| Windham 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 386 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 8/28 | V Football | Coventry/Windham Tech/Bolton/Lyman, Haddam-Killingworth (Scrim.) | Away - Coventry HS-Football Field [Directions] | 11:30 a.m. | ||
| Tue., 8/31 | V Football | Granby/Canton, Avon (Scrim.) | Away - Granby Memorial HS-Stadium Field [Directions] | 4:30 p.m. | ||
| Wed., 9/1 | V Girls Soccer | TBA | Away - TBA | 4:00 p.m. | ||
| Thu., 9/2 | V Boys Soccer | Wilbur Cross (Scrim.) | Home - Windham HS-Ferrigno Field [Directions] | 4:30 p.m. | ||
| Fri., 9/3 | V Boys Soccer | Plainfield (Scrim.) | Home - Windham HS-Ferrigno Field [Directions] | 4:00 p.m. | ||
| Tue., 9/7 | V Boys Soccer | Bolton (Scrim.) | Home - Windham HS-Ferrigno Field [Directions] | 4:45 p.m. | ||
| Tue., 9/7 | V Girls Soccer | Ellis Tech/Putnam (Scrim.) | Away - Ellis R V Tech School-Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/9 | V Boys Soccer | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:00 p.m. | L 2-6 | |
| Thu., 9/9 | V Girls Volleyball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/9 | JV Girls Volleyball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 9/10 | V Football | Woodstock Academy | Home - Windham HS-Ferrigno Field [Directions] | 6:00 p.m. | L 27-40 | |
| Sat., 9/11 | JV Football | Woodstock Academy | Away - Woodstock Academy South Campus-South Campus Turf [Directions] | Postponed | ||
| Sat., 9/11 | V Boys Soccer | Woodstock Academy | Home - Windham HS-Ferrigno Field [Directions] | 11:00 a.m. | L 1-2 | |
| Sat., 9/11 | V Girls Soccer | New London | Home - Windham HS-Ferrigno Field [Directions] | 1:00 p.m. | W 4-2 | |
| Mon., 9/13 | V Girls Soccer | Wheeler | Home - Windham HS-Ferrigno Field [Directions] | 5:30 p.m. | W 2-1 | |
| Mon., 9/13 | V Girls Volleyball | Killingly | Away - Killingly HS-Gym [Directions] | 7:00 p.m. | W 3-0 | |
| Mon., 9/13 | JV Girls Volleyball | Killingly | Away - Killingly HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 9/14 | V Boys Cross Country | East Lyme, Stonington, Woodstock Academy | Away - East Lyme HS-Rocky Neck State Park [Directions] | 4:30 p.m. | ||
| Tue., 9/14 | V Boys Soccer | Fitch | Home - Windham HS-Ferrigno Field [Directions] | 4:00 p.m. | L 4-0 | |
| Tue., 9/14 | V Girls Cross Country | East Lyme, Stonington, Woodstock Academy | Away - East Lyme HS-Rocky Neck State Park [Directions] | 4:30 p.m. | ||
| Wed., 9/15 | V Girls Soccer | St. Bernard | Away - St. Bernard School-Delaporta Field [Directions] | 2:45 p.m. | L 0-6 | |
| Wed., 9/15 | V Girls Volleyball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/15 | JV Girls Volleyball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/16 | FM Football | Waterford | Home - Windham HS-Ferrigno Field [Directions] | 4:00 p.m. | ||
| Fri., 9/17 | V Football | Waterford | Away - Waterford HS - official -Alumni Turf Field/Track [Directions] | 6:30 p.m. | L 24-27 | |
| Fri., 9/17 | V Boys Soccer | Bacon Academy | Away - Bacon Academy-Football/Soccer Field [Directions] | 3:45 p.m. | L 0-5 | |
| Fri., 9/17 | V Sideline Cheerleading | Waterford | Away - Waterford HS - official -Lancer Full Gym [Directions] | 6:30 p.m. | ||
| Fri., 9/17 | V Girls Volleyball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/17 | JV Girls Volleyball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 9/18 | JV Boys Soccer | Lyman Memorial | Home - Windham HS-JV Soccer [Directions] | 11:00 a.m. | ||
| Sat., 9/18 | V Girls Soccer | Griswold | Away - Griswold HS-Soccer/Lacrosse Field [Directions] | 10:00 a.m. | W 6-2 | |
| Mon., 9/20 | V Girls Soccer | Windham Tech | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | W 5-1 | |
| Mon., 9/20 | V Girls Volleyball | Comp Sci | Away - Civic Leadership HS-Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 9/20 | JV Girls Volleyball | Comp Sci | Away - Civic Leadership HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Boys Cross Country | Norwich Tech, Vinal Tech, Windham Tech | Away - Norwich Technical HS-Mohegan Park [Directions] | 3:45 p.m. | ||
| Tue., 9/21 | V Boys Soccer | Norwich Free Academy | Away - Norwich Free Academy-Turf Field [Directions] | 7:00 p.m. | L 4-2 | |
| Tue., 9/21 | V Girls Cross Country | Norwich Tech, Vinal Tech, Windham Tech | Away - Norwich Technical HS-Mohegan Park [Directions] | 3:45 p.m. | ||
| Tue., 9/21 | V Girls Volleyball | Windham Tech | Away - Windham Technical HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/21 | JV Girls Volleyball | Windham Tech | Away - Windham Technical HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/22 | V Girls Soccer | Tourtellotte | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | W 4-3 OT | |
| Thu., 9/23 | V Boys Soccer | Ledyard | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | L 0-6 | |
| Fri., 9/24 | V Football | Tolland | Home - Windham HS-Ferrigno Field [Directions] | 6:00 p.m. | L 20-40 | |
| Fri., 9/24 | JV Boys Soccer | Windham Tech | Home - Windham HS-Currier Field [Directions] | 3:45 p.m. | ||
| Sat., 9/25 | JV Football | Tolland | Away - Tolland HS-Stadium [Directions] | 11:00 a.m. | ||
