| Northwestern 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 373 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Wed., 8/28 | V Football | Derby (Scrim.) | Home - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Sat., 8/31 | V Football | Northwest United | Away - Housatonic Valley Regional High-football field [Directions] | 2:00 p.m. | ||
| Tue., 9/3 | V Boys Cross Country | Thomaston, Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Highwoods field | 3:45 p.m. | ||
| Tue., 9/3 | V Boys Soccer | Torrington (Scrim.) | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 9/3 | V Girls Cross Country | Thomaston, Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Highwoods field | 3:45 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Lewis Mills Track [Directions] | 5:00 p.m. | ||
| Fri., 9/6 | V Football | Torrington (Scrim.) | Away - Torrington HS [Directions] | 6:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Foran, Litchfield, Masuk, TBA, Old Saybrook, Stamford, Wilton | Away - Foran HS -Foran High School - Turf Field | TBA | ||
| Fri., 9/6 | V Girls Soccer | Torrington (Scrim.) | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Sat., 9/7 | V Boys Cross Country | Windham Invitational | Home - Windham HS [Directions] | TBA | ||
| Sat., 9/7 | V Girls Cross Country | Windham Invitational | Away - Windham HS | TBA | TBA | |
| Mon., 9/9 | V Boys Soccer | Canton (Scrim.) | Away - Canton HS-Canton H.S. Turf [Directions] | 6:00 p.m. | ||
| Mon., 9/9 | V Girls Soccer | Canton (Scrim.) | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:30 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | OT-L 0-1 | TBA | |
| Thu., 9/12 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-The Hollow Park [Directions] | L 0-2 | TBA | |
| Thu., 9/12 | V Girls Volleyball | Tolland | Away - Tolland HS-Gym [Directions] | W 3-0 | TBA | |
| Fri., 9/13 | V Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | W 3-1 | ||
| Sat., 9/14 | V Boys Cross Country | Stratton Brook Invitational | Away - Stratton Brook State Park | 9:00 a.m. | ||
| Sat., 9/14 | V Girls Cross Country | Stratton Brook Invitational | Away - Stratton Brook State Park | 9:00 a.m. | ||
| Sat., 9/14 | V Field Hockey | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | L 0-11 | TBA | |
| Tue., 9/17 | V Boys Cross Country | Nonnewaug, Thomaston | Away - Nonnewaug High [Directions] | 4:00 p.m. | TBA | |
| Tue., 9/17 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | W 2-0 | ||
| Tue., 9/17 | V Girls Cross Country | Nonnewaug, Thomaston | Away - Nonnewaug High-XC Course [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Field Hockey | Watertown | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 0-2 | ||
| Tue., 9/17 | V Girls Volleyball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 0-3 | ||
| Fri., 9/20 | V Boys Soccer | Wamogo | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 5-2 | ||
| Fri., 9/20 | V Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | W 2-1 | TBA | |
| Fri., 9/20 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | W 4-0 | ||
| Fri., 9/20 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | L 0-3 | TBA | |
| Sat., 9/21 | V Boys Cross Country | Winding Trails Invitational | Away - Winding Trails | TBA | TBA | |
| Sat., 9/21 | V Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks HS-Stadium [Directions] | L 7-21 | 10:30 AM; 1 Bus (10:30am Bus to Windsor Locks High School) | |
| Sat., 9/21 | V Girls Cross Country | Winding Trails Invitational | Away - Winding Trails | TBA | TBA | |
| Mon., 9/23 | V Boys Soccer | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 1-2 | ||
| Mon., 9/23 | V Girls Volleyball | Ellington | Away - Ellington HS-Gym [Directions] | W 3-2 | TBA | |
| Tue., 9/24 | V Boys Cross Country | Terryville, Wamogo | Away - Terryville HS-Track [Directions] | 4:00 p.m. | TBA | |
| Tue., 9/24 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | W 5-1 | TBA | |
| Tue., 9/24 | V Girls Cross Country | Terryville, Wamogo | Away - Terryville HS-Track [Directions] | 3:30 p.m. | TBA | |
| Tue., 9/24 | V Girls Soccer | Terryville | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 4-0 | ||
| Thu., 9/26 | V Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | L 0-4 | TBA | |
| Thu., 9/26 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | L 1-3 | ||
| Fri., 9/27 | V Girls Volleyball | Canton | Away - Canton HS-Gym [Directions] | L 2-3 | TBA | |
| Sat., 9/28 | V Football | Ellington | Away - Ellington HS-Football Field [Directions] | L 10-14 | 10:15 AM; 1 Bus (10:15am Bus to Elington High School) | |
