| Windsor 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 630 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 9/8 | FR Football | Avon | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/8 | V Boys Soccer | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 9/8 | JV Boys Soccer | Hartford Public | Away - Hartford Public HS-JV-Field [Directions] | Canceled | Cancelled | |
| Thu., 9/8 | V Field Hockey | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 4:15 p.m. | L 6-0 | |
| Thu., 9/8 | JV Field Hockey | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 5:45 p.m. | ||
| Thu., 9/8 | V Girls Volleyball | New Britain | Away - New Britain HS-Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Thu., 9/8 | JV Girls Volleyball | New Britain | Away - New Britain HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/8 | FR Girls Volleyball | New Britain | Away - New Britain 2nd gym [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 9/9 | V Football | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | L 20-21 | |
| Fri., 9/9 | V Girls Swimming and Diving | Norwich Free Academy | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | Win | |
| Sat., 9/10 | V Boys Cross Country | 41st Stratton Brook Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 9/10 | JV Football | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | V Girls Cross Country | 41st Stratton Brook Invitational | Away - Not Listed | 10:00 a.m. | ||
| Mon., 9/12 | V Field Hockey | Mercy | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 9/12 | JV Field Hockey | Mercy | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Mon., 9/12 | V Girls Volleyball | Plainville | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/12 | JV Girls Volleyball | Plainville | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Tue., 9/13 | V Boys Soccer | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 9/13 | JV Boys Soccer | Wethersfield | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Girls Soccer | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 6:00 p.m. | L 1-6 | |
| Tue., 9/13 | JV Girls Soccer | Wethersfield | Away - Silas Deane MS-Soccer Field [Directions] | Canceled | Cancelled | |
| Tue., 9/13 | V Girls Swimming and Diving | Maloney/Platt | Away - Maloney HS-Pool [Directions] | 3:45 p.m. | WIN Wind 92 Mal 87 | |
| Wed., 9/14 | V Girls Volleyball | Rockville | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Wed., 9/14 | JV Girls Volleyball | Rockville | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | W 2-0 | |
| Wed., 9/14 | FR Girls Volleyball | Rockville | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:30 p.m. | L 0-2 | |
| Thu., 9/15 | FR Football | New Britain | Away - Veteran's Stadium-Willow Brook Park-Football Field [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | V Field Hockey | Conard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-8 | |
| Thu., 9/15 | JV Field Hockey | Conard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Fri., 9/16 | V Football | New Britain | Away - Veteran's Stadium-Willow Brook Park-Football Field [Directions] | 6:30 p.m. | W 26-6 | |
| Fri., 9/16 | V Boys Soccer | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 9/16 | JV Boys Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/16 | V Field Hockey | Sheehan | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | L 0-1 | |
| Fri., 9/16 | JV Field Hockey | Sheehan | Home - Windsor HS-WHS Grass Field [Directions] | 5:00 p.m. | ||
| Fri., 9/16 | V Girls Soccer | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 9/16 | JV Girls Soccer | Enfield | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Fri., 9/16 | V Girls Volleyball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/16 | JV Girls Volleyball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 5:00 p.m. | W 2-1 | |
| Sat., 9/17 | JV Football | New Britain | Away - Veteran's Stadium-Willow Brook Park-Football Field [Directions] | 10:00 a.m. | ||
| Mon., 9/19 | V Boys Soccer | Tolland | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 1-3 | |
| Mon., 9/19 | JV Boys Soccer | Tolland | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 9/19 | V Girls Volleyball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Mon., 9/19 | JV Girls Volleyball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | L 0-2 | |
| Mon., 9/19 | FR Girls Volleyball | Wethersfield | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:30 p.m. | L 1-2 | |
| Tue., 9/20 | V Boys Cross Country | Wethersfield | Away - Wethersfield Cove Park [Directions] | 3:45 p.m. | Weth 15 Wind 45 | |
| Tue., 9/20 | V Girls Cross Country | Wethersfield | Away - Wethersfield Cove Park [Directions] | 3:45 p.m. | Wind 20 Weth 37 | |
| Tue., 9/20 | FR Field Hockey | Southington | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Girls Soccer | Conard | Away - Conard HS-McKee Stadium [Directions] | 3:45 p.m. | W 1-0 | |
| Tue., 9/20 | JV Girls Soccer | Conard | Away - Conard HS-North Field [Directions] | Canceled | Cancelled | |
| Tue., 9/20 | V Girls Swimming and Diving | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | Win Windsor 91 EC 90 | |
| Tue., 9/20 | V Girls Volleyball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 9/20 | JV Girls Volleyball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | W 2-0 | |
| Thu., 9/22 | FR Football | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/22 | V Boys Soccer | New Britain | Away - Veteran's Stadium-Willow Brook Park [Directions] | 7:00 p.m. | W 0-1 | |
| Thu., 9/22 | JV Boys Soccer | New Britain | Away - New Britain HS-Soccer Field [Directions] | Postponed | ||
| Thu., 9/22 | V Girls Soccer | New Britain | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 9/22 | JV Girls Soccer | New Britain | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Thu., 9/22 | V Girls Volleyball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 9/22 | JV Girls Volleyball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | L 0-2 | |
| Thu., 9/22 | FR Girls Volleyball | New Britain | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:30 p.m. | L 0-2 | |
| Fri., 9/23 | V Football | Shelton | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | L 21-22 | |
| Fri., 9/23 | V Girls Swimming and Diving | East Hartford | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | Win Windsor 80 EH 86 | |
| Sat., 9/24 | V Boys Cross Country | 10th Winding Trails Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 9/24 | JV Football | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/24 | V Girls Cross Country | 10th Winding Trails Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 9/24 | V Field Hockey | Norwich Free Academy | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 11:00 a.m. | W 1-0 | |
| Sat., 9/24 | JV Field Hockey | Norwich Free Academy | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 9/26 | V Girls Volleyball | Suffield | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | L 1-3 | |
| Mon., 9/26 | JV Girls Volleyball | Suffield | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-1 | |
| Mon., 9/26 | FR Girls Volleyball | Suffield | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Tue., 9/27 | V Boys Cross Country | Hartford Public, Rocky Hill | Away - Elizabeth Park-Cross Country Course [Directions] | 3:45 p.m. | HPHS 50 Wind 15 WIND 50 RHHS 15 | |
| Tue., 9/27 | V Boys Soccer | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 9/27 | JV Boys Soccer | Rocky Hill | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Hartford Public, Rocky Hill | Away - Elizabeth Park-Cross Country Course [Directions] | 3:45 p.m. | Wind 15 HPHS 50 Wind 18 RHHS 41 | |
| Tue., 9/27 | V Field Hockey | Simsbury | Away - Holden Field-Turf [Directions] | 3:45 p.m. | L 0-6 | |