| Sat., 9/25 | V Girls Soccer | Ledyard | Home - Windham HS-Ferrigno Field [Directions] | 11:00 a.m. | L 1-4 | |
| Mon., 9/27 | FR Boys Soccer | Bacon Academy | Away - Bacon Academy-Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 9/27 | V Girls Volleyball | Wheeler | Away - Wheeler HS-Gym [Directions] | 4:30 p.m. | W 3-1 | |
| Mon., 9/27 | JV Girls Volleyball | Wheeler | Away - Wheeler HS-Gym [Directions] | 3:15 p.m. | ||
| Wed., 9/29 | V Boys Cross Country | Griswold, East Lyme | Away - Griswold HS-GPS Cross Country Course [Directions] | 4:30 p.m. | ||
| Wed., 9/29 | V Girls Cross Country | Griswold, East Lyme | Away - Griswold HS-Hopeville State Park [Directions] | 4:30 p.m. | ||
| Wed., 9/29 | V Girls Soccer | Parish Hill | Away - Parish Hill HS-Soccer Field [Directions] | 3:45 p.m. | W 1-0 | |
| Wed., 9/29 | V Girls Volleyball | New London | Away - New London HS-Conway Gym [Directions] | 5:30 p.m. | L 1-4 | |
| Wed., 9/29 | JV Girls Volleyball | New London | Away - New London HS-Conway Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/30 | V Boys Soccer | Waterford | Home - Windham HS-Ferrigno Field [Directions] | 4:00 p.m. | L 2-6 | |
| Fri., 10/1 | V Boys Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/1 | V Football | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:30 p.m. | L Forfeit | |
| Fri., 10/1 | V Girls Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/1 | V Girls Soccer | Montville | Away - Montville HS-Montville Turf Field [Directions] | 6:00 p.m. | L 0-1(OT) | |
| Fri., 10/1 | V Girls Volleyball | Plainfield | Away - Plainfield HS-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/1 | JV Girls Volleyball | Plainfield | Away - Plainfield HS-Gym [Directions] | 3:45 p.m. | ||
| Sat., 10/2 | JV Football | East Lyme | Home - Windham HS-Ferrigno Field [Directions] | 11:00 a.m. | ||
| Sat., 10/2 | V Boys Soccer | Windham Tech | Away - Windham Technical HS-ECSU Sports Complex [Directions] | 1:00 p.m. | W 3-1 | |
| Sat., 10/2 | JV Girls Soccer | Bacon Academy | Away - Bacon Academy-Baseball Field [Directions] | 11:00 a.m. | ||
| Mon., 10/4 | V Girls Volleyball | Killingly | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 10/4 | JV Girls Volleyball | Killingly | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/5 | V Boys Cross Country | Lyman Memorial, Ledyard | Away - Lyman Memorial HS-Track [Directions] | 4:30 p.m. | ||
| Tue., 10/5 | V Girls Cross Country | Lyman Memorial, Ledyard | Away - Lyman Memorial HS-Track [Directions] | 4:30 p.m. | ||
| Wed., 10/6 | V Boys Soccer | Stonington | Away - Stonington HS-Piver Field - SHS BSOC [Directions] | 3:45 p.m. | L 0-8 | |
| Wed., 10/6 | V Girls Volleyball | Bolton | Away - Bolton HS-BHS Gymnasium [Directions] | 4:45 p.m. | L 0-3 | |
| Wed., 10/6 | JV Girls Volleyball | Bolton | Away - Bolton HS-BHS Gymnasium [Directions] | 3:15 p.m. | ||
| Thu., 10/7 | V Girls Soccer | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/7 | V Girls Volleyball | Putnam | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 10/7 | JV Girls Volleyball | Putnam | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 10/8 | V Boys Soccer | New London | Home - Windham HS-Ferrigno Field [Directions] | 4:00 p.m. | L 2-3 | |
| Sat., 10/9 | JV Boys Soccer | Norwich Free Academy | Home - Windham HS-JV Soccer [Directions] | 11:00 a.m. | ||
| Tue., 10/12 | V Boys Cross Country | Montville, St. Bernard | Home - St. Bernard School-Delaporta Field [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:30 p.m. | ||||||
| Tue., 10/12 | V Girls Cross Country | St. Bernard, Montville | Away - St. Bernard School-Delaporta Field [Directions] | 5:00 p.m. | ||
| Tue., 10/12 | V Girls Soccer | New London | Away - New London HS- Pat Cannamela Field [Directions] | 4:30 p.m. | W 4-2 | |
| Tue., 10/12 | V Girls Volleyball | Ellis Tech | Away - Ellis R V Tech School-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/12 | JV Girls Volleyball | Ellis Tech | Away - Ellis R V Tech School-Gym [Directions] | 3:45 p.m. | ||
| Wed., 10/13 | V Boys Soccer | Woodstock Academy | Away - The Woodstock Academy - Charles Bentley Athletic C-Bentley Main Soccer Field & Track [Directions] | 4:00 p.m. | L 0-8 | |
| Wed., 10/13 | V Girls Volleyball | Putnam | Away - Putnam HS-Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 10/13 | JV Girls Volleyball | Putnam | Away - Putnam HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/14 | FM Football | Bacon Academy | Home - Windham HS-Ferrigno Field [Directions] | Canceled | Cancelled | |
| Fri., 10/15 | V Boys Soccer | Bacon Academy | Home - Windham HS-Ferrigno Field [Directions] | 3:30 p.m. | L 0-6 | |
| Fri., 10/15 | V Girls Soccer | Griswold | Home - Windham HS-Ferrigno Field [Directions] | 5:30 p.m. | W 5-0 | |
| Fri., 10/15 | V Girls Volleyball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 10/15 | JV Girls Volleyball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 10/16 | JV Boys Soccer | Windham Tech | Home - Windham HS-JV Soccer [Directions] | 11:00 a.m. | ||
| Mon., 10/18 | JV Boys Soccer | Montville | Away - Montville HS-Grass Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 10/18 | JV Girls Soccer | Norwich Free Academy | Away - Rec Fields-Fontaine [Directions] | 3:45 p.m. | ||