| Tue., 10/1 | V Boys Soccer | Litchfield | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 1-2 | ||
| Tue., 10/1 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | L 1-2 | ||
| Tue., 10/1 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | W 3-0 | ||
| Thu., 10/3 | V Girls Volleyball | Canton | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-0 | ||
| Fri., 10/4 | V Boys Soccer | Gilbert | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | T 1-1 | ||
| Fri., 10/4 | V Field Hockey | Litchfield | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 2-6 | ||
| Fri., 10/4 | V Girls Soccer | Gilbert | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 60 | ||
| Sat., 10/5 | V Football | Haddam-Killingworth | Home - Gilbert School-Football Field [Directions] | W 20-0 | ||
| Tue., 10/8 | V Boys Cross Country | Gilbert, Housatonic Regional | Away - Gilbert School-Football Field [Directions] | 4:00 p.m. | TBA | |
| Tue., 10/8 | V Boys Soccer | Thomaston | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 8-0 | ||
| Tue., 10/8 | V Girls Cross Country | Gilbert | Away - Gilbert School-Football Field [Directions] | 3:30 p.m. | TBA | |
| Tue., 10/8 | V Field Hockey | Thomaston | Away - Thomaston HS-Gym [Directions] | L 0-6 | ||
| Tue., 10/8 | V Girls Soccer | Thomaston | Away - Nystrom Park-Nystrom Park Field [Directions] | W 2-0 | ||
| Tue., 10/8 | V Girls Volleyball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-0 | ||
| Wed., 10/9 | V Girls Volleyball | New Fairfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-1 | ||
| Thu., 10/10 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | T 3-3 | ||
| Thu., 10/10 | V Field Hockey | Shepaug Valley | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 2-3 | ||
| Thu., 10/10 | V Girls Soccer | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 3-0 | ||
| Fri., 10/11 | V Field Hockey | Northwest Catholic | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 0-5 | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | TBA | TBA | |
| Sat., 10/12 | V Football | Old Saybrook | Home - Gilbert School-Football Field [Directions] | W 22-21 | ||
| Sat., 10/12 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | TBA | TBA | |
| Mon., 10/14 | V Girls Volleyball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | W 3-1 | ||
| Tue., 10/15 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | T 2-2 | TBA | |
| Tue., 10/15 | V Field Hockey | Nonnewaug | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 1-2 | ||
| Tue., 10/15 | V Girls Soccer | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 1-3 | ||
| Tue., 10/15 | V Girls Volleyball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-1 | ||
| Thu., 10/17 | V Girls Volleyball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | L 1-3 | TBA | |
| Fri., 10/18 | V Boys Cross Country | Berkshire League Championships | Away - Thomaston HS-Highwoods field | 4:15 p.m. | ||
| Fri., 10/18 | V Boys Soccer | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 3-2 | ||
| Fri., 10/18 | V Girls Cross Country | Berkshire League Championships | Away - Thomaston HS-Highwoods field | 3:30 p.m. | ||
| Fri., 10/18 | V Field Hockey | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC JV Soccer Field / Track [Directions] | L 1-8 | ||
| Mon., 10/21 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | W 5-0 | TBA | |
| Mon., 10/21 | V Field Hockey | Wamogo | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | T 2-2 | ||
| Mon., 10/21 | V Girls Soccer | Wamogo | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 6-1 | ||
| Tue., 10/22 | V Girls Volleyball | Nonnewaug | Away - Woodbury MS-gymnasium [Directions] | L 1-3 | TBA | |
| Wed., 10/23 | V Boys Soccer | Terryville | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 5-0 | ||
| Wed., 10/23 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | T 0-0 | TBA | |
| Thu., 10/24 | V Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | L 0-9 | ||
| Thu., 10/24 | V Girls Soccer | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 0-3 | 12:00 PM | |
| Fri., 10/25 | V Girls Volleyball | New Milford | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 0-3 | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class M Divisional Championship | Away - Wickham Park | 12:00 p.m. | ||
| Sat., 10/26 | V Football | Rockville | Home - Gilbert School-Football Field [Directions] | L 3-31 | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class M Divisional Championship | Away - Wickham Park | 11:25 a.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Class Championships | Away - Wickham Park | TBA | TBA | |