| Tue., 9/27 | JV Field Hockey | Simsbury | Away - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | JV Girls Soccer | Rocky Hill | Away - Rocky Hill HS-Auxiliary 1 [Directions] | Canceled | Cancelled | |
| Wed., 9/28 | V Girls Swimming and Diving | Farmington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | Loss Windsor 84 Farmington 96 | |
| Wed., 9/28 | V Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 9/28 | JV Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/29 | V Football | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | W 26-14 | |
| Thu., 9/29 | V Field Hockey | Avon | Away - Avon HS-Turf Field [Directions] | 3:45 p.m. | L 1-7 | |
| Thu., 9/29 | JV Field Hockey | Avon | Away - Avon HS-Grass-Field Hockey Field [Directions] | Postponed | ||
| Fri., 9/30 | V Boys Cross Country | Harry Geraghty XC Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 9/30 | FR Football | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Fri., 9/30 | V Boys Soccer | Bristol Eastern | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/30 | JV Boys Soccer | Bristol Eastern | Away - Bristol Eastern HS-JV Field [Directions] | 3:45 p.m. | ||
| Fri., 9/30 | V Girls Cross Country | Harry Geraghty XC Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 9/30 | V Girls Soccer | Hartford Public | Away - Hartford Public HS-Soccer Field [Directions] | 3:30 p.m. | W 12-2 | |
| Fri., 9/30 | V Girls Volleyball | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/30 | JV Girls Volleyball | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | W 2-0 | |
| Sat., 10/1 | JV Football | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/3 | V Boys Cross Country | New Britain, Newington | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | Wind 33 NB 23 Wind 42 New 19 | |
| Mon., 10/3 | V Girls Cross Country | New Britain, Newington | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | Wind 18 NB 43 Wind 24 New 31 | |
| Mon., 10/3 | V Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 10/3 | JV Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 5:15 p.m. | ||
| Mon., 10/3 | V Girls Soccer | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 9-0 | |
| Tue., 10/4 | V Boys Soccer | RHAM | Away - RHAM HS-Varsity Field [Directions] | 4:00 p.m. | T 3-3 | |
| Tue., 10/4 | JV Boys Soccer | RHAM | Away - RHAM HS-Veterans Field [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Girls Soccer | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 10/4 | V Girls Swimming and Diving | Manchester/Bacon/Bolton/Coventry/Rockville | Away - Manchester HS-Pool [Directions] | 4:00 p.m. | Win Windsor 80 Manchester 61 | |
| Tue., 10/4 | V Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:30 p.m. | W 3-1 | |
| Tue., 10/4 | JV Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 4:30 p.m. | W 2-1 | |
| Tue., 10/4 | FR Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym B [Directions] | 4:30 p.m. | L 2-0 | |
| Wed., 10/5 | V Field Hockey | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 10/6 | FR Football | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Thu., 10/6 | V Boys Soccer | New Britain | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | T 2-2 | |
| Thu., 10/6 | JV Boys Soccer | New Britain | Home - Windsor HS-Sage Park MS Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Girls Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/6 | JV Girls Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 5:00 p.m. | ||
| Thu., 10/6 | FR Girls Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 10/7 | V Football | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 6:00 p.m. | W 49-0 | |
| Fri., 10/7 | V Field Hockey | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 3:45 p.m. | L 0-5 | |
| Fri., 10/7 | JV Field Hockey | Southington | Away - Southington HS-2 Field Hockey/Boys Lacrosse [Directions] | 5:15 p.m. | ||
| Fri., 10/7 | V Girls Soccer | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 10/7 | JV Girls Soccer | Rocky Hill | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Sat., 10/8 | V Boys Cross Country | 38th Wickham Park Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 10/8 | JV Football | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/8 | V Girls Cross Country | 38th Wickham Park Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 10/8 | V Girls Volleyball | Haddam-Killingworth | Home - Windsor HS-WHS Main Gym [Directions] | 12:00 p.m. | L 1-3 | |
| Sat., 10/8 | JV Girls Volleyball | Haddam-Killingworth | Home - Windsor HS-WHS Main Gym [Directions] | 11:00 a.m. | ||
| Tue., 10/11 | V Boys Cross Country | Bloomfield | Away - Bloomfield HS-Cross Country Course [Directions] | 3:45 p.m. | Bloom 28 Wind 27 | |
| Tue., 10/11 | V Boys Soccer | Plainville | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/11 | JV Boys Soccer | Plainville | Home - Windsor HS-Sage Park MS Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Bloomfield | Away - Bloomfield HS-Cross Country Course [Directions] | 3:45 p.m. | Bloom 36 Wind 21 | |
| Tue., 10/11 | V Field Hockey | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 0-5 | |
| Tue., 10/11 | JV Field Hockey | Newington | Home - Windsor HS-WHS Grass Field [Directions] | Postponed | ||
| Wed., 10/12 | V Girls Soccer | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 2-0 | |
| Wed., 10/12 | JV Girls Soccer | Bristol Central | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Wed., 10/12 | V Girls Swimming and Diving | Bulkeley/HMTCA/Weaver | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | Win Windsor 76 Bulkeley 60 | |
| Wed., 10/12 | V Girls Volleyball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Wed., 10/12 | JV Girls Volleyball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/12 | FR Girls Volleyball | Berlin | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:30 p.m. | L 2-1 | |
| Thu., 10/13 | FR Football | East Hartford | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/13 | V Boys Soccer | Simsbury | Away - Holden Field-Turf [Directions] | 3:45 p.m. | L 5-2 | |
| Thu., 10/13 | JV Boys Soccer | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/14 | V Boys Soccer | Aerospace | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 3-1 | |
| Fri., 10/14 | V Girls Soccer | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 4-1 | |
| Fri., 10/14 | JV Girls Soccer | Avon | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Fri., 10/14 | V Girls Swimming and Diving | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | WIN Windsor 88 RH 81 | |
| Fri., 10/14 | V Girls Volleyball | Ellington | Away - Ellington HS-Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/14 | JV Girls Volleyball | Ellington | Away - Ellington HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 10/14 | FR Girls Volleyball | Ellington | Away - Ellington HS-Gym [Directions] | 3:45 p.m. | W 2-1 | |
| Mon., 10/17 | V Girls Soccer | New Britain | Away - Veteran's Stadium-Willow Brook Park [Directions] | 3:45 p.m. | W 2-0 | |
| Mon., 10/17 | JV Girls Soccer | New Britain | Away - New Britain HS-Soccer Field [Directions] | Canceled | Cancelled | |
| Mon., 10/17 | V Girls Volleyball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 10/17 | JV Girls Volleyball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/17 | FR Girls Volleyball | Newington | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:30 p.m. | L 2-0 | |
| Tue., 10/18 | V Boys Cross Country | CCC Cross Country Championships | Away - Windsor HS | 10:00 a.m. | ||
| Tue., 10/18 | V Girls Cross Country | CCC Cross Country Championships | Away - TBA | 10:00 a.m. | ||
| Tue., 10/18 | V Field Hockey | Farmington | Away - Farmington HS-Turf Field [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 10/18 | JV Field Hockey | Farmington | Away - Farmington HS-Turf Field [Directions] | 5:15 p.m. | ||
