 | V Boys Cross Country | Nonnewaug Invitation | Away - Nonnewaug HS | Cancelled | Cancelled | |
| Fri., 10/2 | V Football | Canton | Away - Canton H.S. Turf [Directions] | 6:30 p.m. | W 29-7 | |
| Fri., 10/2 | JV Football | Rumsey Hall | Away - Rumsey Hall | 4:00 p.m. | ||
| Fri., 10/2 | V Boys Soccer | Lewis Mills | Away - Nassahegan Field - Burlington [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/2 | JV Boys Soccer | Lewis Mills | Away - Lewis Mills JV Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Cross Country | Nonnewaug Invitation | Away - Nonnewaug HS | Cancelled | Cancelled | |
| Fri., 10/2 | V Girls Soccer | Lewis Mills | Home - HS Field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 10/2 | JV Girls Soccer | Lewis Mills | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | JV Football | Canton | Home - Gilbert [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | V Field Hockey | Somers/Rockville Coop | Away - Somers HS [Directions] | 4:30 p.m. | W 3-2 | |
| Tue., 10/6 | V Boys Cross Country | Terryville, Wamogo, Shepaug Valley | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | ||
| Tue., 10/6 | V Boys Soccer | Thomaston | Home - Housatonic Field [Directions] | 3:45 p.m. | L 2-3 | |
| Tue., 10/6 | JV Boys Soccer | Thomaston | Home - Housatonic Field [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Terryville, Wamogo, Shepaug Valley | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | ||
| Tue., 10/6 | V Field Hockey | Lewis Mills | Away - Lewis Mills Field Hockey Field [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 10/6 | V Girls Soccer | Thomaston | Away - Highwood Farms Field [Directions] | 3:45 p.m. | W 7-1 | |
| Tue., 10/6 | JV Girls Soccer | Thomaston | Away - Nystroms Park [Directions] | Cancelled | Cancelled | |
| Tue., 10/6 | V Girls Volleyball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/6 | JV Girls Volleyball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 10/7 | JV Girls Soccer | Indian Mountain School (Scrim.) | Away - Indian Mountain School | 2:00 p.m. | ||
| Fri., 10/9 | V Boys Soccer | Northwestern | Home - HS Field [Directions] | 3:45 p.m. | L 2-3 | |
| Fri., 10/9 | JV Boys Soccer | Northwestern | Home - HS Field [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | V Girls Soccer | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 10/9 | JV Girls Soccer | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | V Girls Volleyball | Gilbert | Away - Gilbert Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/9 | JV Girls Volleyball | Gilbert | Away - Gilbert Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/10 | V Boys Cross Country | Wickham Invitation | Away - Wickham Park Manchester, CT | 9:00 a.m. | ||
| Sat., 10/10 | V Football | Creed | Home - Gilbert [Directions] | 1:00 p.m. | L 10-20 | Homecoming |
| Sat., 10/10 | V Girls Cross Country | Wickham Invitation | Away - Wickham Park, Manchester CT | 9:00 a.m. | ||
| Mon., 10/12 | JV Football | Creed | Away - Blake Field | Cancelled | Cancelled | |
| Tue., 10/13 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Tue., 10/13 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Field Hockey | Shepaug Valley | Away - Joan Gauthey Field [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 10/13 | V Girls Soccer | Shepaug Valley | Home - HS Field [Directions] | 6:30 p.m. | W 6-0 | |
| Tue., 10/13 | JV Girls Soccer | Shepaug Valley | Home - HS Field [Directions] | 4:30 p.m. | ||
| Wed., 10/14 | V Boys Cross Country | Gilbert | Away - Gilbert [Directions] | 4:15 p.m. | H-G 44-15 | |
| Wed., 10/14 | V Girls Cross Country | Gilbert | Away - Gilbert [Directions] | 4:15 p.m. | H-G 15-50 | |
| Thu., 10/15 | V Boys Soccer | Gilbert | Home - Housatonic Field [Directions] | 6:30 p.m. | W 2-0 | |
| Thu., 10/15 | JV Boys Soccer | Gilbert | Home - Housatonic Field [Directions] | 4:30 p.m. | ||
| Thu., 10/15 | V Field Hockey | Northwestern | Home - Housatonic Field [Directions] | 3:45 p.m. | L 0-3 | |
| Thu., 10/15 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 4-0 | |
| Thu., 10/15 | V Girls Volleyball | Mt. Everett (MA) | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | W 3-2 | |
| Thu., 10/15 | JV Girls Volleyball | Mt. Everett (MA) | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/16 | JV Football | Housatonic Regional | Away - HVRHS Field [Directions] | 7:00 p.m. | ||
| Fri., 10/16 | JV Football | Gilbert/Northwestern/Housy | Home - HVRHS Field [Directions] | 7:00 p.m. | ||
| Tue., 10/20 | V Boys Soccer | Wamogo | Away - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-6 | |
| Tue., 10/20 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Field Hockey | Nonnewaug | Home - Housatonic Field [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 10/20 | V Girls Soccer | Wamogo | Home - HS Field [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 10/20 | JV Girls Soccer | Wamogo | Home - HS Field [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/20 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | V Boys Cross Country | BL Championship | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 10/22 | V Girls Cross Country | BL Championship | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 10/22 | V Girls Volleyball | Amistad | Home - HVRHS. Gymnasium [Directions] | 5:45 p.m. | W 3-1 | |
| Thu., 10/22 | JV Girls Volleyball | Amistad | Home - HVRHS. Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 10/23 | V Football | Windsor Locks/Suffield/East Granby | Away - Suffield HS [Directions] | 6:30 p.m. | W 7-6 | |