| Mon., 10/18 | V Girls Volleyball | New London | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | L 1-4 | |
| Mon., 10/18 | JV Girls Volleyball | New London | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/19 | V Girls Soccer | Ledyard | Away - Ledyard HS-Bill Mignault Field [Directions] | 6:00 p.m. | L 0-6 | |
| Wed., 10/20 | V Boys Soccer | Ledyard | Away - Ledyard HS-Bill Mignault Field [Directions] | 4:30 p.m. | L 0-7 | |
| Thu., 10/21 | V Boys Cross Country | ECC Cross Country Championship | Away - Norwich Golf Course | 1:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:30 p.m. | ||||||
| Thu., 10/21 | V Girls Cross Country | ECC Cross Country Championship | Away - Norwich Golf Course | 1:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:30 p.m. | ||||||
| Thu., 10/21 | V Girls Soccer | Montville | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/22 | V Football | Griswold/Wheeler | Home - Windham HS-Ferrigno Field [Directions] | 6:00 p.m. | W 30-14 | |
| Fri., 10/22 | V Girls Volleyball | Grasso Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/22 | JV Girls Volleyball | Grasso Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/23 | JV Football | Griswold/Wheeler | Away - Griswold HS-Football Game Field [Directions] | 10:00 a.m. | ||
| Sat., 10/23 | V Boys Soccer | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 1:00 p.m. | L 0-4 | |
| Mon., 10/25 | JV Boys Soccer | Bacon Academy | Home - Windham HS-JV Soccer [Directions] | 3:45 p.m. | ||
| Mon., 10/25 | V Girls Volleyball | Ellis Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/25 | JV Girls Volleyball | Ellis Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 10/27 | V Boys Soccer | Parish Hill | Home - Windham HS-Ferrigno Field [Directions] | 7:00 p.m. | L 1-2 | |
| Wed., 10/27 | V Girls Soccer | Parish Hill | Home - Windham HS-Ferrigno Field [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 10/27 | V Girls Volleyball | Grasso Tech | Away - Grasso Tech-Grasso Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/27 | JV Girls Volleyball | Grasso Tech | Away - Grasso Tech-Grasso Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/28 | FM Football | Ledyard | Away - Ledyard HS-Bill Mignault Field [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | FR Boys Soccer | Woodstock Academy | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | ||
| Fri., 10/29 | V Football | Ledyard | Home - Windham HS-Ferrigno Field [Directions] | 6:00 p.m. | W 23-13 | |
| Fri., 10/29 | V Girls Soccer | Wheeler | Away - Wheeler HS-Soccer/Lacrosse Field [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 10/29 | V Girls Volleyball | Bolton | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/29 | JV Girls Volleyball | Bolton | Home - Windham HS-Callahan Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class M Championship | Away - Wickham Park | 9:15 a.m. | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class SS Championship | Away - Wickham Park | 3:40 p.m. | ||
| Mon., 11/1 | V Girls Volleyball | Montville | Away - Montville HS-Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Tue., 11/2 | V Boys Soccer | Lyman Memorial | Home - Windham HS-Ferrigno Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/5 | V Girls Soccer | Stonington (Scrim.) | Away - Stonington HS-SHS Multi-Purpose Rec. Grass [Directions] | Canceled | Cancelled | |
| Sat., 11/6 | FM Football | Stonington | Away - Stonington HS-SHS Palmer Field (Turf) [Directions] | Postponed | ||
| Pending changes awaiting acceptance by one or more parties involved: Time to 12:00 p.m., Facility to STONINGTON CT - HS-SHS Palmer Field (Turf) | ||||||
| Mon., 11/8 | V Football | Stonington | Home - Windham HS-Ferrigno Field [Directions] | 3:00 p.m. | W 38-6 | |
| Mon., 11/8 | V Girls Soccer | Seymour | Home - Windham HS-Ferrigno Field [Directions] | 7:00 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Wed., 11/10 | V Girls Soccer | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 2:00 p.m. | ||
| Sat., 11/13 | V Football | New London | Away - New London HS- Pat Cannamela Field [Directions] | 6:30 p.m. | L 15-18 | |
| Mon., 11/15 | FM Football | New London | Home - Windham HS-Ferrigno Field [Directions] | 4:30 p.m. | ||
| Sat., 11/20 | V Football | Bacon Academy | Away - Bacon Academy-Football/Soccer Field [Directions] | Forfeit | W Forfeit | |
| Sat., 11/20 | FM Football | Montville | Home - Windham HS-Ferrigno Field [Directions] | Canceled | Cancelled | |
| Mon., 11/22 | JV Football | RHAM | Home - Windham HS-Ferrigno Field [Directions] | 6:00 p.m. | ||
| Tue., 11/23 | V Football | Montville | Away - Montville HS-Montville Turf Field [Directions] | 6:00 p.m. | W 70-26 | |
| Sat., 12/4 | V Girls Basketball | Killingly (Scrim.) | Away - Killingly HS-Gym [Directions] | 11:00 a.m. | Cancelled | |
| Wed., 12/8 | V Boys Basketball | Coventry (Scrim.) | Away - Coventry HS-Hurlock Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 12/8 | V Girls Basketball | Coventry (Scrim.) | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/11 | V Boys Basketball | Hale Ray (Scrim.) | Away - Nathan Hale Ray HS-Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/11 | V Wrestling | Conard, E.O. Smith, Lyman Memorial/Windham Tech (Scrim.) | Home - Windham HS [Directions] | 12:00 p.m. | ||