| Tue., 10/18 | V Girls Swimming and Diving | Wethersfield | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | LOSS Windsor 85 Weth 96 | |
| Wed., 10/19 | V Girls Volleyball | Manchester | Away - Manchester HS-Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 10/19 | JV Girls Volleyball | Manchester | Away - Manchester HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/19 | FR Girls Volleyball | Manchester | Away - Manchester HS-Gym [Directions] | 4:30 p.m. | W 2-1 | |
| Thu., 10/20 | FR Football | VGW Techs | Away - Vinal Tech-Football Field [Directions] | 3:45 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 1-2 | |
| Thu., 10/20 | JV Boys Soccer | Newington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 10/21 | V Football | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 6:30 p.m. | L 20-27 | |
| Fri., 10/21 | V Girls Soccer | Newington | Away - Newington HS-Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 10/21 | JV Girls Soccer | Newington | Away - Newington HS-Fields in front of the VA Hospital next to NHS [Directions] | Canceled | Cancelled | |
| Fri., 10/21 | V Girls Swimming and Diving | Middletown | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/21 | V Girls Volleyball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/21 | JV Girls Volleyball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 10/21 | FR Girls Volleyball | Hall | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 2-0 | |
| Sat., 10/22 | JV Football | Southington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Soccer | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 5:30 p.m. | L 1-0 | |
| Mon., 10/24 | JV Boys Soccer | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | Canceled | Cancelled | |
| Mon., 10/24 | V Girls Volleyball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/25 | V Boys Cross Country | Freshmen Meet | Away - Not Listed | 4:00 p.m. | ||
| Tue., 10/25 | V Girls Cross Country | Freshmen Meet | Away - Not Listed | 4:00 p.m. | ||
| Tue., 10/25 | V Field Hockey | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 10/25 | JV Field Hockey | E.O. Smith | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 10/25 | V Girls Soccer | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 6:00 p.m. | T 4-4 | |
| Tue., 10/25 | JV Girls Soccer | Middletown | Away - Middletown HS-MHS Stadium [Directions] | Canceled | Cancelled | |
| Tue., 10/25 | V Girls Swimming and Diving | Enfield | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | V Girls Soccer | Rockville | Away - Rockville HS-Stadium Field [Directions] | 6:30 p.m. | T 0-0 | |
| Wed., 10/26 | JV Girls Soccer | Rockville | Away - Rockville HS-Lower Field [Directions] | Canceled | Cancelled | |
| Wed., 10/26 | V Girls Volleyball | Suffield | Away - Suffield HS [Directions] | 6:30 p.m. | L 0-3 | |
| Thu., 10/27 | FR Football | Notre Dame-West Haven | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 10/27 | V Boys Soccer | Conard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 10/27 | JV Boys Soccer | Conard | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 10/27 | V Field Hockey | Stafford | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 0-2 | |
| Thu., 10/27 | JV Girls Volleyball | Suffield | Away - Suffield HS [Directions] | 5:00 p.m. | ||
| Thu., 10/27 | FR Girls Volleyball | Suffield | Away - Suffield HS [Directions] | 3:45 p.m. | ||
| Fri., 10/28 | V Football | Manchester | Away - Memorial Field @ MHS [Directions] | 6:00 p.m. | W 38-20 | |
| Fri., 10/28 | V Field Hockey | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 10/28 | JV Field Hockey | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Fri., 10/28 | JV Girls Soccer | Manchester | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Fri., 10/28 | V Girls Swimming and Diving | Suffield | Home - Windsor HS-WHS Pool [Directions] | 6:00 p.m. | ||
| Sat., 10/29 | JV Football | Manchester | Away - Memorial Field @ MHS [Directions] | 10:00 a.m. | ||
| Mon., 10/31 | V Girls Soccer | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | T 1-1 | |
| Tue., 11/1 | V Boys Soccer | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | W 0-3 | |
| Tue., 11/1 | V Field Hockey | Lewis Mills | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-2 | |
| Tue., 11/1 | JV Field Hockey | Lewis Mills | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Tue., 11/1 | V Girls Soccer | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 8-0 | |
| Wed., 11/2 | JV Boys Soccer | Rockville | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 11/3 | FR Football | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Fri., 11/4 | V Football | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 47-14 | |
| Sat., 11/5 | JV Football | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Wed., 11/9 | FR Football | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Thu., 11/10 | V Football | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 44-0 | |
| Sat., 11/12 | JV Football | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Sat., 11/19 | V Football | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 1:00 p.m. | L 12-16 | |
| Wed., 12/7 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 7:20 p.m. | W 2-1 | |
| Fri., 12/9 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Simsbury - ISCC-Olympic [Directions] | 6:30 p.m. | W 9-1 | |
| Sat., 12/10 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:20 p.m. | W 6-4 | |
| Tue., 12/13 | V Girls Basketball | Newington | Home - Windsor HS-Gym [Directions] | 6:45 p.m. | W 42-31 | |
| Tue., 12/13 | JV Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/13 | FR Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 12/14 | V Boys Ice Hockey | Simsbury | Away - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 4-5 | |
| Wed., 12/14 | V Wrestling | Platt | Away - Platt HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/14 | V Girls Ice Hockey | Simsbury | Home - Simsbury - ISCC-Olympic [Directions] | 6:45 p.m. | W 6-2 | |
| Thu., 12/15 | V Boys Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Thu., 12/15 | V Girls Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 12/16 | V Boys Basketball | Conard | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 63-49 | |
| Fri., 12/16 | JV Boys Basketball | Conard | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/16 | FR Boys Basketball | Conard | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/16 | V Boys Swimming and Diving | Bulkeley Relays @ Cornerstone Pool (Diving 3:30, Swimming 5:45) | Away - Cornerstone Aquatics Center-Pool | 5:30 p.m. | ||
| Fri., 12/16 | V Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 6:45 p.m. | W 48-45(OT) | |
| Fri., 12/16 | JV Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 5:15 p.m. | ||
| Fri., 12/16 | FR Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 3:45 p.m. | ||
| Fri., 12/16 | JV Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 8:40 p.m. | L 1-0 | |
| Sat., 12/17 | V Boys Basketball | Bloomfield | Away - Trinity College-GHPA Classic / At Trinity College [Directions] | 8:00 p.m. | W 81-74 | |
| Sat., 12/17 | V Boys Indoor Track | Hillhouse Invitational Meet | Away - Not Listed-Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 12/17 | V Girls Ice Hockey | Hamden Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 2-0 | |
| Sat., 12/17 | V Girls Indoor Track | Hillhouse Invitational Meet | Away - Not Listed-Floyd Little Athletic Center | 10:00 a.m. | ||
| Tue., 12/20 | V Boys Basketball | RHAM | Away - RHAM HS-Gym [Directions] | 6:45 p.m. | W 73-60 | |
| Tue., 12/20 | JV Boys Basketball | RHAM | Away - RHAM HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | FR Boys Basketball | RHAM | Away - RHAM HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Middletown | Away - Middletown HS-MHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 12/20 | V Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 6:45 p.m. | W 50-43 | |
