| Windham 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 445 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Griswold | Away - Griswold Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Ellis Tech | Away - Ellis Tech Baseball Field [Directions] | TBA | 3:00pm | |
| TBA | FR Boys Basketball | Killingly | Away - New Killingly HS [Directions] | Cancelled | 3:00pm | |
| TBA | V Girls Gymnastics | East Lyme/Waterford/St Bernard | Away - ABC Gymnastics [Directions] | TBA | ||
| Wed., 8/24 | V Football | Valley Regional/Old Lyme (Scrim.) | Home - WHS Ferrigno Field [Directions] | 3:00 p.m. | ||
| Sat., 8/27 | V Football | RHAM (Scrim.) | Away [Directions] | TBA | 8:00am | Drop/Pick |
| Fri., 9/2 | V Football | Putnam (Scrim.) | Home - WHS Ferrigno Field [Directions] | 6:00 p.m. | ||
| Fri., 9/2 | V Girls Volleyball | Windham Tech (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | W 3-1 | ||
| Fri., 9/2 | JV Girls Volleyball | Windham Tech (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/6 | V Boys Soccer | East Catholic (Scrim.) | Home - WHS Ferrigno Field [Directions] | TBA | ||
| Fri., 9/9 | V Football | Waterford | Away - Alumni Turf Field [Directions] | L 20-27 | 4:00pm | |
| Fri., 9/9 | V Girls Volleyball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | L 1-3 | ||
| Fri., 9/9 | JV Girls Volleyball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/10 | V Boys Cross Country | Haddad XC Invite | Home - Windham HS [Directions] | 9:00 a.m. | ||
| Sat., 9/10 | JV Football | Waterford | Away - Alumni Turf Field [Directions] | L 48-6 | 12:00pm | |
| Sat., 9/10 | V Boys Soccer | Waterford | Away - Alumni Turf Field [Directions] | L 1-2 | 12:30pm | |
| Sat., 9/10 | V Girls Cross Country | Haddad XC Invite | Home - Windham HS [Directions] | 9:00 a.m. | ||
| Mon., 9/12 | V Boys Soccer | Ledyard | Away - Blonders Park [Directions] | W 4-3 | 4:15pm | |
| Mon., 9/12 | JV Boys Soccer | East Lyme | Away - ELHS Soccer Field [Directions] | 4:00 pm | 3:00pm | |
| Mon., 9/12 | V Girls Volleyball | Killingly | Away - New Killingly HS [Directions] | L 0-3 | 3:00pm | |
| Mon., 9/12 | JV Girls Volleyball | Killingly | Away - New Killingly HS [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Tue., 9/13 | V Boys Cross Country | Griswold, Wheeler | Away - Hopeville State Park [Directions] | 4:30 p.m. | 3:00pm | |
| Tue., 9/13 | V Girls Cross Country | Griswold, Wheeler | Away - Hopeville State Park [Directions] | 4:30 p.m. | Travel w/ Boys XC | |
| Tue., 9/13 | V Girls Soccer | Windham Tech | Away - WHS Ferrigno Field [Directions] | W 3-0 | ||
| Wed., 9/14 | V Girls Soccer | International/AAE | Home - WHS Ferrigno Field [Directions] | L 0-1 | ||
| Wed., 9/14 | V Girls Volleyball | Prince Tech | Away - Prince Tech Gymnasium [Directions] | W 3-0 | 3:00pm | |
| Wed., 9/14 | JV Girls Volleyball | Prince Tech | Away - Prince Tech Gymnasium [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Thu., 9/15 | JV Football | Bacon Academy | Home - WHS Ferrigno Field [Directions] | W 14-0 | ||
| Thu., 9/15 | JV Boys Soccer | Ledyard | Away - HS Soccer/Lacrosse Field [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 9/16 | V Boys Soccer | St. Bernard | Away - Varsity Soccer Field [Directions] | W 2-0 | 3:00pm | |
| Fri., 9/16 | JV Boys Soccer | Bacon Academy | Home - WHS Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/16 | V Girls Volleyball | Bacon Academy | Home - WHS Callaghan Gymnasium [Directions] | L 1-3 | ||