| Fri., 10/23 | V Boys Soccer | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 10/23 | JV Boys Soccer | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | OT-L 0-1 | |
| Fri., 10/23 | V Girls Soccer | Terryville | Home - HS Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 10/23 | JV Girls Soccer | Terryville | Home - HS Field [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/23 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/24 | JV Football | Windsor Locks/Suffield/East Granby | Home - Gilbert [Directions] | 10:30 a.m. | ||
| Sat., 10/24 | JV Football | Connecticut Juvenile Training School | Away - CT Juvenile Training School | 11:00 a.m. | ||
| Mon., 10/26 | V Girls Volleyball | Mt. Everett (MA) | Away - Mt. Everett HS | 5:15 p.m. | L 1-3 | |
| Mon., 10/26 | JV Girls Volleyball | Mt. Everett (MA) | Away - Mt. Everett HS | 4:00 p.m. | ||
| Tue., 10/27 | V Boys Soccer | Litchfield | Home - Housatonic Field [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 10/27 | JV Boys Soccer | Litchfield | Home - Housatonic Field [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Field Hockey | Wamogo | Away - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 10/27 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/27 | JV Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/27 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Thu., 10/29 | V Girls Volleyball | Terryville | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 10/29 | JV Girls Volleyball | Terryville | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | V Boys Soccer | Thomaston | Away - Highwood Farms Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/30 | JV Boys Soccer | Thomaston | Away - Nystroms Park [Directions] | Cancelled | Cancelled | |
| Fri., 10/30 | V Field Hockey | Thomaston | Home - Housatonic Field [Directions] | 3:45 p.m. | L 1-7 | |
| Fri., 10/30 | V Girls Soccer | Thomaston | Home - HS Field [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 10/30 | JV Girls Soccer | Thomaston | Home - HS Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/31 | V Boys Cross Country | Class S State Tournament | Away - Wickham Park Manchester | 11:25 a.m. | ||
| Sat., 10/31 | V Football | Cromwell/Portland | Home - Gilbert [Directions] | 1:00 p.m. | L 9-13 | |
| Sat., 10/31 | V Girls Cross Country | Class S State Tournament | Away - Wickham Park Manchester | 11:25 a.m. | ||
| Mon., 11/2 | JV Football | Nonnewaug | Home - HVRHS Field [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | JV Football | Cromwell/Portland | Away - Pierson Park, Cromwell [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | JV Football | Hotchkiss | Away - Hotchkiss | Cancelled | Cancelled | |
| Tue., 11/3 | V Boys Soccer | Lewis Mills | Home - HS Field [Directions] | 3:00 p.m. | L 0-6 | |
| Tue., 11/3 | JV Boys Soccer | Lewis Mills | Home - Housatonic [Directions] | 3:00 p.m. | ||
| Tue., 11/3 | V Girls Soccer | Lewis Mills | Away - Nassahegan Field - Burlington [Directions] | 6:00 p.m. | L 1-2 | |
| Tue., 11/3 | JV Girls Soccer | Lewis Mills | Away - Nassahegan Field - Burlington [Directions] | 4:00 p.m. | ||
| Tue., 11/3 | V Girls Volleyball | Northwestern | Away - Northwestern Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 11/3 | JV Girls Volleyball | Northwestern | Away - Northwestern Gym [Directions] | 4:00 p.m. | ||
| Thu., 11/5 | JV Football | Connecticut Juvenile Training School | Away - Connecticut Juvenile Training School | Cancelled | Cancelled | |
| Wed., 11/11 | V Girls Soccer | Coginchaug | Home - HS Field [Directions] | 2:00 p.m. | W 6-1 | |
| Fri., 11/13 | V Football | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | L 6-34 | |
| Fri., 11/13 | V Girls Soccer | Holy Cross | Home - HS Field [Directions] | 2:00 p.m. | ||
| Sat., 11/14 | JV Football | Enfield | Away - Enfield HS [Directions] | 11:00 a.m. | ||
| Sat., 11/14 | JV Football | Northwest United | Home - Gilbert [Directions] | 9:00 a.m. | ||
| Mon., 11/16 | V Girls Soccer | Class S Semifinals | Home - TBA [Directions] | Cancelled | Cancelled | |
| Thu., 11/19 | V Football | SMSA Coop | Away - Dillon Stadium [Directions] | 5:00 p.m. | W 28-6 | |
| Sat., 11/21 | JV Football | SMSA Coop | Home - Gilbert [Directions] | 10:00 a.m. | ||
| Sat., 11/21 | JV Football | Amistad | Home [Directions] | Cancelled | Cancelled | |
| Thu., 11/26 | V Football | Coginchaug/Hale Ray/East Hampton | Home - Gilbert [Directions] | 10:00 a.m. | L 21-49 | |
| Thu., 11/26 | JV Football | Northwest United | Home - HS Field [Directions] | 10:00 a.m. | ||
| Tue., 12/8 | V Boys Ice Hockey | Wahconah Regional (MA) (Scrim.) | Away - North Adams Veteran's | 7:30 p.m. | ||
| Tue., 12/8 | V Girls Basketball | Torrington (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/10 | V Boys Basketball | Monument Mountain (MA) (Scrim.) | Away - Monument Mountain | 6:00 p.m. | ||
| Fri., 12/11 | V Girls Basketball | Bethel (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/11 | JV Girls Basketball | Bethel (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 12/12 | V Boys Ice Hockey | South Kent (Scrim.) | Away - South Kent School | 4:30 p.m. | ||
| Mon., 12/14 | V Boys Basketball | Derby (Scrim.) | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/15 | V Girls Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 7:00 p.m. | W 48-40 | |