| Tue., 10/29 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | W 5-3 | ||
| Tue., 10/29 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | L 0-8 | ||
| Tue., 10/29 | V Girls Soccer | Litchfield | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 1-0 | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | T 0-0 | TBA | |
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | W 6-0 | TBA | |
| Fri., 11/1 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | W 3-0 | ||
| Sat., 11/2 | V Football | Coventry/Windham Tech/Bolton/Lyman | Home - Gilbert School-Football Field [Directions] | W 35-14 | ||
| Mon., 11/4 | V Boys Soccer | Thomaston | Away - Nystrom Park-Nystrom Park Field [Directions] | W 3-0 | 12:00 PM | |
| Mon., 11/4 | V Field Hockey | Thomaston | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | L 1-3 | ||
| Mon., 11/4 | V Girls Soccer | Thomaston | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 0-1 | ||
| Tue., 11/5 | V Girls Volleyball | Lewis Mills | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-2 | ||
| Wed., 11/6 | V Boys Soccer | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | L 3-0 | ||
| Wed., 11/6 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | L 0-2 | ||
| Wed., 11/6 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | W 4-0 | 12:00 PM | |
| Wed., 11/6 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | W 3-0 | ||
| Fri., 11/8 | V Football | Stafford/East Windsor/Somers | Away - Stafford HS-Lighted Field behind the High School [Directions] | L 14-24 | 3:15 PM; 1 Bus (Varsity Game at Stafford - 3:15pm Bus) | |
| Fri., 11/8 | V Girls Volleyball | Simsbury (Scrim.) | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 11/9 | V Boys Cross Country | New England Championships | Home - Wickham Park [Directions] | TBA | ||
| Sat., 11/9 | V Girls Cross Country | New England Championship | Away - TBA | TBA | TBA | |
| Mon., 11/11 | V Boys Soccer | O'Brien Tech | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | W 3-1 | ||
| Mon., 11/11 | V Girls Volleyball | Kaynor Tech | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 3-0 | ||
| Tue., 11/12 | V Girls Soccer | Tolland | Home - Torrington HS [Directions] | 2:00 p.m. | ||
| Wed., 11/13 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | L 2-3 OT | ||
| Wed., 11/13 | V Girls Volleyball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 1-3 | ||
| Fri., 11/15 | V Football | Granby/Canton | Away - Granby Memorial HS-Stadium Field [Directions] | L 14-54 | 4:00 PM; 1 Bus (Varsity Football Game - 4:00pm Bus) | |
| Thu., 11/21 | V Football | Valley Regional/Old Lyme | Away - Valley Regional HS-Richard B. Blythe Field [Directions] | L 14-49 | 3:15 PM; 1 Bus (Varsity Football -3:15pm Bus to Valley Regional HS) | |
| Tue., 11/26 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | L 14-38 | 4:00 PM; 1 Bus (Varsity Football - Municipal Stadium in Waterbury - 4:00pm Bus) | |
| Fri., 12/6 | V Girls Ice Hockey | Simsbury, East Catholic Coop, Mercy/NW Catholic/East Hampton (Scrim.) | Away - DONTUSE ISCC - OLY-dont use [Directions] | 6:40 p.m. | 12:00 PM | |
| Sat., 12/7 | V Boys Ice Hockey | Shepaug Valley Ice Hockey (Scrim.) | Away - Gunnery School-Ice Rink [Directions] | 6:00 p.m. | 4:00 PM | |
| Fri., 12/13 | V Boys Basketball | Lewis Mills (Scrim.) | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/13 | V Boys Ice Hockey | Mt. Everett (MA) (Scrim.) | Away - Berkshire School | 6:45 p.m. | ||
| Fri., 12/13 | V Girls Ice Hockey | Guilford Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | W 3-1 | ||
| Sat., 12/14 | V Wrestling | Suffield/Windsor Locks, Darien, Granby Memorial, Terryville High School, Rockville | Away - Suffield HS | 9:00 a.m. | 12:00 PM | |
| Sat., 12/14 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink West Hartford CT-Ice Rink [Directions] | W 3-2 | TBA | |
| Mon., 12/16 | V Boys Basketball | Granby Memorial (Scrim.) | Away - Granby Memorial HS-K. L. King Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks-Rink 1 [Directions] | W 2-1 | 1:15 PM | |
| Thu., 12/19 | V Boys Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 63-41 | ||
| Thu., 12/19 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 4:30 p.m. | ||
| Thu., 12/19 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | W 62-24 | ||
| Thu., 12/19 | V Girls Ice Hockey | East Catholic Coop | Home - Loomis Chaffee School-Ice Rink [Directions] | W 4-2 | ||