| Tue., 12/20 | JV Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 12/20 | FR Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | JV Girls Ice Hockey | Avon | Away - Newington-Red Rink [Directions] | 4:30 p.m. | L 6-5 | |
| Wed., 12/21 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena-Ice Rink [Directions] | 3:20 p.m. | L 2-4 | |
| Wed., 12/21 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 4:05 p.m. | L 4-1 | |
| Thu., 12/22 | V Boys Basketball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 6:45 p.m. | W 109-51 | |
| Thu., 12/22 | JV Boys Basketball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | FR Boys Basketball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | Canceled | Cancelled | |
| Thu., 12/22 | V Boys Swimming and Diving | Plainville Boys Swimming | Away - Plainville HS-Pool [Directions] | 4:00 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 73-10 | |
| Fri., 12/23 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 4:50 p.m. | Cancelled | |
| Tue., 12/27 | V Boys Basketball | Classical (RI) | Home - Mohegan Sun Arena-Arena [Directions] | 2:00 p.m. | W 58-56 | |
| Wed., 12/28 | V Boys Basketball | Wilbur Cross | Away - Floyd Little Athletic Center-Field House [Directions] | 6:30 p.m. | W 69-66 | |
| Thu., 12/29 | V Boys Ice Hockey | East Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 1:30 p.m. | W 2-1 | |
| Thu., 12/29 | V Girls Basketball | Enfield | Away - Enfield HS [Directions] | 6:30 p.m. | L 48-50 | |
| Thu., 12/29 | JV Girls Basketball | Enfield | Away - Enfield HS [Directions] | 5:00 p.m. | ||
| Fri., 12/30 | V Boys Indoor Track | Armory Holiday Classic | Away - Not Listed-The Armory, NYC, New York | 9:00 a.m. | ||
| Fri., 12/30 | V Girls Indoor Track | Armory Holiday Classic | Away - Not Listed-The Armory, NYC, New York | 9:00 a.m. | ||
| Sat., 12/31 | V Boys Ice Hockey | North Haven | Home - Avon Old Farms-Jennings Rink [Directions] | 11:00 a.m. | L 1-3 | |
| Tue., 1/3 | V Boys Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 90-53 | |
| Tue., 1/3 | JV Boys Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/3 | V Boys Ice Hockey | North Branford | Away - Northford-Red [Directions] | 3:00 p.m. | L 1-3 | |
| Tue., 1/3 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:45 p.m. | W 53-42 | |
| Tue., 1/3 | JV Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 3:45 p.m. | ||
| Wed., 1/4 | V Wrestling | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/4 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 8:10 p.m. | L 5-1 | |
| Thu., 1/5 | V Boys Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Thu., 1/5 | V Girls Basketball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:45 p.m. | W 54-43 | |
| Thu., 1/5 | JV Girls Basketball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 5:15 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 3:45 p.m. | ||
| Thu., 1/5 | V Girls Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Fri., 1/6 | V Boys Basketball | East Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 42-49 | |
| Fri., 1/6 | JV Boys Basketball | East Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | East Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Hall | Away - Cornerstone Aquatics Center-Pool [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | V Girls Ice Hockey | New Canaan | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | L 7-1 | |
| Sat., 1/7 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:30 a.m. | ||
| Sat., 1/7 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | W 10-2 | |
| Sun., 1/8 | V Boys Indoor Track | Pre-Nationals Tune Up | Away - Not Listed-Boston MA | 9:00 a.m. | ||
| Sun., 1/8 | V Girls Indoor Track | Pre-Nationals Tune Up | Away - Not Listed-Boston MA | 9:00 a.m. | ||
| Mon., 1/9 | V Boys Swimming and Diving | Farmington | Away - Miss Porter's School-Pool [Directions] | 7:30 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:00 p.m. | L 47-50 | |
| Mon., 1/9 | JV Girls Basketball | Staples | Away - Staples HS-Staples Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/10 | V Boys Basketball | Bristol Central | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 100-47 | |
| Tue., 1/10 | JV Boys Basketball | Bristol Central | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/10 | FR Boys Basketball | Bristol Central | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Boys Ice Hockey | Glastonbury | Away - Koeppel Community Sports Center - Trinity College-Albert Creighton Williams '64 Rink [Directions] | 7:30 p.m. | W 5-3 | |
| Wed., 1/11 | V Boys Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Wed., 1/11 | V Wrestling | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/11 | V Girls Basketball | Simsbury | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 33-50 | |
| Wed., 1/11 | JV Girls Basketball | Simsbury | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Girls Basketball | Simsbury | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Girls Ice Hockey | Avon | Home - Simsbury - ISCC-Olympic [Directions] | 8:30 p.m. | L 5-0 | |
| Wed., 1/11 | V Girls Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Thu., 1/12 | V Boys Basketball | Springfield Central (MA) | Away - Springfield College-Gym 1 | 7:30 p.m. | W 70-50 | |
| Thu., 1/12 | V Girls Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 57-26 | |
| Thu., 1/12 | JV Girls Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/12 | FR Girls Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 6:45 p.m. | W 63-54 | |
| Fri., 1/13 | JV Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Boys Indoor Track | Hillhouse Varsity Night Meet | Away - Not Listed-Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 1/13 | V Boys Swimming and Diving | Simsbury | Home - Windsor HS-WHS Pool [Directions] | 5:00 p.m. | ||
| Fri., 1/13 | JV Girls Ice Hockey | Avon | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | L 2-1 | |
| Fri., 1/13 | V Girls Indoor Track | Hillhouse Varsity Night Meet | Away - Not Listed-Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 1/14 | V Boys Ice Hockey | East Catholic | Away - Cromwell-Lower Rink [Directions] | 7:30 p.m. | T 3-3 | |
| Sat., 1/14 | V Boys Indoor Track | Hillhouse Varsity Night Meet | Away - Not Listed-Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 1/14 | V Wrestling | Greater Hartford Open | Away - Hall HS-Robinson Gym | 9:00 a.m. | ||
| Sat., 1/14 | V Girls Ice Hockey | Masuk Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | W 5-1 | |
| Sat., 1/14 | V Girls Indoor Track | Hillhouse Varsity Night Meet | Away - Not Listed-Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 1/16 | V Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | L 88-92 | |
| Mon., 1/16 | V Boys Ice Hockey | Northwest Catholic | Away - Simsbury - ISCC-NHL [Directions] | 4:00 p.m. | W 2-1(OT) | |
| Mon., 1/16 | JV Wrestling | Enfield, Agawam (MA), Branford, Bristol Central, East Hartford, Glastonbury, Maloney, TBA, TBA, TBA, TBA, New Britain, Platt, Simsbury, St. Joseph, Stratford | Away - Enfield HS-EHS GYM - MAIN | 9:00 a.m. | ||
| Mon., 1/16 | V Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 11:30 a.m. | W 60-52 | |
| Tue., 1/17 | JV Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/17 | FR Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/17 | V Boys Swimming and Diving | Berlin | Away - Platt HS-Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/18 | V Boys Ice Hockey | Wethersfield | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 1-2 | |
| Wed., 1/18 | V Boys Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 1/19 | ||||||
| Wed., 1/18 | V Wrestling | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/18 | V Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 6:00 p.m. | L 37-67 | |