| Tue., 12/15 | JV Girls Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/16 | V Boys Basketball | O'Brien Tech (Scrim.) | Away - O'Brien Tech Gymnasium [Directions] | 4:15 p.m. | ||
| Wed., 12/16 | V Wrestling | Gilbert/Torrington | Away - Gilbert Gym [Directions] | 6:30 p.m. | Weigh in 5:30 | |
| Fri., 12/18 | V Girls Basketball | Terryville | Home - HVRHS. Gymnasium [Directions] | 5:15 p.m. | W 48-32 | |
| Fri., 12/18 | JV Girls Basketball | Terryville | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 12/19 | V Girls Basketball | Immaculate | Home - HVRHS. Gymnasium [Directions] | 6:00 p.m. | L 44-47 | |
| Sat., 12/19 | JV Girls Basketball | Immaculate | Home - HVRHS. Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 12/21 | V Boys Basketball | Thomaston | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 59-51 | |
| Mon., 12/21 | JV Boys Basketball | Thomaston | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 12/21 | FR Boys Basketball | Thomaston | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | Byram Hills (NY) | Home - Hotchkiss [Directions] | 6:00 p.m. | L 1-4 | |
| Mon., 12/21 | V Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 7:00 p.m. | L 23-49 | |
| Mon., 12/21 | JV Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 5:00 p.m. | L 32-67 | |
| Wed., 12/23 | JV Boys Basketball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/23 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Hotchkiss [Directions] | 7:30 p.m. | L 1-4 | |
| Wed., 12/23 | V Wrestling | Terryville-Thomaston | Home - Housatonic [Directions] | 6:30 p.m. | ||
| Wed., 12/23 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:00 p.m. | L 18-42 | |
| Wed., 12/23 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 3:30 p.m. | ||
| Sat., 12/26 | V Boys Ice Hockey | Norwich Free Academy | Home - Hotchkiss [Directions] | 7:00 p.m. | L 3-8 | |
| Tue., 12/29 | JV Boys Basketball | Webutuck (NY) | Home - HVRHS. Gymnasium [Directions] | Cancelled | Cancelled | |
| Tue., 12/29 | JV Girls Basketball | Webutuck (NY) | Home - HVRHS. Gymnasium [Directions] | Cancelled | Cancelled | |
| Wed., 12/30 | V Boys Basketball | Webutuck (NY) | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | W 58-51 | |
| Wed., 12/30 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | 5:00 p.m. | W 4-2 | |
| Wed., 12/30 | V Wrestling | Seymour | Away - Seymour HS [Directions] | 10:00 a.m. | Weigh in 9:00 | |
| Tue., 1/5 | V Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 7:00 p.m. | W 50-39 | |
| Tue., 1/5 | JV Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | FR Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/5 | V Girls Basketball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | W 49-26 | |
| Tue., 1/5 | JV Girls Basketball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | V Boys Basketball | Mt. Everett (MA) | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 74-51 | |
| Wed., 1/6 | JV Boys Basketball | Mt. Everett (MA) | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | 6:00 p.m. | T 3-3 | |
| Thu., 1/7 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | Warm up 4:00 | |
| Thu., 1/7 | V Girls Basketball | Mt. Everett (MA) | Away - Mt. Everett | 7:00 p.m. | L 29-42 | |
| Thu., 1/7 | JV Girls Basketball | Mt. Everett (MA) | Away - Mt. Everett | 5:30 p.m. | ||
| Fri., 1/8 | V Boys Basketball | Litchfield | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 40-57 | |
| Fri., 1/8 | JV Boys Basketball | Litchfield | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | FR Boys Basketball | Litchfield | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | 7:00 p.m. | W 59-29 | |
| Fri., 1/8 | JV Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | ||
| Sat., 1/9 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks [Directions] | 6:40 p.m. | L 1-3 | |
| Wed., 1/13 | V Boys Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 7:00 p.m. | L 55-58 | |
| Wed., 1/13 | JV Boys Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/13 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | 5:00 p.m. | W 5-3 | |
| Wed., 1/13 | V Boys Swimming and Diving | Shepaug Valley | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Wed., 1/13 | V Wrestling | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 6:30 p.m. | Weigh in 5:30 | |
| Wed., 1/13 | V Co-ed Alpine Skiing | BHSL | Away - Catamount | 2:00 p.m. | ||
| Wed., 1/13 | V Girls Basketball | Hotchkiss (Scrim.) | Away - Hotchkiss | Cancelled | Cancelled | |
| Wed., 1/13 | V Girls Basketball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | W 35-32 | |
| Wed., 1/13 | JV Girls Basketball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 41-57 | |
| Fri., 1/15 | JV Boys Basketball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Hotchkiss [Directions] | 8:30 p.m. | W 5-0 | |
| Fri., 1/15 | V Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 7:00 p.m. | L 26-39 | |
| Fri., 1/15 | JV Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/18 | FR Boys Basketball | Wamogo | Away - Wamogo Gym 2 (Small Gym) [Directions] | 11:45 p.m. | ||
| Mon., 1/18 | V Boys Ice Hockey | Woodstock Academy | Away - Jahn Hockey Rink - Pomfret School [Directions] | 11:30 a.m. | L 2-8 | |
| Mon., 1/18 | JV Girls Basketball | Northwestern | Home - HVRHS. Gymnasium [Directions] | Cancelled | Cancelled | |
| Mon., 1/18 | JV Girls Basketball | Wamogo | Away - Wamogo [Directions] | 11:45 a.m. | ||
| Tue., 1/19 | V Boys Basketball | Wamogo | Home - HVRHS. Gymnasium [Directions] | 6:00 p.m. | L 35-49 | |