| Sat., 12/21 | V Wrestling | Manchester, Bristol Central, Glastonbury, South Windsor, Trumbull | Away - Manchester HS-Gym | 8:00 a.m. | ||
| Sat., 12/21 | V Girls Ice Hockey | Masuk Coop | Home - Enfield Twin Rinks-Rink 2 [Directions] | W 4-2 | ||
| Mon., 12/23 | V Boys Basketball | Pomperaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 50-64 | ||
| Mon., 12/23 | V Boys Ice Hockey | Eastern CT Eagles | Away - Conn College-Dayton Arena [Directions] | L 1-5 | 2:45 PM | |
| Thu., 12/26 | V Wrestling | Oxford | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | ||
| Thu., 12/26 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | W 61-18 | TBA | |
| Fri., 12/27 | V Wrestling | Monument Mountain (MA), Gateway (MA), Hampshire Regional (MA), Holyoke (MA), Ichabod Crane (NY), Ludlow (MA), Minnechaug (MA), Mohawk Trail (MA), Mt. Anthony (VT), Mt. Everett (MA), Mt. Greylock (MA), Putnam Vo-Tech (MA), Smith Vocational (MA), South Hadl | Away - Monument Mtn. Regional HS-Gym | 10:00 a.m. | ||
| Fri., 12/27 | V Girls Basketball | Tolland | Away - Tolland HS-Gym [Directions] | W 56-37 | TBA | |
| Sat., 12/28 | V Boys Ice Hockey | Tri-Town | Home - Hotchkiss School-Dwyer Rink [Directions] | L 4-8 | ||
| Thu., 1/2 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 61-72 | ||
| Thu., 1/2 | V Wrestling | Gilbert/Torrington | Away - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/2 | V Girls Basketball | SMSA | Away - Sport and Medical Sciences Academy (SMSA)-Gym [Directions] | W 54-49 | TBA | |
| Sat., 1/4 | V Boys Basketball | New Fairfield | Away - New Fairfield High-HS Gym [Directions] | L 47-63 | ||
| Sat., 1/4 | V Boys Ice Hockey | Newington Coop | Home - Hotchkiss School-Schmidt Rink [Directions] | L 1-2 | ||
| Sat., 1/4 | V Boys Swimming and Diving | Nonnewaug | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 4:30 p.m. | ||
| Sat., 1/4 | V Wrestling | Warde Wrestling Invitational | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Sat., 1/4 | V Girls Basketball | Wolcott Tech | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 53-17 | TBA | |
| Sat., 1/4 | V Girls Ice Hockey | Branford | Away - East Haven HS-Veterans Rink [Directions] | W 3-2 | ||
| Mon., 1/6 | V Boys Basketball | SMSA | Away - SMSA HS-Main Gym [Directions] | L 38-46 | ||
| Mon., 1/6 | V Girls Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 43-33 | ||
| Mon., 1/6 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Enfield Twin Rinks-Rink 1 [Directions] | W 3-2 (OT) | ||
| Tue., 1/7 | V Boys Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 67-31 | ||
| Tue., 1/7 | V Boys Indoor Track | James Barber Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:30 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | W 44-25 | TBA | |
| Tue., 1/7 | V Girls Indoor Track | James Barber Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:30 p.m. | ||
| Wed., 1/8 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - Gunnery School-Ice Rink [Directions] | W 3-1 | 6:00 PM | |
| Wed., 1/8 | V Wrestling | Derby/Oxford/Holy Cross | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/8 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Blue Rink [Directions] | T 4-4 | ||
| Thu., 1/9 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | W 53-27 | TBA | |
| Fri., 1/10 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | L 60-63 | ||
| Fri., 1/10 | V Boys Swimming and Diving | Housatonic Regional | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:00 p.m. | ||
| Sat., 1/11 | V Boys Ice Hockey | Enfield/East Granby/Stafford | Away - Enfield Twin Rinks-Rink 2 [Directions] | L 3-4(OT) | 3:45 PM | |
| Sat., 1/11 | V Boys Indoor Track | Hillhouse | Home - Hillhouse HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/11 | V Boys Swimming and Diving | Shepaug Valley | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 4:30 p.m. | ||
| Sat., 1/11 | V Wrestling | Casey Yates Invitational | Away - Lyman Memorial HS-Gym | 9:00 a.m. | ||
| Sat., 1/11 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Loomis Chaffee School-Ice Rink [Directions] | W 3-1 | ||
| Sat., 1/11 | V Girls Indoor Track | Hillhouse | Home - Hillhouse HS-Field House [Directions] | 10:00 a.m. | ||
| Mon., 1/13 | V Boys Ice Hockey | Hall | Away - Veterans Memorial Ice Rink West Hartford CT-Ice Rink [Directions] | L 1-5 | 5:00 PM | |
| Tue., 1/14 | V Boys Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 38-50 | ||
| Tue., 1/14 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Nonnewaug's Gym [Directions] | L 32-36 | TBA | |