| Fri., 9/16 | JV Girls Volleyball | Bacon Academy | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/17 | V Boys Cross Country | Stratton Brook Invite- Simsbury | Away | TBA | TBA | Drop/Pick |
| Sat., 9/17 | V Football | Bacon Academy | Away - Football/ Soccer Field [Directions] | W 29-14 | 9:30am | |
| Sat., 9/17 | V Girls Cross Country | Stratton Brook Invite | Away | TBA | Travel w/ Boys XC | |
| Sat., 9/17 | V Girls Soccer | St. Bernard | Home - WHS Ferrigno Field [Directions] | L 0-7 | ||
| Mon., 9/19 | V Girls Volleyball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Mon., 9/19 | JV Girls Volleyball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Plainfield | Home - Windham HS [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Boys Soccer | Plainfield | Home - WHS Ferrigno Field [Directions] | W 6-0 | ||
| Tue., 9/20 | JV Boys Soccer | Woodstock Academy | Away - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 9/20 | V Girls Cross Country | Plainfield | Home - Windham HS [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Girls Soccer | Plainfield | Away - Plainfield HS soccer field [Directions] | L 0-7 | 3:00pm | |
| Wed., 9/21 | JV Girls Soccer | Windham Tech (Scrim.) | Home - WHS Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/21 | V Girls Volleyball | Ledyard | Away - Standish Gymnasium [Directions] | L 0-3 | 3:00pm | |
| Wed., 9/21 | JV Girls Volleyball | Ledyard | Away - Standish Gymnasium [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Thu., 9/22 | JV Football | Plainfield | Away - Plainfield football field [Directions] | 4:30 p.m. | 3:00pm | |
| Thu., 9/22 | V Girls Soccer | Tourtellotte | Home - WHS Ferrigno Field [Directions] | L 0-1 | ||
| Fri., 9/23 | V Football | Plainfield | Home - WHS Ferrigno Field [Directions] | W 25-6 | ||
| Fri., 9/23 | V Boys Soccer | Tourtellotte | Home - WHS Soccer Field [Directions] | W 7-0 | ||
| Fri., 9/23 | JV Girls Soccer | St. Bernard | Home - WHS Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | V Girls Volleyball | Plainfield | Away - Plainfield HS [Directions] | L 0-3 | 3:00pm | |
| Fri., 9/23 | JV Girls Volleyball | Plainfield | Away - Plainfield HS [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Sat., 9/24 | JV Boys Soccer | Norwich Free Academy | Home - WHS Soccer Field [Directions] | 10:00 a.m. | ||
| Mon., 9/26 | JV Boys Soccer | Lyman Memorial | Home - WHS Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 9/26 | V Girls Soccer | Lyman Memorial | Home - WHS Ferrigno Field [Directions] | L 0-8 | ||
| Mon., 9/26 | V Girls Volleyball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Mon., 9/26 | JV Girls Volleyball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Boys Soccer | Lyman Memorial | Away - Lyman Memorial Soccer Complex [Directions] | T 2-2 | 5:15pm | |
| Tue., 9/27 | JV Girls Soccer | Tourtellotte | Home - WHS Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | V Girls Volleyball | Wheeler | Away - Wheeler Gymatorium [Directions] | L 0-3 | 3:00pm | |
| Wed., 9/28 | JV Girls Volleyball | Wheeler | Away - Wheeler Gymatorium [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Thu., 9/29 | V Boys Soccer | Griswold | Home - WHS Ferrigno Field [Directions] | W 6-0 | ||
| Thu., 9/29 | V Girls Soccer | Griswold | Away - Soccer Field [Directions] | L 0-1(OT) | 3:00pm | |