| Tue., 1/19 | JV Boys Basketball | Wamogo | Home - HVRHS. Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 1/19 | V Girls Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 6:00 p.m. | L 44-55 | |
| Tue., 1/19 | JV Girls Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 4:30 p.m. | ||
| Wed., 1/20 | V Boys Swimming and Diving | Wamogo | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Wed., 1/20 | V Wrestling | Derby/Oxford/Holy Cross | Home - Housatonic [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Co-ed Alpine Skiing | BHSL | Away - Catamount | 2:00 p.m. | ||
| Fri., 1/22 | V Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 7:00 p.m. | L 70-88 | |
| Fri., 1/22 | JV Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/22 | V Boys Swimming and Diving | Northwestern | Away - Winsted YMCA [Directions] | 8:00 p.m. | Warm up 7:30 | |
| Fri., 1/22 | V Girls Basketball | Shepaug Valley | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 50-41 | |
| Fri., 1/22 | JV Girls Basketball | Shepaug Valley | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Sun., 1/24 | V Boys Ice Hockey | Pawling (NY) (Scrim.) | Home - Hotchkiss [Directions] | 3:30 p.m. | ||
| Tue., 1/26 | V Boys Basketball | Terryville | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 55-58 | |
| Tue., 1/26 | JV Boys Basketball | Terryville | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/26 | V Boys Ice Hockey | JBWA | Home - Hotchkiss [Directions] | 7:45 p.m. | W 4-2 | |
| Tue., 1/26 | V Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 7:00 p.m. | W 48-39 | |
| Tue., 1/26 | JV Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Wed., 1/27 | V Boys Swimming and Diving | Litchfield | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Wed., 1/27 | V Wrestling | Northwestern | Away - Northwestern Gym [Directions] | 6:30 p.m. | Weigh in 5:30 | |
| Wed., 1/27 | V Co-ed Alpine Skiing | BHSL | Home - Mohawk [Directions] | 2:00 p.m. | ||
| Fri., 1/29 | V Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 7:00 p.m. | L 43-63 | |
| Fri., 1/29 | JV Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | FR Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/29 | V Boys Ice Hockey | Eastern CT Eagles | Home - Hotchkiss [Directions] | 8:30 p.m. | W 6-5(OT) | |
| Fri., 1/29 | V Boys Swimming and Diving | Gilbert | Away - Winsted YMCA [Directions] | 7:30 p.m. | Warm up 7:00 | |
| Fri., 1/29 | V Girls Basketball | Thomaston | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 36-66 | |
| Fri., 1/29 | JV Girls Basketball | Thomaston | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 1/30 | FR Boys Basketball | Wamogo | Home - HVRHS. Gymnasium [Directions] | 12:30 p.m. | ||
| Sat., 1/30 | FR Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 10:30 a.m. | ||
| Tue., 2/2 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 7:00 p.m. | L 43-64 | |
| Tue., 2/2 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | V Girls Basketball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | L 36-40 | |
| Tue., 2/2 | JV Girls Basketball | Nonnewaug | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/3 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena [Directions] | 6:40 p.m. | L 2-3 | |
| Wed., 2/3 | V Boys Swimming and Diving | Lewis Mills | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Wed., 2/3 | V Wrestling | Oxford | Home - Housatonic [Directions] | 6:00 p.m. | ||
| Wed., 2/3 | V Co-ed Alpine Skiing | BHSL | Away - Butternut | 2:00 p.m. | ||
| Thu., 2/4 | V Boys Swimming and Diving | Litchfield | Away - CJR Pool [Directions] | 3:30 p.m. | Warm up 3:15 | |
| Fri., 2/5 | JV Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/6 | V Boys Basketball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 2:00 p.m. | W 72-66 | |
| Sat., 2/6 | JV Boys Basketball | Gilbert | Home - HVRHS. Gymnasium [Directions] | 12:30 p.m. | ||
| Sat., 2/6 | V Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | 2:00 p.m. | W 53-31 | |
| Mon., 2/8 | V Wrestling | Holy Cross | Away - Holy Cross HS [Directions] | 6:30 p.m. | Weigh in 5:30 | |
| Tue., 2/9 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Pool [Directions] | 7:30 p.m. | Warm up 7:00 | |
| Tue., 2/9 | V Girls Basketball | Litchfield | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 54-30 | |
| Tue., 2/9 | JV Girls Basketball | Litchfield | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/10 | V Boys Basketball | Webutuck (NY) (Scrim.) | Away - Webutuck | 5:00 p.m. | ||
| Wed., 2/10 | V Co-ed Alpine Skiing | BHSL | Home - Mohawk [Directions] | 2:00 p.m. | ||
| Thu., 2/11 | FR Boys Basketball | Wolcott Tech | Away - Wolcott Tech Gym [Directions] | 7:00 p.m. | ||
| Fri., 2/12 | V Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 7:00 p.m. | L 26-57 | |
| Fri., 2/12 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/12 | FR Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/12 | V Boys Ice Hockey | Sheehan | Home - Hotchkiss [Directions] | 8:30 p.m. | W 8-0 | |
| Fri., 2/12 | V Girls Basketball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | L 37-28 | |
| Fri., 2/12 | JV Girls Basketball | Lewis Mills | Home - HVRHS. Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/13 | V Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 7:00 p.m. | L 46-65 | |
| Sat., 2/13 | JV Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | ||
| Sat., 2/13 | FR Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 3:45 p.m. | ||