| Wed., 1/15 | V Boys Indoor Track | Gilbert | Home - Northwestern Regional H.S.-Track [Directions] | 3:00 p.m. | ||
| Wed., 1/15 | V Girls Ice Hockey | Conard | Home - Loomis Chaffee School-Ice Rink [Directions] | W 6-1 | ||
| Wed., 1/15 | V Girls Indoor Track | Gilbert | Home - Northwestern Regional H.S.-Track [Directions] | 3:00 p.m. | ||
| Fri., 1/17 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | L 45-51 | ||
| Fri., 1/17 | V Girls Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 41-25 | ||
| Sat., 1/18 | V Wrestling | Canton, Farmington, Haddam-Killingworth, Jonathan Law | Away - Canton HS-Gym [Directions] | 9:00 a.m. | ||
| Sat., 1/18 | V Girls Ice Hockey | Darien | Home - Enfield Twin Rinks-Rink 1 [Directions] | L 2-7 | ||
| Mon., 1/20 | V Boys Basketball | Platt | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 54-52 | ||
| Mon., 1/20 | V Boys Ice Hockey | Woodstock Academy | Home - Hotchkiss School-Schmidt Rink [Directions] | L 1-3 | ||
| Mon., 1/20 | V Girls Ice Hockey | Simsbury | Home - Enfield Twin Rinks-Rink 1 [Directions] | L 1-2 | ||
| Tue., 1/21 | V Boys Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 53-43 | ||
| Tue., 1/21 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | L 29-40 | TBA | |
| Wed., 1/22 | V Boys Ice Hockey | New Milford | Away - Canterbury School-Ice Rink [Directions] | L 3-6 | 5:00 PM | |
| Wed., 1/22 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 5:30 p.m. | ||
| Wed., 1/22 | V Wrestling | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/24 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | W 50-47 | ||
| Fri., 1/24 | V Boys Indoor Track | HK Invite | Home - Hillhouse HS-Field House [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | V Boys Swimming and Diving | Litchfield | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:30 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 67-21 | ||
| Fri., 1/24 | V Girls Indoor Track | HK Invite | Home - Hillhouse HS-Field House [Directions] | 4:00 p.m. | ||
| Sat., 1/25 | V Boys Swimming and Diving | Wamogo | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 4:30 p.m. | ||
| Sat., 1/25 | V Wrestling | Eagle Classic Wreslting | Away - East Catholic HS-Gym | 8:30 a.m. | ||
| Sat., 1/25 | V Girls Ice Hockey | Simsbury | Away - Simsbury ISCC-NHL [Directions] | L 2-4 | ||
| Mon., 1/27 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Hotchkiss School-Schmidt Rink [Directions] | W 4-2 | ||
| Tue., 1/28 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | W 45-35 | ||
| Tue., 1/28 | V Boys Swimming and Diving | Sacred Heart | Away - John F. Kennedy HS-John Reardon Pool | 7:00 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot RInk [Directions] | T 5-5(OT) | 5:15 PM | |
| Wed., 1/29 | V Wrestling | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/30 | V Boys Swimming and Diving | Nonnewaug | Away - Woodland HS-pool [Directions] | 6:00 p.m. | ||
| Fri., 1/31 | V Boys Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 61-67 | ||
| Fri., 1/31 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | W 44-42 | TBA | |
| Sat., 2/1 | V Wrestling | JK Wrestling Invitational | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | ||
| Sat., 2/1 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-White [Directions] | W 3-0 | ||
| Tue., 2/4 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Hotchkiss School-Schmidt Rink [Directions] | L 0-2 | ||
| Tue., 2/4 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Wed., 2/5 | V Wrestling | St. Paul Catholic, Thomaston | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 2/5 | V Girls Basketball | Achievement First | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 56-16 | ||
| Fri., 2/7 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | W 74-39 | ||
| Fri., 2/7 | V Boys Swimming and Diving | Wamogo | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:00 p.m. | 12:00 PM | |
| Fri., 2/7 | V Girls Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 41-25 | ||
| Fri., 2/7 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | W 1-0 | ||
| Sat., 2/8 | V Boys Ice Hockey | Sheehan | Home - Hotchkiss School-Schmidt Rink [Directions] | L 4-7 | ||
| Mon., 2/10 | V Boys Indoor Track | Hillhouse | Home - Hillhouse HS-Field House [Directions] | 4:00 p.m. | ||
| Mon., 2/10 | V Girls Ice Hockey | Longmeadow (MA) (Scrim.) | Home - Enfield Twin Rinks-Rink 2 [Directions] | W 6-2 | Senior Night!! | |