| Wed., 1/18 | JV Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 4:15 p.m. | ||
| Wed., 1/18 | V Girls Ice Hockey | Hall/Conard | Home - Simsbury - ISCC-Olympic [Directions] | 6:45 p.m. | W 3-1 | |
| Wed., 1/18 | V Girls Indoor Track | GHS Home Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 1/19 | ||||||
| Fri., 1/20 | V Boys Indoor Track | U.S. Army Officials Hall of Fame Invitational | Away - Not Listed-The Armory, NYC, New York | 5:00 p.m. | ||
| Fri., 1/20 | V Boys Swimming and Diving | Hartford Public | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 6:45 p.m. | L 54-58 | |
| Fri., 1/20 | JV Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | FR Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 6:00 p.m. | W 8-0 | |
| Fri., 1/20 | V Girls Indoor Track | U.S. Army Officials Hall of Fame Invitational | Away - Not Listed-The Armory, NYC, New York | 5:00 p.m. | ||
| Sat., 1/21 | V Boys Ice Hockey | Daniel Hand | Away - Northford-Red [Directions] | 5:00 p.m. | W 6-2 | |
| Sat., 1/21 | V Wrestling | Granby Duals | Away - Granby Memorial HS-K.L. King Gymnasium | 9:30 a.m. | ||
| Sat., 1/21 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 3-2 | |
| Sun., 1/22 | V Girls Ice Hockey | Longmeadow (MA) | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:20 p.m. | L 6-2 | |
| Tue., 1/24 | V Boys Basketball | Middletown | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 85-63 | |
| Tue., 1/24 | JV Boys Basketball | Middletown | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/24 | FR Boys Basketball | Middletown | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/26 | V Wrestling | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/27 | V Boys Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 87-38 | |
| Fri., 1/27 | JV Boys Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Boys Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/27 | V Boys Swimming and Diving | East Hartford | Away - East Hartford HS-Pool [Directions] | 3:45 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 6:45 p.m. | W 54-33 | |
| Fri., 1/27 | JV Girls Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Girls Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 3:45 p.m. | ||
| Sat., 1/28 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | 7:30 p.m. | W 3-2 | |
| Sat., 1/28 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 2:30 p.m. | W 5-4 | |
| Mon., 1/30 | V Boys Basketball | Farmington | Away - Farmington HS-Arena [Directions] | 6:45 p.m. | L 63-59 | |
| Mon., 1/30 | JV Boys Basketball | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Mon., 1/30 | V Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 55-44 | |
| Mon., 1/30 | JV Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/31 | V Boys Swimming and Diving | Manchester/RHAM | Away - Manchester HS-Pool [Directions] | 3:45 p.m. | ||
| Tue., 1/31 | V Wrestling | RHAM | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/1 | V Boys Ice Hockey | Northwest Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 4-3 | |
| Wed., 2/1 | V Wrestling | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:00 p.m. | ||
| Wed., 2/1 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 2-1 | |
| Fri., 2/3 | V Wrestling | CCC, Avon, Berlin, Bristol Central, Bristol Eastern, Conard, E.O. Smith, East Hartford, Enfield, Farmington, Glastonbury, Maloney, Manchester, Middletown, TBA, New Britain, Newington, Platt, Plainville, RHAM, Rocky Hill, Simsbury, South Windsor, Southingt | Away - Glastonbury HS-Gym | 5:00 p.m. | ||
| Fri., 2/3 | V Girls Basketball | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 42-54 | |
| Fri., 2/3 | JV Girls Basketball | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | FR Girls Basketball | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/3 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | 6:00 p.m. | W 10-1 | |
| Sat., 2/4 | V Boys Basketball | Ridgefield | Home - Windsor HS-WHS Main Gym [Directions] | 7:00 p.m. | L 71-45 | |
| Sat., 2/4 | JV Boys Basketball | Ridgefield | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/4 | FR Boys Basketball | Ridgefield | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/4 | V Boys Ice Hockey | Glastonbury | Home - Avon Old Farms-Jennings Rink [Directions] | 2:00 p.m. | W 4-3 | |
| Sat., 2/4 | V Wrestling | CCC, Avon, Berlin, Bristol Central, Bristol Eastern, Conard, E.O. Smith, East Hartford, Enfield, Farmington, Glastonbury, Maloney, Manchester, Middletown, TBA, New Britain, Newington, Platt, Plainville, RHAM, Rocky Hill, Simsbury, South Windsor, Southingt | Away - Glastonbury HS-Gym | 10:00 a.m. | ||
| Sat., 2/4 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | W 5-0 | |
| Mon., 2/6 | V Boys Indoor Track | Last Chance State Qualifier | Away - Not Listed-Floyd Little Athletic Center | 4:30 p.m. | ||
| Mon., 2/6 | V Girls Ice Hockey | Pope Francis (MA) | Away - Mass Mutual Center-Rink | 6:50 p.m. | L 4-1 | |
| Mon., 2/6 | V Girls Indoor Track | Last Chance State Qualifier | Away - Not Listed-Floyd Little Athletic Center | 4:30 p.m. | ||
| Tue., 2/7 | V Boys Swimming and Diving | Enfield/Ellington/Suffield | Away - Windsor Locks HS-Pool- No diving [Directions] | 4:00 p.m. | ||
| Tue., 2/7 | V Girls Basketball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 73-35 | |
| Tue., 2/7 | JV Girls Basketball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/7 | FR Girls Basketball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/7 | V Girls Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 4:55 p.m. | L 4-3 | |
| Wed., 2/8 | V Boys Ice Hockey | South Windsor | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 1-5 | |
| Wed., 2/8 | V Wrestling | Bloomfield Weaver, Gilbert/Torrington | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/8 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | L 5-2 | |
| Fri., 2/10 | V Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 70-50 | |
| Fri., 2/10 | JV Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/10 | FR Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/10 | V Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 6:45 p.m. | L 51-68 | |
| Fri., 2/10 | JV Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 5:15 p.m. | ||
| Fri., 2/10 | FR Girls Basketball | Newington | Away - Newington HS-Gym [Directions] | 3:45 p.m. | ||
| Sat., 2/11 | V Boys Ice Hockey | Cheshire | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 5-4 | |
| Sat., 2/11 | JV Girls Ice Hockey | East Catholic Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:20 p.m. | L 6-0 | |
| Mon., 2/13 | V Girls Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 65-18 | |
| Mon., 2/13 | JV Girls Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/14 | V Boys Basketball | Manchester | Away - Manchester HS-Gym [Directions] | 6:30 p.m. | W 71-55 | |
| Tue., 2/14 | JV Boys Basketball | Manchester | Away - Manchester HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 2/14 | FR Boys Basketball | Manchester | Away - Manchester HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Granby Memorial | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 2/14 | V Girls Basketball | East Hartford | Away - East Hartford HS-Main Gym [Directions] | 6:45 p.m. | W 37-28 | |
| Tue., 2/14 | JV Girls Basketball | East Hartford | Away - East Hartford HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/14 | FR Girls Basketball | East Hartford | Away - East Hartford HS-Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Sheehan | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 4-0 | |
| Wed., 2/15 | V Girls Ice Hockey | Avon | Away - Newington-Red Rink [Directions] | 5:00 p.m. | L 5-1 | |
| Fri., 2/17 | JV Boys Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | Postponed | ||
| Fri., 2/17 | FR Boys Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | Postponed | ||