| Sat., 2/13 | V Wrestling | BV Championshipts | Away - Derby HS | 9:00 a.m. | ||
| Mon., 2/15 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | 11:30 a.m. | L 5-7 | |
| Tue., 2/16 | V Boys Basketball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 43-59 | |
| Tue., 2/16 | JV Boys Basketball | Northwestern | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/16 | V Girls Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 7:00 p.m. | W 39-36 | |
| Tue., 2/16 | JV Girls Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | V Boys Swimming and Diving | Gilbert | Home - Hotchkiss Pool [Directions] | 5:30 p.m. | Warm up 5:00PM | |
| Wed., 2/17 | V Co-ed Alpine Skiing | BHSL | Home - Mohawk [Directions] | TBA | ||
| Thu., 2/18 | V Girls Basketball | Wamogo | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 46-20 | |
| Thu., 2/18 | JV Girls Basketball | Wamogo | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | L 37-59 | |
| Fri., 2/19 | JV Boys Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Ice Hockey | Woodstock Academy | Home - Hotchkiss [Directions] | 8:30 p.m. | L 3-6 | |
| Fri., 2/19 | V Wrestling | CIAC State Tournament | Away - TBA | 6:00 p.m. | ||
| Sat., 2/20 | V Wrestling | CIAC State Tournament | Away - TBA | 6:00 p.m. | ||
| Sat., 2/20 | V Girls Basketball | Berkshire League Tournament Quarterfinal | Away - Wamogo | 5:00 p.m. | ||
| Sun., 2/21 | V Boys Ice Hockey | Danbury | Away - Danbury Ice Arena [Directions] | 3:00 p.m. | W 3-2 | |
| Mon., 2/22 | V Boys Basketball | Shepaug Valley | Home - HVRHS. Gymnasium [Directions] | 7:00 p.m. | W 81-74 | |
| Mon., 2/22 | JV Boys Basketball | Shepaug Valley | Home - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Shepaug Valley | Home - HVRHS. Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/24 | FR Boys Basketball | Wolcott Tech | Home - HVRHS. Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 2/24 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena [Directions] | 6:40 p.m. | W 7-3 | |
| Wed., 2/24 | V Boys Swimming and Diving | Northwestern | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 5:00PM | |
| Wed., 2/24 | V Boys Swimming and Diving | Lewis Mills | Home - Hotchkiss Pool [Directions] | 5:00 p.m. | Warm up 4:30 | |
| Thu., 2/25 | V Boys Basketball | Terryville | Away - New Terryville HS [Directions] | 7:00 p.m. | L 69-76(OT) | |
| Thu., 2/25 | JV Boys Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Fri., 2/26 | V Boys Ice Hockey | Norwalk | Home - Hotchkiss [Directions] | 8:30 p.m. | W 3-2 | |
| Mon., 2/29 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - Gunnery Rink [Directions] | 8:00 p.m. | W 6-0 | |
| Mon., 2/29 | V Girls Basketball | Class S First Round | Away - Lyman Memorial | 7:00 p.m. | ||
| Tue., 3/1 | V Boys Ice Hockey | Tri-Town | Home - Hotchkiss [Directions] | 5:30 p.m. | L 2-3 | |
| Sat., 3/5 | V Boys Swimming and Diving | BL Championship | Home - Hotchkiss Pool [Directions] | 1:00 p.m. | Warm up 12:00 | |
| Mon., 3/7 | V Boys Ice Hockey | Div III State Tournament | Away - Danbury Ice | 8:10 p.m. | ||
| Thu., 3/10 | V Boys Ice Hockey | Div III 2nd Round | Away - Trinity College | 7:15 p.m. | ||
| Tue., 3/29 | V Baseball | Immaculate (Scrim.) | Away - Immaculate HS [Directions] | 4:15 p.m. | ||
| Wed., 3/30 | V Girls Lacrosse | Brookfield (Scrim.) | Away - BHS Back Turf [Directions] | 4:30 p.m. | ||
| Thu., 3/31 | V Baseball | Canton (Scrim.) | Away - Bowdoin Field [Directions] | 4:15 p.m. | ||
| Thu., 3/31 | JV Baseball | Canton (Scrim.) | Away - Mills Pond Park [Directions] | 4:15 p.m. | ||
| Sat., 4/2 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 11:00 a.m. | L 4-13 | |
| Wed., 4/6 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | W 11-3 | |
| Wed., 4/6 | V Boys Tennis | Northwestern | Home - HS Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 4/6 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:00 p.m. | W 8-3 | |
| Wed., 4/6 | V Girls Tennis | Northwestern | Away - NWR-7 Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/7 | V Boys Outdoor Track | Gilbert | Home - Housatonic Track [Directions] | Cancelled | Cancelled | |
| Thu., 4/7 | V Girls Outdoor Track | Gilbert | Home - Housatonic Track [Directions] | Cancelled | Cancelled | |
| Fri., 4/8 | V Baseball | Northwestern | Home - Housatonic [Directions] | 3:45 p.m. | L 5-13 | |
| Fri., 4/8 | V Boys Lacrosse | Wamogo | Away - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | W 16-8 | |
| Fri., 4/8 | V Boys Tennis | Gilbert | Away - Gilbert [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 4/8 | V Girls Lacrosse | Notre Dame-Fairfield | Home - HS Field [Directions] | 4:00 p.m. | L 5-10 | |
| Fri., 4/8 | V Softball | Northwestern | Home - HS Field [Directions] | 3:45 p.m. | L 0-20 | |
| Fri., 4/8 | V Girls Tennis | Gilbert | Home - HS Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 4/11 | V Baseball | Mt. Everett (MA) | Away - Mt. Everett | 4:00 p.m. | W 10-0 | |
| Mon., 4/11 | JV Baseball | Mt. Everett (MA) | Away - Mt. Everett | 4:00 p.m. | ||
| Mon., 4/11 | V Boys Lacrosse | Holy Cross | Away - Chase Collegiate [Directions] | 4:00 p.m. | W 11-7 | |
| Mon., 4/11 | V Girls Lacrosse | Holy Cross | Home - HS Field [Directions] | 4:00 p.m. | W 14-4 | |