| Mon., 2/10 | V Girls Indoor Track | Hillhouse | Home - Hillhouse HS-Field House [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | W 66-65 | ||
| Tue., 2/11 | V Girls Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 50-55 | ||
| Wed., 2/12 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 6-1 | 5:15 PM | |
| Wed., 2/12 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Wed., 2/12 | V Wrestling | Terryville-Thomaston | Away - Terryville HS-Gym [Directions] | 6:30 p.m. | ||
| Wed., 2/12 | V Girls Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 47-32 | ||
| Wed., 2/12 | V Girls Ice Hockey | Avon | Home - Enfield Twin Rinks-Rink 1 [Directions] | W 4-3 (OT) | ||
| Fri., 2/14 | V Boys Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 75-52 | ||
| Fri., 2/14 | V Girls Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 66-36 | ||
| Sat., 2/15 | V Boys Indoor Track | State Class M Championships | Home - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | ||
| Sat., 2/15 | V Boys Swimming and Diving | Lewis Mills | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 4:30 p.m. | ||
| Sat., 2/15 | V Wrestling | Thomaston/Holy Cross, Derby, Gilbert, Nonnewaug, Oxford, St. Paul Catholic, Terryville | Away - Thomaston HS-Gym | 10:00 a.m. | ||
| Sat., 2/15 | V Girls Indoor Track | State Class M Championships | Home - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | ||
| Sun., 2/16 | V Boys Ice Hockey | Eastern CT Eagles | Home - Hotchkiss School-Schmidt Rink [Directions] | L 1-2 | ||
| Mon., 2/17 | V Boys Ice Hockey | Woodstock Academy | Away - Pomfret School-Jahn Rink [Directions] | L 3-6 | 7:30 AM | |
| Tue., 2/18 | V Boys Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 60-70 OT | ||
| Tue., 2/18 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | W 51-23 | ||
| Tue., 2/18 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Champions - Cromwell-Lower Rink [Directions] | W 6-1 | ||
| Wed., 2/19 | V Boys Ice Hockey | Brookfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | W 7-3 | 5:15 PM | |
| Wed., 2/19 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Thu., 2/20 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | L 62-56 | ||
| Thu., 2/20 | V Girls Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 34-23 | ||
| Fri., 2/21 | V Wrestling | CIAC Class S Divisional Championship | Away - Killingly HS-Gym | 3:00 p.m. | ||
| Sat., 2/22 | V Wrestling | CIAC Class S Divisional Championship | Away - Killingly HS-Gym | 9:00 a.m. | ||
| Sat., 2/22 | V Girls Basketball | Gilbert | Away - Northwestern Regional H.S.-Main Gym [Directions] | W 48-24 | ||
| Sat., 2/22 | V Girls Ice Hockey | TBA | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:20 p.m. | ||
| Sun., 2/23 | V Boys Ice Hockey | JBWA | Home - Hotchkiss School-Schmidt Rink [Directions] | W 7-5 | ||
| Mon., 2/24 | V Boys Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 46-50 | ||
| Mon., 2/24 | V Girls Ice Hockey | Avon | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:10 p.m. | ||
| Tue., 2/25 | V Girls Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 54-43 | ||
| Wed., 2/26 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks-Rink 1 [Directions] | L 1-5 | 1:00 PM, Dismiss 12:45 PM | |
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | ||
| Fri., 2/28 | V Girls Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 37-41 | ||
| Sat., 2/29 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | L 66-68 | ||
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sun., 3/1 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Hotchkiss School-Schmidt Rink [Directions] | W 7-2 | Ice Hockey Senior Night | |
| Mon., 3/2 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Enfield Twin Rinks-Rink 1 [Directions] | W 4-0 | ||
| Tue., 3/3 | V Girls Basketball | Stratford | Home - Northwestern Regional H.S.-Main Gym [Directions] | W 45-19 | ||
| Fri., 3/6 | V Boys Swimming and Diving | Shepaug Valley, Housatonic Regional, Litchfield, TBA, Nonnewaug, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| Fri., 3/6 | V Girls Basketball | East Lyme | Home - Northwestern Regional H.S.-Main Gym [Directions] | L 33-52 | ||
| Sat., 3/7 | V Boys Swimming and Diving | Berkshire League Swim Championships | Away - Kennedy HS (Waterbury) | 2:00 p.m. | ||
| Sat., 3/7 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 5:00 p.m. | ||
| Mon., 3/9 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena-Red Rink [Directions] | 6:00 p.m. | 3:30 PM | |
| Tue., 3/10 | V Boys Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | Cancelled | ||