| Mon., 12/13 | V Girls Basketball | Woodstock Academy | Away - The Woodstock Academy - North Campus-Alumni Field House Main Court [Directions] | 7:00 p.m. | W 54-45 | |
| Mon., 12/13 | JV Girls Basketball | Woodstock Academy | Away - Woodstock Academy North Campus-Alumni Field House Main Court [Directions] | Canceled | Cancelled | |
| Wed., 12/15 | V Wrestling | Putnam | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 12/16 | V Boys Basketball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 6:00 p.m. | L 40-72 | |
| Thu., 12/16 | JV Boys Basketball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | Canceled | Cancelled | |
| Thu., 12/16 | V Girls Basketball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 61-26 | |
| Thu., 12/16 | JV Girls Basketball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/18 | V Boys Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | 12:30 p.m. | L 40-77 | |
| Sat., 12/18 | JV Boys Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | Canceled | Cancelled | |
| Sat., 12/18 | V Boys Indoor Track | Developmental Meet 1 | Away - USCGA-Roland Hall | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Sat., 12/18 | V Wrestling | Lancer invitational | Away - Waterford HS - official -Francis X. Sweeney Field House | 10:00 a.m. | ||
| Sat., 12/18 | V Girls Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | 6:00 p.m. | L 37-46 | |
| Sat., 12/18 | JV Girls Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | Canceled | Cancelled | |
| Tue., 12/21 | V Girls Basketball | Stonington | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 48-41 | |
| Tue., 12/21 | JV Girls Basketball | Stonington | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/23 | V Boys Basketball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | W 76-41 | |
| Thu., 12/23 | JV Boys Basketball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 12/23 | V Boys Indoor Track | Developmental Meet 2 | Away - USCGA-Roland Hall | 1:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Thu., 12/23 | V Wrestling | Haddam-Killingworth | Home - Windham MS-WMS Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 12/23 | V Girls Basketball | Putnam | Away - Putnam HS-Gym [Directions] | 6:00 p.m. | W 87-23 | |
| Thu., 12/23 | V Girls Indoor Track | Developmental Meet 2 | Away - USCGA-Roland Hall | 1:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:30 p.m. | ||||||
| Tue., 12/28 | V Girls Basketball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 74-38 | |
| Tue., 12/28 | JV Girls Basketball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 12/30 | V Boys Basketball | Bacon Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 62-54 | |
| Thu., 12/30 | JV Boys Basketball | Bacon Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/30 | V Boys Indoor Track | Developmental Meet 3 | Away - USCGA-Roland Hall | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Thu., 12/30 | V Wrestling | Bacon Academy, East Lyme/Norwich Tech, Guilford, TBA, Rockville | Home - Windham HS-Callahan Gymnasium [Directions] | 10:00 a.m. | ||
| Thu., 12/30 | V Girls Basketball | Comp Sci | Away - Civic Leadership HS-Gymnasium [Directions] | 3:00 p.m. | W 74-22 | |
| Thu., 12/30 | JV Girls Basketball | Comp Sci | Away - Civic Leadership HS-Gymnasium [Directions] | 1:30 p.m. | ||
| Thu., 12/30 | V Girls Indoor Track | Developmental Meet 3 | Away - USCGA-Roland Hall | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Tue., 1/4 | V Boys Basketball | RHAM | Away - RHAM HS-Gym [Directions] | 6:45 p.m. | L 55-73 | |
| Tue., 1/4 | JV Boys Basketball | RHAM | Away - RHAM HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/4 | V Girls Basketball | Parish Hill | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 87-35 | |
| Tue., 1/4 | JV Girls Basketball | Parish Hill | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 1/5 | V Wrestling | Waterford | Away - Waterford HS - official -Francis X. Sweeney Field House [Directions] | 6:00 p.m. | ||
| Sat., 1/8 | V Wrestling | Casey Yates Memorial Wrestling Tournament | Away - Lyman Memorial HS-Gym | 10:00 a.m. | ||
| Mon., 1/10 | V Girls Basketball | Norwich Free Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | L 34-40 | |
| Mon., 1/10 | JV Girls Basketball | Norwich Free Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/11 | V Boys Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | 7:00 p.m. | L 55-76 | |
| Tue., 1/11 | JV Boys Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/11 | FR Boys Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/12 | V Wrestling | East Lyme/Norwich Tech | Away - East Lyme HS-North Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/12 | V Girls Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | 7:00 p.m. | W 55-30 | |
| Wed., 1/12 | JV Girls Basketball | St. Bernard | Away - St. Bernard School-Powers Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/14 | V Boys Basketball | Killingly | Away - Killingly HS-Gym [Directions] | 7:00 p.m. | L 49-58 | |