| Tue., 4/12 | V Baseball | Shepaug Valley | Away - Ted Alex Field [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 4/12 | V Boys Outdoor Track | Thomaston, Wolcott Tech | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 4/12 | V Girls Outdoor Track | Thomaston, Wolcott Tech | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 4/12 | V Girls Tennis | Litchfield | Away - Litchfield HS [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 4/13 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | L 2-3(9) | |
| Wed., 4/13 | JV Baseball | Gilbert | Away - Gilbert [Directions] | Cancelled | Cancelled | |
| Wed., 4/13 | V Softball | Gilbert | Home - HS Field [Directions] | 3:45 p.m. | L 4-23 | |
| Wed., 4/13 | V Girls Tennis | Wamogo | Home - HS Courts [Directions] | 3:15 p.m. | W 6-1 | |
| Thu., 4/14 | JV Baseball | Thomaston | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| Thu., 4/14 | V Boys Lacrosse | Watertown | Home - Housatonic Field [Directions] | 4:00 p.m. | L 13-4 | |
| Thu., 4/14 | V Boys Tennis | Litchfield | Home - HS Courts [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 4/14 | V Girls Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 8-7 | |
| Fri., 4/15 | V Baseball | Terryville | Home - HS Field [Directions] | 3:45 p.m. | L 2-6 | |
| Fri., 4/15 | V Boys Lacrosse | St. Paul Catholic | Home - Housatonic Field [Directions] | 4:00 p.m. | L 12-9 | |
| Fri., 4/15 | V Boys Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 4/18 | V Boys Golf | Gilbert | Away - Greenwood Country Club [Directions] | 3:30 p.m. | Housy 232 Gilbert 233 | |
| Mon., 4/18 | V Girls Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | 10:00 a.m. | L 0-7 | |
| Tue., 4/19 | V Baseball | Lewis Mills | Home - HS Field [Directions] | 3:45 p.m. | L 10-11(8) | |
| Tue., 4/19 | JV Baseball | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 10:00 a.m. | ||
| Tue., 4/19 | V Girls Tennis | Lewis Mills | Home - HS Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 4/20 | V Baseball | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/20 | JV Baseball | Lewis Mills | Home - HVRHS Field [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Boys Lacrosse | Litchfield Hills | Away - Morris Town Beach Road | 5:00 p.m. | ||
| Wed., 4/20 | V Softball | Nonnewaug | Home - HS Field [Directions] | 3:45 p.m. | L 0-23 | |
| Thu., 4/21 | JV Baseball | Shepaug Valley | Away - Ted Alex Field [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | V Boys Golf | Northwestern, Litchfield | Home - Sharon Country Club [Directions] | 3:15 p.m. | Housy - 266 Litchfield - 176 NW - 192 | |
| Thu., 4/21 | V Softball | Shepaug Valley | Away - Dick Ayer Field [Directions] | 3:45 p.m. | L 0-17 | |
| Fri., 4/22 | V Baseball | Thomaston | Home - HS Field [Directions] | 3:45 p.m. | L 0-6 | |
| Fri., 4/22 | V Softball | Thomaston | Away - Bev Lowden Softball Field (T.H.S.) [Directions] | 3:45 p.m. | L 0-26 | |
| Sat., 4/23 | JV Baseball | Thomaston | Away - Thomaston H.S. Field [Directions] | 10:30 a.m. | ||
| Mon., 4/25 | V Baseball | Wamogo | Away - Wamogo Baseball Field [Directions] | 3:45 p.m. | L 1-9 | |
| Mon., 4/25 | V Boys Golf | Litchfield | Away - Litchfield CC [Directions] | 3:00 p.m. | Housy - 245 Litchfield - 161 | |
| Mon., 4/25 | V Boys Lacrosse | Windsor | Away - Windsor H.S. [Directions] | 4:00 p.m. | W 14-8 | |
| Mon., 4/25 | V Boys Tennis | Shepaug Valley | Home - HS Courts [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 4/25 | V Softball | Wamogo/Litchfield | Home - HS Field [Directions] | 3:45 p.m. | L 0-17 | |
| Mon., 4/25 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/26 | V Boys Outdoor Track | Lewis Mills, Litchfield | Away - Lewis Mills Track [Directions] | 4:00 p.m. | ||
| Tue., 4/26 | V Girls Outdoor Track | Lewis Mills, Litchfield | Away - Lewis Mills Track [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Baseball | Litchfield | Home - HS Field [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 4/27 | V Boys Golf | Lewis Mills, Wamogo | Away - Fairview Farms Golf Course - Harwinton [Directions] | 3:45 p.m. | Housy - 223 Mills - 168 Wamogo- 210 | |
| Wed., 4/27 | V Boys Tennis | Wamogo | Home - HS Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 4/27 | V Girls Lacrosse | Suffield | Home - HS Field [Directions] | 4:30 p.m. | L 3-11 | |
| Wed., 4/27 | V Softball | Litchfield | Away - Plumb Hill Complex [Directions] | 3:45 p.m. | L 8-11 | |
| Wed., 4/27 | V Girls Tennis | Wamogo | Away - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 4/28 | V Baseball | Shepaug Valley | Home - HS Field [Directions] | 3:45 p.m. | L 0-3 | |
| Thu., 4/28 | JV Baseball | Shepaug Valley | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Lacrosse | Suffield-Windsor Locks | Away - Suffield HS [Directions] | 4:30 p.m. | L 4-18 | |
| Thu., 4/28 | V Boys Tennis | Thomaston | Away - Nystroms Park [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 4/28 | V Softball | Shepaug Valley | Home - Housatonic Field [Directions] | 3:45 p.m. | L 3-15 | |
| Thu., 4/28 | V Girls Tennis | Thomaston | Home - HS Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/29 | JV Baseball | Lewis Mills | Away - Lewis Mills JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 5:30 p.m. | ||
| Fri., 4/29 | V Boys Tennis | Thomaston | Home - HS Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 4/29 | V Girls Lacrosse | Amistad | Home - HS Field [Directions] | 4:30 p.m. | W 12-5 | |
| Fri., 4/29 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 5:30 p.m. | ||
| Fri., 4/29 | V Girls Tennis | Thomaston | Away - Nystroms Park [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 4/30 | JV Baseball | Wamogo | Away - Wamogo Baseball Field [Directions] | 9:30 a.m. | ||