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Boys Class S Diving Championship | Away - Plainville HS-Pool | Cancelled | ||
| Thu., 3/12 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - TBA [Directions] | Cancelled | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class S Trials | Away - Cheshire Community Pool | Cancelled | ||
| Wed., 3/18 | V Boys Swimming and Diving | CIAC Boys Class S Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Thu., 3/26 | V Baseball | Oxford (Scrim.) | Away - Oxford HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 3/28 | V Baseball | Canton, Avon (Scrim.) | Away - Bowdoin Field-Baseball Diamond [Directions] | Cancelled | ||
| Sat., 3/28 | V Softball | Windsor, Newington | Away - Windsor HS-Varsity Softball Field [Directions] | Cancelled | ||
| Sat., 3/28 | V Softball | Windsor | Away - Windsor HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 3/30 | V Softball | Simsbury (Scrim.) | Away - Simsbury Memorial Park [Directions] | Cancelled | ||
| Tue., 3/31 | V Baseball | Farmington (Scrim.) | Away - Tunxis Mead Park-Baseball Diamond [Directions] | Cancelled | ||
| Thu., 4/2 | V Softball | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Lewis Mills Softball Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Baseball | Terryville | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Golf | Lewis Mills, Litchfield | Away - Lewis Mills HS-Fairview Farm Golf Course [Directions] | Cancelled | ||
| Mon., 4/6 | V Boys Tennis | Nonnewaug | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | ||
| Mon., 4/6 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Girls Tennis | Nonnewaug | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/7 | V Baseball | New Milford | Away - New Milford HS-Baseball Varsity Field - NMHS [Directions] | Cancelled | ||
| Tue., 4/7 | V Softball | New Milford | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Tennis | Housatonic Regional | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Girls Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Baseball | Granby Memorial | Away - Granby Memorial HS-Baseball Diamond [Directions] | Cancelled | ||
| Thu., 4/9 | V Softball | Granby Memorial | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Wamogo/Litchfield | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 4/13 | V Girls Tennis | Litchfield | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/14 | V Boys Tennis | Lewis Mills | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/14 | V Softball | Litchfield | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Tennis | Lewis Mills | Away - Lewis Mills HS-Lewis Mills Tennis Courts [Directions] | Cancelled | ||
| Sat., 4/18 | V Baseball | Canton | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Baseball | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Gilbert | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | Cancelled | ||
| Mon., 4/20 | V Girls Tennis | Gilbert | Away - Gilbert School-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Outdoor Track | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Outdoor Track | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Wed., 4/22 | V Baseball | Thomaston | Away - Thomaston HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Thomaston | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 4/22 | V Girls Tennis | Shepaug Valley | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/23 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | Cancelled | ||
| Fri., 4/24 | V Boys Tennis | Thomaston | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/24 | V Girls Tennis | Thomaston | Away - Nystrom Park-Nystroms Park courts [Directions] | Cancelled | ||
| Sat., 4/25 | V Baseball | Wolcott Tech | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Baseball | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Golf | Nonnewaug | Away - Heritage Village Country Club [Directions] | Cancelled | ||