| Fri., 1/14 | JV Boys Basketball | Killingly | Away - Killingly HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Montville | Away - Montville HS-Gym [Directions] | 6:00 p.m. | L 39-42 | |
| Fri., 1/14 | JV Girls Basketball | Montville | Away - Montville HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 1/15 | V Boys Basketball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 65-49 | |
| Sat., 1/15 | JV Boys Basketball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 1/15 | V Wrestling | Griswold/Wheeler, Barrington (RI), Chariho (RI), E.O. Smith, Montville, Morgan, TBA, Putnam, Somers, South Kingstown (RI), Stafford, Tollgate (RI) | Away - Griswold HS-GHS Gym | 9:00 a.m. | ||
| Sat., 1/15 | V Wrestling | Hall, Conard, Daniel Hand, East Hartford, Granby Memorial, Greenwich, Haddam-Killingworth, Manchester, TBA, New Britain, Newington, Norwich Free Academy, Ridgefield, Southington, Wethersfield, Windsor | Away - Hall HS-Robinson Gym | 9:30 a.m. | ||
| Mon., 1/17 | V Wrestling | Fitch | Away - Fitch HS-Big Gym [Directions] | 10:00 a.m. | ||
| Mon., 1/17 | V Girls Basketball | Ledyard | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | L 53-63 | |
| Mon., 1/17 | JV Girls Basketball | Ledyard | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/18 | V Boys Basketball | Woodstock Academy | Away - The Woodstock Academy - North Campus-Alumni Field House Main Court [Directions] | 7:00 p.m. | W 43-41 | |
| Tue., 1/18 | JV Boys Basketball | Woodstock Academy | Away - The Woodstock Academy - North Campus-Alumni Field House Main Court [Directions] | 5:30 p.m. | ||
| Wed., 1/19 | V Wrestling | Bacon Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 1/21 | V Boys Basketball | Norwich Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 84-42 | |
| Fri., 1/21 | JV Boys Basketball | Norwich Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Plainfield | Away - Plainfield HS-Gym [Directions] | 6:00 p.m. | L 37-41 | |
| Fri., 1/21 | JV Girls Basketball | Plainfield | Away - Plainfield HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/22 | V Wrestling | Platt, Canton, Nonnewaug, Plainville | Away - Platt HS-Gym [Directions] | 10:00 a.m. | ||
| Tue., 1/25 | V Boys Basketball | Tourtellotte | Away - Tourtellotte Memorial HS-TMHS-Canty Gym [Directions] | 7:00 p.m. | W 75-45 | |
| Tue., 1/25 | JV Boys Basketball | Tourtellotte | Away - Tourtellotte Memorial HS-TMHS-Canty Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 72-30 | |
| Tue., 1/25 | JV Girls Basketball | Wheeler | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/26 | V Wrestling | Ledyard | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 1/27 | V Boys Basketball | Stonington | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | L 73-75 | |
| Thu., 1/27 | JV Boys Basketball | Stonington | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/28 | V Girls Basketball | Griswold | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 60-35 | |
| Fri., 1/28 | JV Girls Basketball | Griswold | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 1/29 | V Wrestling | Newington, Avon, Bacon Academy, Glastonbury, Jonathan Law, TBA, RHAM | Away - Newington HS-Gym | Canceled | Cancelled | |
| Pending changes awaiting acceptance by one or more parties involved: Date to 1/30, Time to 11:30 a.m. | ||||||
| Tue., 2/1 | V Boys Basketball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 77-59 | |
| Tue., 2/1 | JV Boys Basketball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/1 | V Girls Basketball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | 7:00 p.m. | W 70-37 | |
| Tue., 2/1 | JV Girls Basketball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/2 | V Wrestling | Lyman Memorial/Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 2/3 | V Boys Basketball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 90-81(OT) | |
| Thu., 2/3 | JV Boys Basketball | Windham Tech | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 2/5 | V Wrestling | Lancers Duals | Away - Waterford HS - official -Francis X. Sweeney Field House | 10:00 a.m. | ||
| Sun., 2/6 | V Boys Indoor Track | ECC D2 Indoor Championships | Away - St. Bernard School-USCGA | 4:00 p.m. | ||
| Sun., 2/6 | V Girls Indoor Track | ECC D2 Indoor Championships | Away - St. Bernard School-USCGA | 4:00 p.m. | ||
| Mon., 2/7 | V Wrestling | Glastonbury | Home - Windham MS-WMS Gymnasium [Directions] | 6:00 p.m. | ||
| Mon., 2/7 | V Girls Basketball | Tourtellotte | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | W 82-27 | |
| Mon., 2/7 | JV Girls Basketball | Woodstock Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 2/8 | V Boys Basketball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | 7:00 p.m. | W 82-39 | |
| Tue., 2/8 | JV Boys Basketball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/9 | V Wrestling | New London | Home - Windham HS-Callahan Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 2/9 | V Girls Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | 7:00 p.m. | W 59-57 | |