| Sat., 4/30 | JV Baseball | Litchfield | Away - Litchfield HS Baseball Field [Directions] | 12:00 p.m. | ||
| Sat., 4/30 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | TBA | ||
| Sat., 4/30 | V Girls Outdoor Track | O'Grady Relsys | Away - Danbury HS | TBA | ||
| Mon., 5/2 | V Boys Golf | Terryville, Nonnewaug | Home - Sharon Country Club [Directions] | 3:15 p.m. | Housy - 239 Nonnewaug - 191 Terryville - 203 | |
| Mon., 5/2 | V Boys Lacrosse | Holy Cross | Home - HS Field [Directions] | 4:00 p.m. | W 15-7 | |
| Mon., 5/2 | V Girls Lacrosse | Holy Cross | Away - Post University [Directions] | 4:00 p.m. | W 24-16 | |
| Tue., 5/3 | V Boys Golf | Wamogo, Shepaug Valley | Away - Stonybrook Golf Club [Directions] | 3:45 p.m. | Housy - 209 Wamogo - 211 Shepaug - 228 | |
| Tue., 5/3 | V Boys Outdoor Track | Wamogo, Lewis Mills, Northwestern | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Northwestern | Away - PineWoods [Directions] | 3:00 p.m. | W 5-0 | |
| Tue., 5/3 | V Girls Outdoor Track | Northwestern, Wamogo, Lewis Mills | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | L 7-15 | |
| Wed., 5/4 | V Girls Lacrosse | Watertown | Home - HS Field [Directions] | 4:00 p.m. | L 1-4 | |
| Thu., 5/5 | V Boys Golf | Woodland Hawk Invitational | Away - Oxford Green | 10:00 a.m. | Johannesen -102 Ongley - 106 Labbadia - 120 | |
| Thu., 5/5 | V Girls Lacrosse | Suffield | Away - Beneski Turf Field SHS [Directions] | 4:30 p.m. | L 6-13 | |
| Fri., 5/6 | V Boys Lacrosse | Wolcott Club | Home - HS Field [Directions] | 4:00 p.m. | ||
| Fri., 5/6 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 3:30 p.m. | L 11-12 | |
| Mon., 5/9 | V Baseball | Gilbert | Home - HS Field [Directions] | 4:00 p.m. | W 2-1 | |
| Mon., 5/9 | JV Baseball | Gilbert | Home - HS JV Field [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Boys Golf | Northwestern, Nonnewaug | Away - Norfolk CC [Directions] | 3:45 p.m. | Housy - 227 Northwestern - 196 Nonnewaug- 178 | |
| Mon., 5/9 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 4:00 p.m. | L 6-10 | |
| Mon., 5/9 | V Boys Tennis | Litchfield | Away - Litchfield HS [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 5/9 | V Girls Lacrosse | Lewis Mills | Home - HS Field [Directions] | 4:00 p.m. | L 10-11 | |
| Mon., 5/9 | V Softball | Gilbert | Away - Rowley Field [Directions] | 3:45 p.m. | L 13-23 | |
| Mon., 5/9 | V Girls Tennis | Litchfield | Home - HS Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/10 | V Baseball | Lewis Mills | Away - Lewis Mills Baseball Field [Directions] | 3:45 p.m. | L 1-8 | |
| Tue., 5/10 | JV Baseball | Terryville | Away - Fisher Elementary [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Boys Lacrosse | Lewis Mills | Home - HS Field [Directions] | 4:00 p.m. | L 6-10 | |
| Tue., 5/10 | V Boys Outdoor Track | Nonnewaug, Gilbert | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Wamogo | Away - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 5/10 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:30 p.m. | W 11-8 | |
| Tue., 5/10 | V Girls Outdoor Track | Gilbert, Nonnewaug | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Softball | Lewis Mills | Home - Lewis Mills [Directions] | 3:45 p.m. | L 0-21 | |
| Tue., 5/10 | V Softball | Lewis Mills | Away - Lewis Mills Softball Field [Directions] | 5:00 p.m. | L 0-5 | |
| Tue., 5/10 | V Girls Tennis | Northwestern | Home - HS Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 5/11 | V Baseball | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | W 7-4 | |
| Wed., 5/11 | V Boys Golf | Northwestern | Home - Canaan CC [Directions] | 3:00 p.m. | Housy - 229 Northwestern - 170 | |
| Wed., 5/11 | V Boys Tennis | Lewis Mills | Home - HS Courts [Directions] | 3:45 p.m. | W 3-2 | |
| Wed., 5/11 | V Softball | Terryville | Away - Housatonic Field [Directions] | 3:00 p.m. | L 4-23 | |
| Wed., 5/11 | V Softball | Terryville | Home - HS Field [Directions] | 3:45 p.m. | L 9-18 | |
| Thu., 5/12 | JV Baseball | Northwestern | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | JV Baseball | Northwestern | Home - Housatonic HS [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | V Boys Golf | Wolcott Tech | Away - Torrington Country Club [Directions] | 2:00 p.m. | Housy -231 OWT- 192 | |
| Thu., 5/12 | V Softball | Northwestern | Away - Northwestern Varsity Field [Directions] | 4:15 p.m. | L 2-18 | |
| Sat., 5/14 | V Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | 1:00 p.m. | L 1-14 | |
| Mon., 5/16 | V Baseball | Nonnewaug | Home - HS Field [Directions] | 3:45 p.m. | W 11-2 | |
| Mon., 5/16 | JV Baseball | Nonnewaug | Home - HS JV Field [Directions] | 3:45 p.m. | ||
| Mon., 5/16 | V Boys Golf | Terryville, Lewis Mills | Away - Pequabuck Golf Course [Directions] | 3:00 p.m. | Housy - 216 Terryville -185 Lewis Mills - 175 | |
| Mon., 5/16 | V Boys Lacrosse | Wamogo | Home - HS Field [Directions] | 4:00 p.m. | W 17-2 | |
| Mon., 5/16 | V Boys Outdoor Track | Terryville, Lewis Mills, Shepaug Valley | Away - New Terryville HS [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Mon., 5/16 | V Girls Lacrosse | RHAM | Away - RHAM HS Athletic Complex [Directions] | 4:30 p.m. | W 12-7 | |
| Mon., 5/16 | V Girls Outdoor Track | Terryville, Shepaug Valley, Lewis Mills | Away - New Terryville HS [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Softball | Nonnewaug | Away - Nonnewaug Varsity Softball Field [Directions] | 3:45 p.m. | L 0-17 | |