| Fri., 9/30 | JV Boys Soccer | East Lyme | Home - WHS Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/30 | V Girls Soccer | Innovation | Home - WHS Ferrigno Field [Directions] | T 0-0 | ||
| Fri., 9/30 | V Girls Volleyball | Bolton | Home - WHS Callaghan Gymnasium [Directions] | L 1-4 | ||
| Fri., 9/30 | JV Girls Volleyball | Bolton | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/1 | V Boys Cross Country | Harry Garrity Invite- Rockville | Away | TBA | TBA | Drop/Pick |
| Sat., 10/1 | JV Boys Soccer | Ledyard | Home - WHS Soccer Field [Directions] | 10:00 a.m. | ||
| Sat., 10/1 | V Girls Cross Country | Harry Garrity Invite- Rockville | Away | TBA | Travel w/ Boys XC | |
| Mon., 10/3 | V Boys Soccer | Wheeler | Home - WHS Ferrigno Field [Directions] | W 7-0 | ||
| Mon., 10/3 | V Girls Volleyball | Ledyard | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Mon., 10/3 | JV Girls Volleyball | Ledyard | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Boys Cross Country | St. Bernard, Tourtellotte | Away - Saint Bernard School [Directions] | 4:30 p.m. | 3:00pm | |
| Tue., 10/4 | JV Boys Soccer | Bacon Academy | Away - BA Baseball Field [Directions] | 3:45 p.m. | 3:00pm | |
| Tue., 10/4 | V Girls Cross Country | St. Bernard, Tourtellotte | Away [Directions] | 4:30 p.m. | Travel w/ Boys XC | |
| Tue., 10/4 | V Girls Soccer | Wheeler | Away - Wheeler Soccer Field [Directions] | L 0-1 | 3:00pm | |
| Wed., 10/5 | V Boys Soccer | Griswold | Away - Soccer Field [Directions] | W 7-1 | 3:00pm | |
| Thu., 10/6 | V Girls Soccer | Griswold | Home - WHS Ferrigno Field [Directions] | L 0-2 | ||
| Fri., 10/7 | V Boys Soccer | St. Bernard | Home - WHS Ferrigno Field [Directions] | W 6-1 | ||
| Fri., 10/7 | JV Boys Soccer | Woodstock Academy | Home - WHS Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | V Girls Volleyball | Waterford | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Fri., 10/7 | JV Girls Volleyball | Waterford | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/8 | V Boys Cross Country | Wickham Invite- Manchester | Away | TBA | TBA | Drop/Pick |
| Sat., 10/8 | V Girls Cross Country | Wickham Invite- Manchester | Away | TBA | Travel w/ Boys XC | |
| Sat., 10/8 | V Girls Soccer | St. Bernard | Away - Varsity Soccer Field [Directions] | L 0-3 | 9:30am | |
| Tue., 10/11 | V Boys Cross Country | Lyman Memorial | Home - Windham HS [Directions] | 4:30 p.m. | ||
| Tue., 10/11 | V Boys Soccer | Plainfield | Away - Plainfield HS soccer field [Directions] | W 7-0 | 3:00pm | |
| Tue., 10/11 | JV Boys Soccer | Norwich Free Academy | Away - Fontaine Field [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 10/11 | V Girls Cross Country | Lyman Memorial | Home - Windham HS [Directions] | 4:30 p.m. | ||
| Tue., 10/11 | V Girls Volleyball | Ellis Tech | Home - WHS Callaghan Gymnasium [Directions] | W 3-2 | ||
| Tue., 10/11 | JV Girls Volleyball | Ellis Tech | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 10/12 | V Girls Soccer | Plainfield | Home - WHS Ferrigno Field [Directions] | L 0-7 | ||
| Wed., 10/12 | V Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | L 0-3 | 3:00pm | |
| Wed., 10/12 | JV Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Thu., 10/13 | JV Girls Soccer | St. Bernard | Away - Varsity Soccer Field [Directions] | 3:45 p.m. | 3:00pm | |
| Fri., 10/14 | V Football | Griswold/Wheeler | Home - WHS Ferrigno Field [Directions] | W 47-13 | ||
| Sat., 10/15 | V Boys Soccer | Tourtellotte | Away - Soccer Field (Track) [Directions] | W 4-0 | 9:15am | |