| Fri., 2/17 | V Boys Swimming and Diving | Glastonbury | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/17 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | ||
| Sat., 2/18 | V Boys Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 11:00 a.m. | L 77-99 | |
| Sat., 2/18 | V Boys Ice Hockey | Branford | Away - Northford-Red [Directions] | 5:00 p.m. | L 0-4 | |
| Sat., 2/18 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 6:00 p.m. | W 7-2 | |
| Mon., 2/20 | V Boys Basketball | St. Bernard | Away - Fitch HS-Main Gym [Directions] | 2:00 p.m. | L 47-56 | |
| Mon., 2/20 | V Boys Ice Hockey | Wethersfield | Away - Newington-Blue Rink [Directions] | 3:00 p.m. | L 1-2 | |
| Mon., 2/20 | JV Wrestling | Simsbury, Amity, Avon, Berlin, Bloomfield, Bristol Central, Bristol Eastern, Conard, Danbury, East Hartford, Enfield, Fairfield Warde, Farmington, Glastonbury, Guilford, Foran, Maloney, Manchester, Middletown, TBA, New Britain, New Fairfield, New Milford, | Away - Simsbury HS-Gym 2 | 9:30 a.m. | ||
| Tue., 2/21 | JV Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/21 | FR Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/21 | V Boys Swimming and Diving | East Catholic | Home - Windsor HS-WHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 2/24 | V Boys Swimming and Diving | South Windsor | Away - Star Hill Pool-Pool [Directions] | 3:45 p.m. | ||
| Sat., 2/25 | V Boys Ice Hockey | Lyman Hall | Home - Avon Old Farms-Jennings Rink [Directions] | 7:00 p.m. | W 5-2 | |
| Mon., 2/27 | V Boys Ice Hockey | Simsbury | Home - Avon Old Farms-Jennings Rink [Directions] | 7:15 p.m. | L 3-7 | |
| Mon., 2/27 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-White [Directions] | 3:30 p.m. | W 7-6 | |
| Wed., 3/1 | V Boys Swimming and Diving | CCC Diving | Away - Glastonbury HS-Pool | 3:45 p.m. | ||
| Thu., 3/2 | V Boys Swimming and Diving | CCC Swimming | Away - Glastonbury HS-Pool | 4:15 p.m. | ||
| Fri., 3/3 | Unified Sports Basketball | Norwich Free Academy | Home - Windsor HS [Directions] | 2:30 p.m. | ||
| Fri., 3/3 | Unified Sports Basketball | Simsbury | Home - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | ||
| Fri., 3/24 | V Softball | East Hartford | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 4/1 | V Boys Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 11:00 a.m. | L 1-3 | |
| Sat., 4/1 | JV Boys Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 10:00 a.m. | ||
| Mon., 4/3 | V Baseball | East Hartford | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 7-4 | |
| Mon., 4/3 | V Boys Lacrosse | Cromwell | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 11-6 | |
| Mon., 4/3 | V Girls Tennis | Bloomfield | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/4 | JV Baseball | East Hartford | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Boys Golf | Plainville | Away - Hawks Landing County Club [Directions] | 3:00 p.m. | ||
| Tue., 4/4 | V Boys Outdoor Track | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Boys Volleyball | Maloney | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 4/4 | JV Boys Volleyball | Maloney | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Girls Outdoor Track | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Softball | Bloomfield | Away - Bloomfield HS-Softball Diamond [Directions] | 3:45 p.m. | W 24-7 | |
| Wed., 4/5 | V Baseball | RHAM | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 12-2 | |
| Wed., 4/5 | JV Baseball | RHAM | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS-JV Soccer/Lacrosse Field [Directions] | 4:00 p.m. | L 16-0 | |
| Wed., 4/5 | V Softball | South Windsor | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | W 16-2 | |
| Thu., 4/6 | V Baseball | Hartford Public | Away - Hartford Public HS-Baseball Diamond [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 4/6 | V Boys Volleyball | Norwich Free Academy | Away - Norwich Free Academy-Alumni Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Thu., 4/6 | JV Boys Volleyball | Norwich Free Academy | Away - Norwich Free Academy-Alumni Gym [Directions] | 4:00 p.m. | ||
| Thu., 4/6 | V Girls Tennis | Bristol Eastern | Away - Bristol Eastern HS-Tennis Court [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 4/8 | V Softball | Daniel Hand | Away - Polson MS, Madison-DHHS SB Turf [Directions] | 11:00 a.m. | W 7-3 | |
| Sat., 4/8 | JV Softball | Daniel Hand | Away - Polson MS, Madison-Green Hill Softball Diamond- Grass [Directions] | Canceled | Cancelled | |
| Mon., 4/10 | V Baseball | All Saints Academy (FL) | Home - Northeast Regional Park [Directions] | 6:00 p.m. | W 12-2 | |
| Mon., 4/10 | JV Baseball | Farmington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/10 | V Softball | Hartford Public | Home - Windsor HS [Directions] | 10:00 a.m. | W 22-3 | |
| Tue., 4/11 | V Boys Outdoor Track | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/11 | V Girls Outdoor Track | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Wed., 4/12 | V Baseball | Wethersfield | Away - Northeast Regional Park [Directions] | 11:15 a.m. | W 8-6 | |
| Thu., 4/13 | JV Baseball | Wethersfield | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/13 | V Boys Lacrosse | Suffield-Windsor Locks | Away - Suffield HS-Ted Beneski Turf Field [Directions] | 5:00 p.m. | L 18-6 | |
| Fri., 4/14 | V Baseball | Notre Dame-Portsmouth (OH) | Away - Northeast Regional Park | 11:15 a.m. | W 10-1 | |
| Sat., 4/15 | V Boys Lacrosse | Ellington | Away - Ellington HS-Main Field [Directions] | 10:00 a.m. | L 19-6 | |
| Sat., 4/15 | V Softball | Wethersfield | Away - Wethersfield HS-Softball Diamond on Cottone Field [Directions] | 11:00 a.m. | W 14-1 | |
| Sat., 4/15 | JV Softball | Wethersfield | Away - Wethersfield HS-Softball Diamond on Cottone Field [Directions] | 1:00 p.m. | ||
| Mon., 4/17 | V Boys Lacrosse | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | W 15-7 | |
| Mon., 4/17 | V Boys Volleyball | Comp Sci | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 4/17 | JV Boys Volleyball | Comp Sci | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Softball | Southington | Away - Southington HS-1 Softball Varsity Field [Directions] | 4:30 p.m. | L 1-10 | |
| Mon., 4/17 | JV Softball | Southington | Away - Southington HS-9 Softball JV Field [Directions] | 4:30 p.m. | ||
| Tue., 4/18 | V Baseball | Southington | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:15 p.m. | L 14-8 | |
| Tue., 4/18 | JV Baseball | Southington | Home - Windsor HS-JV Baseball Field [Directions] | 3:15 p.m. | ||
| Tue., 4/18 | V Boys Golf | Platt | Away - Hunter Golf Club [Directions] | 3:00 p.m. | ||
| Tue., 4/18 | V Boys Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Tue., 4/18 | V Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | L 3-15 | |
| Tue., 4/18 | JV Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | ||
| Tue., 4/18 | V Girls Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Tue., 4/18 | V Girls Tennis | Northwest Catholic | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/19 | V Baseball | Newington | Away - Newington HS-Alumni Field [Directions] | 3:45 p.m. | L 19-2 | |
| Wed., 4/19 | V Boys Volleyball | HMTCA | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 4/19 | JV Boys Volleyball | HMTCA | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | V Softball | Berlin | Home - Windsor HS [Directions] | 3:45 p.m. | W 2-0 | |
| Wed., 4/19 | JV Softball | Berlin | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/19 | V Girls Tennis | Platt | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/20 | JV Baseball | Newington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/20 | V Boys Golf | Bristol Eastern | Away - Bristol Eastern HS-Chippanee Golf Club [Directions] | 3:00 p.m. | ||
| Thu., 4/20 | V Boys Lacrosse | Tolland | Away - Tolland HS-Stadium [Directions] | 4:00 p.m. | L 16-5 | |