| Wed., 2/9 | JV Girls Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/10 | V Boys Indoor Track | Class M Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Thu., 2/10 | JV Wrestling | Ledyard, TBA, New London, Norwich Free Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 2/10 | V Girls Basketball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 6:00 p.m. | L 36-63 | |
| Thu., 2/10 | JV Girls Basketball | Bacon Academy | Away - Bacon Academy-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/11 | V Boys Basketball | Plainfield | Away - Plainfield HS-Gym [Directions] | 7:00 p.m. | W 66-58 | |
| Fri., 2/11 | JV Boys Basketball | Plainfield | Away - Plainfield HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/12 | V Boys Basketball | Griswold | Home - Windham HS-Callahan Gymnasium [Directions] | 2:30 p.m. | W 71-50 | |
| Sat., 2/12 | JV Boys Basketball | Griswold | Home - Windham HS-Callahan Gymnasium [Directions] | 1:00 p.m. | ||
| Sat., 2/12 | V Girls Basketball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 6:00 p.m. | L 36-50 | |
| Sat., 2/12 | JV Girls Basketball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 2/12 | V Girls Indoor Track | Class S Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Tue., 2/15 | V Boys Basketball | Killingly | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 56-39 | |
| Tue., 2/15 | JV Boys Basketball | Killingly | Home - Windham HS-Callahan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/16 | V Boys Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | 7:00 p.m. | W 64-57 | |
| Wed., 2/16 | JV Boys Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Lyman Memorial | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 2/18 | V Boys Basketball | Lyman Memorial | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | W 69-51 | |
| Fri., 2/18 | JV Boys Basketball | Lyman Memorial | Home - Windham HS-Callahan Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 2/18 | V Wrestling | Class S Championship - Day 1 | Away - Killingly | 3:00 p.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class S Championship - Day 2 | Away - Killingly | 9:00 a.m. | ||
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Tue., 2/22 | V Girls Basketball | Plainfield | Home - Mohegan Sun Arena-Arena [Directions] | 6:00 p.m. | ||
| Thu., 2/24 | V Boys Basketball | Plainfield | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | ||
| Sat., 2/26 | V Boys Basketball | Griswold | Home - Plainfield HS-Gym [Directions] | 11:00 a.m. | ||
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Tue., 3/1 | V Boys Basketball | Waterford | Home - Mohegan Sun Arena-Arena [Directions] | 8:00 p.m. | ||
| Tue., 3/1 | V Girls Basketball | Montville | Home - Windham HS-Callahan Gymnasium [Directions] | 6:30 p.m. | ||
| Tue., 3/8 | V Boys Basketball | Bacon Academy | Home - Windham HS-Callahan Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Stafford | Home - Windham HS-Callahan Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class S Diving Championships | Away - Sheehan | 4:00 p.m. | ||
| Fri., 3/11 | V Boys Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cornerstone Pool | 1:00 p.m. | ||
| Mon., 3/14 | V Boys Basketball | Portland | Home - Windham HS-Callahan Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | CIAC Class S Swimming Championships | Away - Cornerstone Pool | 6:30 p.m. | ||
| Wed., 3/16 | V Boys Basketball | Windsor Locks | Home - East Hartford HS-Gym [Directions] | 6:00 p.m. | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Basketball | SMSA | Away - Mohegan Sun Arena-Arena [Directions] | 10:00 a.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 3:15 p.m. | ||
| Sat., 3/26 | V Baseball | RHAM (Scrim.) | Away - RHAM HS-Baseball Field [Directions] | 10:00 a.m. | ||
| Tue., 3/29 | V Softball | Coventry (Scrim.) | Away - Coventry HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 3/31 | V Baseball | Coventry (Scrim.) | Away - Coventry HS-Baseball Diamond [Directions] | 3:30 p.m. | Cancelled | |
| Thu., 3/31 | V Softball | Coventry (Scrim.) | Away - Coventry HS-Softball Diamond [Directions] | 3:30 p.m. | Cancelled | |
| Sat., 4/2 | V Baseball | Putnam | Away - Putnam Complex, Murphy Park [Directions] | 1:00 p.m. | W 15-9 | |
| Sat., 4/2 | V Softball | Putnam | Home - Windham HS-WHS Softball Field [Directions] | 11:00 a.m. | W 10-0 | |
| Tue., 4/5 | V Baseball | Tourtellotte | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | L 0-11(5) | |
| Tue., 4/5 | V Boys Golf | Plainfield | Home - Windham HS-The Windham Club [Directions] | 3:00 p.m. | Plainfield 213 Windham 261 | |
| Tue., 4/5 | V Boys Outdoor Track | Fitch, New London | Away - Fitch HS-FHS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Fitch, New London | Away - Fitch HS-FHS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/5 | V Softball | Tourtellotte | Away - Tourtellotte Memorial HS-Softball Diamond [Directions] | 4:00 p.m. | W 20-0 | |
| Thu., 4/7 | V Baseball | Windham Tech | Away - Windham HS-WHS Baseball Field [Directions] | 3:15 p.m. | L 1-11 | |
| Thu., 4/7 | V Softball | Ellis Tech | Home - Windham HS-WHS Softball Field [Directions] | 4:00 p.m. | W 16-0 | |