| Mon., 4/27 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Tennis | Wamogo | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Nonnewaug, Thomaston | Away - Nonnewaug HS-Paul Burns Memorial Track [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | Nonnewaug, Thomaston | Away - Nonnewaug HS-Paul Burns Memorial Track [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Tennis | Nonnewaug | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/29 | V Girls Tennis | Nonnewaug | Away - Edgewood Bath and Tennis Club [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | Gilbert | Away - Walker Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Boys Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/1 | V Softball | Gilbert | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Girls Tennis | Housatonic Regional | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | Gilbert, Wamogo | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Tennis | Litchfield | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Softball [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Outdoor Track | Terryville, Wamogo | Away - Terryville HS-Track [Directions] | Cancelled | ||
| Tue., 5/5 | V Girls Outdoor Track | Terryville, Wamogo | Away - Terryville HS-Track [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Golf | Terryville, Housatonic Regional | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Tennis | Gilbert | Away - Gilbert School-Tennis Courts [Directions] | Cancelled | TBA | |
| Wed., 5/6 | V Softball | Terryville | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 5/6 | V Girls Tennis | Gilbert | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Boys Tennis | Shepaug Valley | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/8 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Wamogo | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Golf | Shepaug Valley | Away - Lake Waramaug Country Club [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Outdoor Track | Gilbert, Housatonic Regional | Home - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Mon., 5/11 | V Boys Tennis | Thomaston | Away - Nystrom Park-Nystroms Park courts [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Outdoor Track | Gilbert, Housatonic Regional | Home - Northwestern Regional H.S.-Track [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Tennis | Thomaston | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Golf | Gilbert, Nonnewaug | Away - Green woods Country Club [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Litchfield | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Golf | Shepaug Valley | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | Cancelled | ||
| Wed., 5/13 | V Boys Tennis | Wamogo | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Litchfield | Away - Plumb Hill Field Complex-Softball Field [Directions] | Cancelled | ||
| Wed., 5/13 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Tennis | Granby Memorial | Away - Granby Memorial HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/14 | V Girls Tennis | Granby Memorial | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Outdoor Track | Berkshire League Outdoor Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | Cancelled | ||
| Sat., 5/16 | V Girls Outdoor Track | Berkshire League Outdoor Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | Cancelled | ||
| Mon., 5/18 | V Baseball | Thomaston | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Boys Golf | Litchfield, Terryville | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Thomaston | Away - Thomaston HS-Black Rock Field [Directions] | Cancelled | ||
| Tue., 5/19 | V Boys Outdoor Track | Thomaston, Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Shepaug Valley, Terryville, Wamogo | Away - Nystrom Park-Nystroms Park Track | Cancelled | ||
| Tue., 5/19 | V Girls Outdoor Track | Thomaston, Gilbert, Housatonic Regional, Litchfield, Nonnewaug, Shepaug Valley, Terryville, Wamogo | Away - Nystrom Park-Nystroms Park Track | Cancelled | ||
| Wed., 5/20 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Nonnewaug, Gilbert | Away - Heritage Village Country Club [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Outdoor Track | Berkshire League Track Festival | Away - Housatonic Valley Regional High-Track | Cancelled | ||
| Wed., 5/20 | V Girls Outdoor Track | Berkshire League Track Festival | Away - Housatonic Valley Regional High-Track | Cancelled | ||
| Wed., 5/20 | V Softball | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Hotchkiss School-Tennis Courts | Cancelled | ||
| Thu., 5/21 | V Boys Tennis | Berkshire League Boys Tennis Tournament | Away - Hotchkiss School-Tennis Courts | Cancelled | ||
| Tue., 5/26 | V Baseball | Gilbert | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Golf | Berkshire League Golf All-Star Tournament | Away - Fairfiew Farm Golf Course | Cancelled | ||
| Tue., 5/26 | V Softball | Gilbert | Away - Walker Field-Rowley Field [Directions] | Cancelled | ||
| Thu., 5/28 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | Cancelled | ||