| Thu., 4/20 | V Girls Lacrosse | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 0-16 | |
| Thu., 4/20 | JV Girls Lacrosse | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Fri., 4/21 | V Boys Volleyball | AAE-International | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 4/21 | JV Boys Volleyball | AAE-International | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/21 | V Softball | Simsbury | Away - Simsbury Memorial Park [Directions] | 4:15 p.m. | W 18-4 | |
| Fri., 4/21 | JV Softball | Simsbury | Away - Simsbury Memorial Park [Directions] | Postponed | ||
| Fri., 4/21 | V Girls Tennis | Prince Tech | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 4/24 | V Baseball | New Britain | Away - Beehive Field-Baseball Diamond [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 4/24 | V Boys Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | 3:45 p.m. | L 7-3 | |
| Mon., 4/24 | V Girls Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | 4:00 p.m. | L 2-13 | |
| Mon., 4/24 | JV Girls Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | 5:15 p.m. | ||
| Mon., 4/24 | V Softball | New Britain | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | W 12-0 | |
| Mon., 4/24 | JV Softball | New Britain | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/24 | V Girls Tennis | South Windsor | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/25 | JV Baseball | New Britain | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Boys Golf | Maloney | Away - Hunter Golf Club [Directions] | 3:00 p.m. | ||
| Tue., 4/25 | V Girls Lacrosse | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 4:15 p.m. | L 3-18 | |
| Tue., 4/25 | JV Girls Lacrosse | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 5:45 p.m. | ||
| Wed., 4/26 | V Baseball | Rocky Hill | Away - Griswold MS-Rocky Hill-Baseball Diamond [Directions] | 3:45 p.m. | L 12-2 | |
| Wed., 4/26 | V Boys Volleyball | Norwich Tech | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 4/26 | JV Boys Volleyball | Norwich Tech | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Girls Lacrosse | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 3-14 | |
| Wed., 4/26 | JV Girls Lacrosse | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Wed., 4/26 | V Softball | Rocky Hill | Away - Rocky Hill HS-Softball Diamond [Directions] | 4:00 p.m. | W 6-1 | |
| Wed., 4/26 | JV Softball | Rocky Hill | Away - Elm Ridge Park / Vincino Field-Vincino Field [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Girls Tennis | Southington | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/27 | JV Baseball | Rocky Hill | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Boys Golf | Middletown | Away - Lyman Orchards [Directions] | 3:00 p.m. | ||
| Thu., 4/27 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 3:45 p.m. | L 16-3 | |
| Fri., 4/28 | V Baseball | Hall | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | L 6-5 | |
| Fri., 4/28 | JV Baseball | Hall | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/28 | V Boys Volleyball | Lewis Mills | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 4/28 | JV Boys Volleyball | Lewis Mills | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Girls Lacrosse | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | L 1-8 | |
| Fri., 4/28 | JV Girls Lacrosse | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | ||
| Fri., 4/28 | V Softball | RHAM | Home - Windsor HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 4/28 | JV Softball | RHAM | Home - Windsor HS-WHS JV Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Girls Tennis | New Britain | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Sat., 4/29 | JV Softball | Coginchaug | Home - Windsor HS-WHS Varsity Softball Field [Directions] | Canceled | Cancelled | |
| Sat., 4/29 | JV Softball | Enfield, Newington | Home - Windsor HS-WHS JV Softball Field [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:45 a.m. | ||||||
| Sat., 4/29 | JV Softball | Enfield | Home - Windsor HS-WHS Varsity Softball Field [Directions] | Canceled | Cancelled | |
| Sat., 4/29 | JV Softball | Coginchaug, Newington | Home - Windsor HS-WHS JV Softball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/1 | V Baseball | Maloney | Away - Ceppa Field-Baseball Diamond [Directions] | 3:45 p.m. | L 12-2 | |
| Mon., 5/1 | V Boys Golf | Bristol Central | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Mon., 5/1 | V Boys Lacrosse | Norwich Tech-Windham Tech | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 7-6(OT) | |
| Mon., 5/1 | V Softball | Manchester | Away - Manchester HS-Varsity Softball Diamond [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 5/1 | JV Softball | Manchester | Away - Charter Oak Park [Directions] | 3:45 p.m. | ||
| Mon., 5/1 | V Girls Tennis | Rocky Hill | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/2 | JV Baseball | Maloney | Home - Windsor HS-JV Baseball Field [Directions] | Postponed | ||
| Tue., 5/2 | V Boys Outdoor Track | New Britain | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Boys Volleyball | Maloney | Away - Maloney HS-Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 5/2 | JV Boys Volleyball | Maloney | Away - Maloney HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Girls Lacrosse | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 3:45 p.m. | L 1-19 | |
| Tue., 5/2 | JV Girls Lacrosse | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 5:15 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | New Britain | Home - Windsor HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 3:45 p.m. | ||
| Wed., 5/3 | V Baseball | Glastonbury | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 5/3 | JV Baseball | Glastonbury | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/3 | V Boys Volleyball | Rockville | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Wed., 5/3 | JV Boys Volleyball | Rockville | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Softball | Enfield | Home - Windsor HS [Directions] | 6:00 p.m. | L 2-5 | |
| Wed., 5/3 | JV Softball | Enfield | Home - Windsor HS-WHS JV Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Girls Tennis | Bloomfield | Away - Carmen Arace-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 5/4 | V Boys Golf | Plainville | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/4 | V Boys Lacrosse | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 11-2 | |
| Thu., 5/4 | V Girls Lacrosse | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | L 2-15 | |
| Thu., 5/4 | JV Girls Lacrosse | E.O. Smith | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Fri., 5/5 | V Baseball | Wethersfield | Away - Wethersfield HS-Esposito Field [Directions] | 3:45 p.m. | W 6-4 | |
| Fri., 5/5 | JV Baseball | Wethersfield | Away - Samuel B. Webb Elementary School-Webb Field [Directions] | 3:45 p.m. | ||
| Fri., 5/5 | V Boys Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Boys Volleyball | Innovation | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 5/5 | JV Boys Volleyball | Innovation | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/5 | V Girls Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | 4:30 p.m. | L 1-13 | |
| Fri., 5/5 | JV Girls Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | Canceled | Cancelled | |
| Fri., 5/5 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Softball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 5:00 p.m. | W 15-12 | |
| Fri., 5/5 | V Girls Tennis | Plainville | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/6 | V Boys Lacrosse | Somers | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | L 15-2 | |
| Sat., 5/6 | V Boys Outdoor Track | Middletown VARSITY Track Invitational | Away - Middletown HS-MHS Stadium | 12:00 p.m. | ||