| Sat., 10/15 | V Girls Soccer | Tourtellotte | Away - Soccer Field (Track) [Directions] | L 2-0 | 7:15am | |
| Mon., 10/17 | JV Football | Griswold/Wheeler | Away - Griswold Football Field [Directions] | 5:00 p.m. | 3:30am | |
| Mon., 10/17 | V Boys Soccer | Lyman Memorial | Home - WHS Ferrigno Field [Directions] | L 2-3 | ||
| Mon., 10/17 | V Girls Volleyball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Mon., 10/17 | JV Girls Volleyball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/18 | JV Boys Soccer | Lyman Memorial | Away - Lyman Memorial Soccer Complex [Directions] | 3:45 p.m. | 3:00pm | |
| Tue., 10/18 | V Girls Soccer | Lyman Memorial | Away - Lyman Memorial Soccer Complex [Directions] | L 0-3 | 5:15pm | |
| Wed., 10/19 | V Boys Soccer | Fitch | Home - WHS Ferrigno Field [Directions] | W 2-1 | ||
| Wed., 10/19 | V Girls Volleyball | Griswold | Away - GHS Gym [Directions] | L 0-3 | 3:00pm | |
| Wed., 10/19 | JV Girls Volleyball | Griswold | Away - GHS Gym [Directions] | 4:00 p.m. | Travel w/ Varsity | |
| Thu., 10/20 | V Boys Cross Country | ECC Championships @Norwich GC | Away | TBA | 1:00pm | Drop/Pick |
| Thu., 10/20 | V Girls Cross Country | ECC Championships @ Norwich GC | Away | TBA | Travel w/ Boys XC | |
| Fri., 10/21 | V Girls Volleyball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | L 0-3 | ||
| Fri., 10/21 | JV Girls Volleyball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | 4:00 p.m. | ||
| Sun., 10/23 | V Football | Killingly | Away - New Killingly HS [Directions] | L 12-14 | 4:15pm | |
| Mon., 10/24 | JV Football | Killingly | Home - WHS Ferrigno Field [Directions] | 4:00 p.m. | ||
| Mon., 10/24 | V Boys Soccer | Wheeler | Away - Wheeler Soccer Field [Directions] | W 6-0 | 3:00pm | |
| Mon., 10/24 | V Girls Soccer | Wheeler | Home - WHS Ferrigno Field [Directions] | L 1-2 | ||
| Mon., 10/24 | V Girls Volleyball | Windham Tech | Away - Windham Tech Main Gym [Directions] | L 0-3 | ||
| Mon., 10/24 | JV Girls Volleyball | Windham Tech | Away - Windham Tech Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/25 | V Boys Soccer | Parish Hill | Home - WHS Ferrigno Field [Directions] | W 5-0 | ||
| Tue., 10/25 | V Girls Soccer | Parish Hill | Away - Parish Hill [Directions] | L 0-1 | 3:00pm | |
| Thu., 10/27 | JV Girls Soccer | Tourtellotte | Away [Directions] | Cancelled | 3:00pm | |
| Fri., 10/28 | V Football | Fitch | Away - Dorr Field [Directions] | W 30-23 | 4:00pm | |
| Sat., 10/29 | V Boys Cross Country | CIAC Class SS Championship | Away - Wickham Park - East Hartford [Directions] | 10:20 a.m. | TBA | Drop/Pick |
| Sat., 10/29 | V Girls Cross Country | CIAC Class SS Championship | Away - Wickham Park - East Hartford [Directions] | 10:50 a.m. | Travel w/ Boys XC | |
| Fri., 11/4 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Fri., 11/4 | V Football | Ledyard | Home - WHS Ferrigno Field [Directions] | W 42-7 | ||
| Fri., 11/4 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Sat., 11/5 | JV Football | Ledyard | Away - Mignault Field [Directions] | 10:00 a.m. | 8:15am | |
| Fri., 11/11 | V Football | East Lyme | Home - WHS Ferrigno Field [Directions] | W 24-22 | ||
| Sat., 11/12 | V Boys Cross Country | New England Championship | Away - Ponaganset HS (RI) [Directions] | TBA | ||
| Sat., 11/12 | V Girls Cross Country | New England Championship | Away - Ponaganset HS (RI) [Directions] | TBA | ||