| Mon., 5/16 | V Girls Tennis | Shepaug Valley | Home - HS Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 5/17 | V Baseball | Thomaston | Away - Thomaston H.S. Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 5/17 | V Softball | Thomaston | Home - HS Field [Directions] | 3:45 p.m. | L 1-20 | |
| Wed., 5/18 | V Boys Golf | Lewis Mills, Litchfield | Away - Litchfield CC [Directions] | Cancelled | Cancelled | |
| Wed., 5/18 | V Boys Golf | Litchfield, Lewis Mills | Away - Litchfield CC [Directions] | Cancelled | Cancelled | |
| Wed., 5/18 | V Boys Lacrosse | Nonnewaug Club | Home - HS Field [Directions] | 4:30 p.m. | ||
| Thu., 5/19 | V Baseball | Wamogo | Home - HS Field [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 5/19 | JV Baseball | Wamogo | Home - Housatonic Regional [Directions] | 3:45 p.m. | ||
| Thu., 5/19 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport [Directions] | 4:30 p.m. | L 13-14 | |
| Thu., 5/19 | V Boys Tennis | Nonnewaug | Home - HS Courts [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 5/19 | V Girls Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | 4:00 p.m. | W 10-5 | |
| Thu., 5/19 | V Softball | Wamogo/Litchfield | Away - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | L 0-18 | |
| Thu., 5/19 | V Girls Tennis | Berkshire League Tournament | Away - Hotchkiss | 8:30 a.m. | ||
| Fri., 5/20 | V Boys Tennis | Berkshire League Tournament | Away - Hotchkiss | 8:30 a.m. | ||
| Fri., 5/20 | V Girls Lacrosse | St. Paul Catholic | Home - HS Field [Directions] | 4:00 p.m. | W 10-2 | |
| Sat., 5/21 | V Boys Outdoor Track | BL Championship | Away - Plum Hill - Litchfield | 9:00 a.m. | ||
| Sat., 5/21 | V Girls Outdoor Track | BL Championship | Away - Plumb Hill- Litchfield | 9:00 a.m. | ||
| Mon., 5/23 | V Baseball | Litchfield | Away - Litchfield HS [Directions] | 3:45 p.m. | W 5-3 | |
| Mon., 5/23 | JV Baseball | Indian Mountain School (Scrim.) | Away - Indian Mountain School | 3:30 p.m. | ||
| Mon., 5/23 | V Boys Golf | Shepaug Valley, Gilbert | Home - Sharon Country Club [Directions] | 3:15 p.m. | Housy 255 Shepaug 228 Gilbert 205 | |
| Mon., 5/23 | V Boys Lacrosse | WCLC Semi Final | Away - St. Paul | 6:30 p.m. | ||
| Mon., 5/23 | V Girls Lacrosse | WCLC Semifinal game | Away - Watertown | 4:30 p.m. | ||
| Mon., 5/23 | V Softball | Litchfield | Home - HS Field [Directions] | 3:45 p.m. | L 2-24 | |
| Tue., 5/24 | V Baseball | Mt. Everett (MA) | Home - HS Field [Directions] | 4:00 p.m. | W 9-0 | |
| Tue., 5/24 | JV Baseball | Mt. Everett (MA) | Home - HS JV Field [Directions] | 4:00 p.m. | ||
| Tue., 5/24 | V Boys Outdoor Track | BL Festival | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 5/24 | V Boys Tennis | Gilbert | Home - HS Courts [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 5/24 | V Girls Lacrosse | Rocky Hill | Home - Hotchkiss [Directions] | 4:00 p.m. | W 14-3 | |
| Tue., 5/24 | V Girls Outdoor Track | BL Festival | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Tue., 5/24 | V Girls Tennis | Gilbert | Away - Gilbert [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 5/25 | V Boys Golf | Wolcott Tech | Home - Canaan CC [Directions] | Cancelled | Cancelled | |
| Wed., 5/25 | V Boys Lacrosse | Suffield-Windsor Locks | Home - HS Field [Directions] | 4:30 p.m. | L 11-20 | |
| Wed., 5/25 | V Boys Outdoor Track | BL Festival | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Wed., 5/25 | V Boys Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | 3:45 p.m. | W 3-2 | |
| Wed., 5/25 | V Girls Outdoor Track | BL Festival | Home - Housatonic Track [Directions] | 4:00 p.m. | ||
| Wed., 5/25 | V Softball | Windsor Locks | Away - Windsor Locks HS [Directions] | 4:00 p.m. | L 0-17 | |
| Wed., 5/25 | V Girls Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/26 | V Girls Lacrosse | WCLC League Finals | Away - Watertown | 6:00 p.m. | ||
| Thu., 5/26 | V Girls Tennis | Nonnewaug | Home - HS Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Sat., 5/28 | V Boys Lacrosse | CIAC State Tournament Play in Game | Away - Ellington | 3:00 p.m. | ||
| Sat., 5/28 | V Boys Tennis | CIAC Class S State Tournament | Away | 8:30 a.m. | ||
| Tue., 5/31 | V Baseball | Class S 1st Round Game | Away - Walker Field (Gilbert) | 3:30 p.m. | ||
| Tue., 5/31 | V Boys Golf | Berkshire League Tournament | Away - Fairview Golf Course | 8:00 a.m. | ||
| Tue., 5/31 | V Girls Lacrosse | CIAC Class S 1st Round | Away - Lewis Mills | 3:30 p.m. | ||
| Thu., 6/2 | V Boys Outdoor Track | Class S State Tournament | Away - Willow Brook Park | 3:00 p.m. | ||
| Thu., 6/2 | V Girls Lacrosse | CIAC Class S 2nd Round | Home - Housatonic Field [Directions] | 3:30 p.m. | ||
| Thu., 6/2 | V Girls Outdoor Track | Class S Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | State Open Tournament | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | Class S Open Chamionship | Away - Willow Brook Park | 1:30 p.m. | ||
| Wed., 6/8 | V Girls Lacrosse | Litchfield Hills | Home - HS Field [Directions] | 5:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Decathalon, Hammer, Steeplechase | Away - Willow Brook Park | 11:00 a.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Heptathlon, Hammer, Steeplechase | Away - Willow Brook Park | 11:30 a.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathalon, Hammer, Steeplechase | Away - Willow Brook Park | 11:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon, Hammer, Steeplechase | Away - Willow Brook Park | 11:00 a.m. | ||