| Sat., 5/6 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 5/6 | JV Softball | Coginchaug | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 10:45 a.m. | ||
| Sat., 5/6 | JV Softball | Enfield, Simsbury | Home - Windsor HS-WHS JV Softball Field [Directions] | 10:45 a.m. | ||
| Sat., 5/6 | JV Softball | Simsbury | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 9:00 a.m. | ||
| Sat., 5/6 | JV Softball | Coginchaug, Enfield | Home - Windsor HS-WHS JV Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 5/8 | V Baseball | Manchester | Away - Mt. Nebo Park-Baseball Diamond [Directions] | 6:00 p.m. | L 2-0 | |
| Mon., 5/8 | V Boys Lacrosse | Berlin | Away - Sage Park Berlin-Scalise Field [Directions] | 6:00 p.m. | L 16-3 | |
| Mon., 5/8 | V Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 6:00 p.m. | L 5-17 | |
| Mon., 5/8 | JV Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 4:30 p.m. | ||
| Mon., 5/8 | V Softball | Hall | Home - Windsor HS [Directions] | 6:00 p.m. | W 13-1 | |
| Mon., 5/8 | JV Softball | Hall | Home - Windsor HS-WHS JV Softball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Girls Tennis | Lewis Mills | Away - Lewis Mills HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/9 | JV Baseball | Manchester | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Boys Golf | Bristol Central | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 3:00 p.m. | ||
| Tue., 5/9 | V Boys Outdoor Track | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Boys Volleyball | Putnam | Away - Putnam HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 5/9 | JV Boys Volleyball | Putnam | Away - Putnam HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Lacrosse | Berlin | Away - Sage Park Berlin-Scalise Field [Directions] | 6:00 p.m. | L 2-16 | |
| Tue., 5/9 | JV Girls Lacrosse | Berlin | Away - Sage Park Berlin-Scalise Field [Directions] | 4:30 p.m. | ||
| Tue., 5/9 | V Girls Outdoor Track | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Girls Tennis | E.O. Smith | Away - E.O. Smith HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 5/10 | V Boys Volleyball | Putnam | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Wed., 5/10 | V Softball | Ellington | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 5/10 | V Girls Tennis | East Granby | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/11 | V Baseball | Newington | Away - Dunkin' Park (Hartford, CT)-Yard Goats [Directions] | 6:30 p.m. | W 5-3 | |
| Thu., 5/11 | V Boys Golf | Platt | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/11 | V Boys Volleyball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 5/11 | JV Boys Volleyball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Girls Lacrosse | Bristol Eastern | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 7:00 p.m. | L 0-16 | |
| Thu., 5/11 | V Softball | Newington | Away - Newington HS-Softball Diamond [Directions] | 4:00 p.m. | W 11-3 | |
| Thu., 5/11 | JV Softball | Newington | Away - Newington HS-Softball Diamond 2 [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Girls Tennis | Newington | Away - Newington HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 5/12 | JV Baseball | Newington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/12 | V Boys Lacrosse | Norwich Tech-Windham Tech | Away - Norwich Technical HS-NTHS Outdoor Athletic Complex [Directions] | 4:00 p.m. | W 7-5 | |
| Fri., 5/12 | V Boys Volleyball | HMTCA | Away - Hartford Magnet Trinity College Academy-Learning Corridor [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 5/12 | JV Boys Volleyball | HMTCA | Away - Hartford Magnet Trinity College Academy-Learning Corridor [Directions] | 4:00 p.m. | ||
| Fri., 5/12 | JV Girls Lacrosse | Bristol Eastern | Away - Bristol Eastern HS-King St. Field [Directions] | Canceled | Cancelled | |
| Mon., 5/15 | V Baseball | East Hartford | Away - McKenna Field-Baseball Diamond [Directions] | 6:00 p.m. | W 11-1 | |
| Mon., 5/15 | V Boys Lacrosse | Maloney-Platt | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 6-11 | |
| Mon., 5/15 | V Boys Volleyball | Norwich Free Academy | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Mon., 5/15 | JV Boys Volleyball | Norwich Free Academy | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Girls Lacrosse | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 2-14 | |
| Mon., 5/15 | V Softball | Glastonbury | Away - Glastonbury HS-Field 10 [Directions] | 3:45 p.m. | W 6-3 | |
| Mon., 5/15 | JV Softball | Glastonbury | Away - Glastonbury HS-Field 9 [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | JV Baseball | East Hartford | Away - McAuliffe Park [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | V Boys Golf | Bristol Eastern | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/16 | V Boys Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | V Boys Volleyball | AAE-International | Away - Academy of International Studies-Gym 1 [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 5/16 | JV Boys Volleyball | AAE-International | Away - Academy of International Studies-Gym 1 [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | JV Girls Lacrosse | Newington | Home - Windsor HS-WHS Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Baseball | Berlin | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | L 19-9 | |
| Wed., 5/17 | JV Baseball | Berlin | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Boys Lacrosse | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 3:45 p.m. | L 12-13 | |
| Wed., 5/17 | V Girls Lacrosse | Middletown/Coginchaug | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 3-15 | |
| Wed., 5/17 | JV Girls Lacrosse | Middletown/Coginchaug | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/17 | V Softball | Bristol Central | Home - Windsor HS [Directions] | 6:00 p.m. | L 3-4 | |
| Wed., 5/17 | JV Softball | Bristol Central | Home - Windsor HS-WHS JV Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/17 | V Girls Tennis | Wethersfield | Away - Wethersfield HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/18 | V Boys Golf | Maloney | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/18 | V Boys Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 6:00 p.m. | L 3-18 | |
| Thu., 5/18 | V Girls Lacrosse | Tolland | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 2-14 | |
| Thu., 5/18 | JV Girls Lacrosse | Tolland | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Fri., 5/19 | JV Baseball | East Catholic | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/19 | V Softball | Cromwell | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:00 p.m. | L 0-2 | |
| Mon., 5/22 | V Baseball | East Granby | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:15 p.m. | L 4-5 | |
| Mon., 5/22 | JV Baseball | Tolland | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/22 | JV Baseball | East Granby | Home - Windsor HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/22 | V Girls Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | 5:15 p.m. | L 7-22 | |
| Mon., 5/22 | JV Girls Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | 3:45 p.m. | ||
| Mon., 5/22 | V Girls Tennis | Middletown | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/23 | V Baseball | East Catholic | Away - East Catholic HS-Penders Field [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/23 | V Boys Golf | Middletown | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/23 | V Boys Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 5/23 | JV Boys Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 5/23 | V Girls Tennis | Conard | Away - Wolcott Park-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/24 | V Baseball | Tolland | Home - Dunkin' Park (Hartford, CT)-Yard Goats [Directions] | 3:30 p.m. | W 11-10 | |
| Thu., 5/25 | JV Baseball | Rockville | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||