| Windsor 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 237 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/24 | V Football | Glastonbury (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Mon., 8/29 | V Football | East Hartford, Stratford (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Tue., 8/30 | V Boys Soccer | Enfield (Scrim.) | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 6:00 p.m. | ||
| Tue., 8/30 | V Field Hockey | Wethersfield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 8/30 | JV Field Hockey | Wethersfield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Wed., 8/31 | V Girls Soccer | Northwest Catholic (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:30 p.m. | ||
| Thu., 9/1 | V Football | Cheshire (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | ||
| Mon., 9/5 | V Boys Soccer | South Windsor (Scrim.) | Away - South Windsor HS-SWHS Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 9/5 | JV Boys Soccer | South Windsor (Scrim.) | Away - Nevers Road Park-Nevers Road Park JV Soccer Field [Directions] | Canceled | Cancelled | |
| Tue., 9/6 | V Girls Volleyball | South Windsor (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 4:30 p.m. | ||
| 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 Boys Cross Country | Central Connecticut Conference Championship | Away - [CIAC] Wickham Park | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wickham Park | ||||||
| Tue., 10/18 | V Girls Cross Country | CCC Cross Country Championships | Away - TBA | 10:00 a.m. | ||
| Tue., 10/18 | V Girls Cross Country | Central Connecticut Conference Championship | Away - [CIAC] Wickham Park | 3:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wickham Park | ||||||
| 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 Boys Cross Country | CCC Freshman Invitational | Away - Hall HS-Stadium (Track) | 4:30 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 | V Boys Cross Country | CIAC Class MM Championship | Away - Wickham Park | 3:50 p.m. | ||
| Sat., 10/29 | JV Football | Manchester | Away - Memorial Field @ MHS [Directions] | 10:00 a.m. | ||
| Sat., 10/29 | V Girls Cross Country | CIAC Class MM Championship | Away - Wickham Park | 3:15 p.m. | ||
| Sat., 10/29 | V Girls Volleyball | Conard | Away - Conard HS-Main Gym [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 | V Boys Soccer | Rockville | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| 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. | ||
| Thu., 11/3 | V Girls Volleyball | Tolland (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 11/4 | V Boys Cross Country | CIAC State Open | Away - Not Listed | 10:00 a.m. | ||
| Fri., 11/4 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/4 | V Football | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 47-14 | |
| Fri., 11/4 | V Girls Cross Country | CIAC State Open | Away - Not Listed | 10:00 a.m. | ||
| Fri., 11/4 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/4 | V Girls Swimming and Diving | Wethersfield, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 3:30 p.m. | ||
| Fri., 11/4 | V Girls Swimming and Diving | Wethersfield, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 6:00 p.m. | ||
| Sat., 11/5 | JV Football | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 11/7 | V Boys Soccer | Notre Dame-West Haven | Away - Veterans Memorial Park (West Haven, CT)-Field [Directions] | 3:45 p.m. | ||
| Tue., 11/8 | V Girls Soccer | Woodstock Academy | Away - The Woodstock Academy - Charles Bentley Athletic C-Bentley Turf [Directions] | 2:00 p.m. | ||
| Tue., 11/8 | V Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS-Gym [Directions] | 6:00 p.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 | |
| Thu., 11/10 | V Girls Swimming and Diving | CIAC Class M Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Fri., 11/11 | V Girls Swimming and Diving | CIAC Class M Trials | Away - SCSU | 6:00 p.m. | ||
| Sat., 11/12 | JV Football | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 11/14 | V Girls Swimming and Diving | CIAC Class M Final | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/17 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 11/19 | V Football | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 1:00 p.m. | L 12-16 | |
| Sun., 11/20 | V Girls Swimming and Diving | CIAC State Open Swimming Championship | Away - Yale | 2:00 p.m. | ||