| Fri., 4/8 | V Baseball | Prince Tech-Hartford Public | Away - Hyland Park-Turf Baseball Diamond [Directions] | 3:45 p.m. | W 33-7(5inn) | |
| Fri., 4/8 | V Softball | Windham Tech | Home - Windham HS-WHS Softball Field [Directions] | 4:00 p.m. | W 14-0 | |
| Fri., 4/8 | V Girls Tennis | Killingly | Away - Killingly HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 4/12 | V Baseball | New London | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | L 0-14 | |
| Tue., 4/12 | V Boys Golf | Griswold | Home - Windham HS-The Windham Club [Directions] | 3:00 p.m. | Griswold 2 46 Windham 257 | |
| Tue., 4/12 | V Softball | Griswold | Away - Griswold HS-Softball Diamond [Directions] | 4:00 p.m. | L 17-5 | |
| Tue., 4/12 | V Girls Tennis | East Lyme | Away - East Lyme HS-Tennis Courts [Directions] | 2:30 p.m. | L 0-7 | |
| Wed., 4/13 | V Boys Outdoor Track | Montville, Bacon Academy | Away - Montville HS-Montville Turf Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Wed., 4/13 | V Girls Outdoor Track | Montville, Bacon Academy | Away - Montville HS-Montville Turf Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Thu., 4/14 | V Baseball | Parish Hill | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | W 14-4(5inn) | |
| Thu., 4/14 | V Softball | Parish Hill | Away - Parish Hill HS-Softball Diamond [Directions] | 3:45 p.m. | W 9-3 | |
| Sat., 4/16 | V Baseball | Killingly | Away - Owen Bell Park -Baseball Field [Directions] | 12:00 p.m. | L 3-10 | |
| Sat., 4/16 | JV Baseball | Killingly | Away - Owen Bell Park -Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/16 | V Softball | Montville | Home - Windham HS-WHS Softball Field [Directions] | 11:00 a.m. | L 3-1 | |
| Tue., 4/19 | V Baseball | Stonington | Away - Stonington HS-SHS Baseball Diamond [Directions] | 2:00 p.m. | L 1-11 | |
| Tue., 4/19 | JV Baseball | Stonington | Away - Stonington HS-SHS Baseball Diamond [Directions] | 4:30 p.m. | ||
| Wed., 4/20 | JV Baseball | Windham Tech | Home - Windham HS-WHS Baseball Field [Directions] | 10:00 a.m. | ||
| Wed., 4/20 | V Softball | Stonington | Away - Stonington HS-Softball Diamond [Directions] | 4:00 p.m. | L 8-1 | |
| Thu., 4/21 | V Baseball | Griswold | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | L 2-5 | |
| Thu., 4/21 | V Softball | Lyman Memorial | Away - Lyman Memorial HS-Softball Diamond [Directions] | 4:00 p.m. | L 3-2 | |
| Sat., 4/23 | V Baseball | Plainfield | Home - Windham HS-WHS Baseball Field [Directions] | 11:00 a.m. | L 10-13 | |
| Sat., 4/23 | V Softball | Plainfield | Away - Plainfield HS Athletic Upper Complex-Softball Field [Directions] | 12:00 p.m. | W 14-4 | |
| Mon., 4/25 | JV Baseball | Coventry | Away - Coventry HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 4/25 | V Softball | New London | Away - New London HS-Bates Woods Park, Softball Diamond [Directions] | 4:00 p.m. | W 3-2 | |
| Mon., 4/25 | V Girls Tennis | Montville | Away - Camp Oakdale-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 4/27 | JV Baseball | Putnam | Away - Putnam HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Boys Outdoor Track | Stonington, Grasso Tech | Away - Stonington HS-SHS Palmer Field (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 4/27 | V Girls Outdoor Track | Stonington, Grasso Tech | Away - Stonington HS-SHS Palmer Field (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 4/27 | V Girls Tennis | Ledyard | Away - Ledyard HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-6 | |
| Thu., 4/28 | V Boys Golf | Tourtellotte | Away - Tourtellotte Memorial HS-Thompson Raceway Golf Course [Directions] | 3:00 p.m. | Tourellotte 228 Windham 268 | |
| Thu., 4/28 | V Girls Tennis | Lyman Memorial | Home - Windham HS-WHS Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 4/29 | V Boys Golf | Wheeler | Away - Wheeler HS-Stonington Country Club [Directions] | 3:15 p.m. | Wheeler 205 Windham 256 | |
| Sat., 4/30 | V Baseball | Hale Ray | Home - Windham HS-WHS Baseball Field [Directions] | 10:00 a.m. | L 3-8 | |
| Mon., 5/2 | V Baseball | Bolton | Away - Bolton HS-BHS Baseball Field [Directions] | 3:45 p.m. | W 10-7 | |
| Mon., 5/2 | V Girls Tennis | St. Bernard | Away - St. Bernard School-Tennis Courts [Directions] | 3:45 p.m. | L 0-6 | |
| Tue., 5/3 | V Softball | Bacon Academy | Home - Windham HS-WHS Softball Field [Directions] | 4:00 p.m. | W 8-3 | |
| Wed., 5/4 | V Boys Outdoor Track | Parish Hill, Griswold | Away - Griswold HS-GHS Track [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Girls Outdoor Track | Parish Hill, Griswold | Away - Griswold HS-GHS Track [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | JV Baseball | Putnam | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | V Boys Golf | Plainfield | Away - Foster Country Club [Directions] | 2:30 p.m. | Plainfield 209 Windham 270 | |
| Thu., 5/5 | V Girls Tennis | Lyman Memorial | Home - Windham HS-WHS Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 5/7 | V Baseball | Killingly | Home - Windham HS-WHS Baseball Field [Directions] | 3:00 p.m. | L 2-5 | |
| Sat., 5/7 | JV Baseball | Killingly | Home - Windham HS-WHS Baseball Field [Directions] | Postponed | ||
| Sat., 5/7 | JV Softball | Montville | Away - Montville HS-Softball Diamond 2 [Directions] | Canceled | Cancelled | |
| Mon., 5/9 | JV Baseball | Coventry | Away - Coventry HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 5/9 | V Girls Tennis | St. Bernard | Home - Windham HS-WHS Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/10 | V Baseball | Stonington | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | L 4-9 | |
| Tue., 5/10 | V Softball | Stonington | Home - Windham HS-WHS Softball Field [Directions] | 4:00 p.m. | L 4-13 | |
| Wed., 5/11 | V Boys Outdoor Track | Plainfield | Away - Plainfield HS-Lower Campus/Football Field/Track [Directions] | 2:30 p.m. | ||
| Wed., 5/11 | V Girls Outdoor Track | Plainfield | Away - Plainfield HS-Lower Campus/Football Field/Track [Directions] | 2:30 p.m. | ||
| Wed., 5/11 | V Girls Tennis | Montville | Home - Windham HS-WHS Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 5/12 | V Baseball | Griswold | Away - Griswold HS-Baseball Diamond [Directions] | 3:45 p.m. | L 7-14 | |
| Thu., 5/12 | V Boys Golf | Griswold | Away - River Ridge Golf Course [Directions] | 2:30 p.m. | Griswold 249 Windham 262 | |
| Thu., 5/12 | V Softball | Lyman Memorial | Home - Windham HS-WHS Softball Field [Directions] | 4:00 p.m. | L 1-3 | |
| Sat., 5/14 | V Baseball | Plainfield | Away - Plainfield HS Athletic Upper Complex-Varsity Baseball Field [Directions] | 12:00 p.m. | L 3-13 | |
| Sat., 5/14 | V Softball | Plainfield | Home - Windham HS-WHS Softball Field [Directions] | 11:00 a.m. | L 2-10 | |
| Mon., 5/16 | JV Baseball | Bacon Academy | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Girls Tennis | Fitch | Away - Fitch HS-Main Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/17 | V Baseball | Putnam | Home - Windham HS-WHS Baseball Field [Directions] | 4:00 p.m. | W 5-4 | |
| Tue., 5/17 | V Boys Golf | Montville | Home - Windham HS-The Windham Club [Directions] | 3:00 p.m. | Montville 182 Windham 237 | |
| Tue., 5/17 | V Boys Outdoor Track | Ledyard, Tourtellotte | Away - Ledyard HS-Ledyard High School Track [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | Ledyard, Tourtellotte | Away - Ledyard HS-Ledyard High School Track [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Softball | Putnam | Away - Owen Tarr Field Putnam Varsity [Directions] | 6:30 p.m. | W 1-0 | |
| Wed., 5/18 | V Softball | Wheeler | Home - Windham HS-WHS Softball Field [Directions] | 2:30 p.m. | L 1-4 | |
| Wed., 5/18 | V Girls Tennis | Woodstock Academy | Home - Windham HS-Bentley Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Thu., 5/19 | V Baseball | Tourtellotte | Away - Tourtellotte Memorial HS-Baseball Diamond [Directions] | 4:00 p.m. | L 7-12 | |
| Thu., 5/19 | V Softball | Tourtellotte | Home - Windham HS-WHS Softball Field [Directions] | 3:00 p.m. | W 6-4 | |
| Thu., 5/19 | V Softball | New London | Home - Windham HS-WHS Softball Field [Directions] | 5:00 p.m. | W 6-3 | |
| Sat., 5/21 | V Baseball | Ellis Tech | Away - Ellis R V Tech School-Baseball Diamond [Directions] | 10:45 a.m. | W 6-2 | |
| Sat., 5/21 | V Softball | Montville | Away - Montville HS-Softball Diamond [Directions] | 10:00 a.m. | L 0-11 | |
| Mon., 5/23 | V Baseball | Wheeler | Away - Wheeler HS-Baseball Diamond [Directions] | 3:00 p.m. | W 5-2 | |
| Mon., 5/23 | V Boys Outdoor Track | Plainfield, Griswold, Montville, TBA, Putnam, St. Bernard, Stonington, Tourtellotte | Away - Plainfield HS-Lower Campus/Football Field/Track | 2:30 p.m. | ||
| Mon., 5/23 | V Boys Outdoor Track | Plainfield, Griswold, Lyman Memorial, Montville, Putnam, St. Bernard, Stonington, Tourtellotte | Away - Plainfield HS-Lower Campus/Football Field/Track | 2:30 p.m. | ||
| Mon., 5/23 | V Girls Outdoor Track | Plainfield, Griswold, Lyman Memorial, Montville, Putnam, St. Bernard, Stonington, Tourtellotte | Away - Plainfield HS-Lower Campus/Football Field/Track | 2:30 p.m. | ||
| Tue., 5/24 | V Boys Golf | Woodstock Academy | Home - Windham HS-The Windham Club [Directions] | 3:00 p.m. | Woodstock 183 Windham 235 | |
| Tue., 5/24 | V Softball | Lyman Memorial | Away - Lyman Memorial HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/31 | V Softball | Tolland | Away - Tolland HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 6/1 | V Boys Golf | Montville | Away - Norwich Golf Course [Directions] | 3:00 p.m. | Montville 179 Windham 250 | |
| Wed., 6/1 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 6/2 | V Boys Golf | ECC Golf Championship | Away - Shennecossett Golf Course | 12:30 p.m. | ||
| Thu., 6/2 | V Boys Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Mon., 6/6 | V Boys Golf | CIAC Division II Spring Championship | Away - Tallwood CC | 7:30 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Tue., 6/7 | V Girls Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | V Girls Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Boys Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Girls Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Boys Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Girls Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Sat., 6/11 | V Boys Golf | CIAC State Open | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||