| Mon., 11/14 | JV Football | East Lyme | Away - ELHS Dick North Field [Directions] | 5:30 p.m. | 4:00pm | |
| Thu., 11/17 | V Football | Woodstock Academy | Home - WHS Ferrigno Field [Directions] | W 46-0 | ||
| Sat., 11/19 | JV Football | Woodstock Academy | Away - Bentley Turf Field [Directions] | Cancelled | 9:30am | |
| Wed., 11/23 | V Football | Montville | Away - Montville H.S. [Directions] | W 40-14 | 4:00pm | |
| Fri., 12/2 | V Girls Basketball | Bolton (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/2 | JV Girls Basketball | Bolton (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/3 | V Girls Basketball | HMTCA (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/3 | JV Girls Basketball | HMTCA (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 10:00 a.m. | ||
| Tue., 12/6 | V Girls Basketball | Portland (Scrim.) | Away - Portland HS [Directions] | 5:30 p.m. | 4:30pm | |
| Fri., 12/9 | V Girls Basketball | SMSA (Scrim.) | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/10 | V Boys Basketball | Killingly (Scrim.) | Away - New Killingly HS [Directions] | 10:00 a.m. | 9:00am | |
| Sat., 12/10 | V Girls Basketball | Coventry (Scrim.) | Away [Directions] | TBA | TBA | |
| Mon., 12/12 | V Boys Basketball | Valley Regional (Scrim.) | Home [Directions] | 6:00 p.m. | ||
| Tue., 12/13 | V Girls Basketball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | L 37-44 | ||
| Tue., 12/13 | JV Girls Basketball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/14 | V Wrestling | New London | Home - WHS Callaghan Gymnasium [Directions] | Windham 47 New London-32 | ||
| Thu., 12/15 | V Boys Basketball | Montville (Scrim.) | Away - Montville H.S. [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 12/16 | V Girls Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | L 27-57 | 4:00pm | |
| Fri., 12/16 | JV Girls Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 4:30 p.m. | Travel w/ Varsity | |
| Sat., 12/17 | V Boys Basketball | Parish Hill | Away - Parish Hill [Directions] | W 79-66 | 4:30pm | |
| Sat., 12/17 | JV Boys Basketball | Parish Hill | Away - Parish Hill [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Sat., 12/17 | V Boys Indoor Track | ECC Developmental #1 @ USCGA | Away | TBA | TBA | Drop/Pick |
| Sat., 12/17 | V Wrestling | McCormack Invite-Berlin | Away | Cancelled | 7:15am | Drop/Pick |
| Sat., 12/17 | V Girls Indoor Track | ECC Developmental #1 @ USCGA | Away | TBA | TBA | Drop/Pick |
| Tue., 12/20 | V Boys Basketball | St. Bernard | Home - WHS Callaghan Gymnasium [Directions] | W 81-48 | ||
| Tue., 12/20 | JV Boys Basketball | St. Bernard | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/20 | FR Boys Basketball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 12/20 | V Girls Basketball | St. Bernard | Away - St. Bernard School Gym [Directions] | W 41-30 | 4:15pm | |
| Tue., 12/20 | JV Girls Basketball | St. Bernard | Away - St. Bernard Gymnasium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Wed., 12/21 | V Wrestling | St. Bernard | Home - WHS Callaghan Gymnasium [Directions] | Windham 60 St. Bernard-24 | ||
| Fri., 12/23 | V Boys Basketball | Plainfield | Away - Plainfield HS [Directions] | L 39-55 | 4:00pm | |
| Fri., 12/23 | JV Boys Basketball | Plainfield | Away - Plainfield HS [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Fri., 12/23 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Home - WHS H. Chester Nelson Pool [Directions] | EO Smith - 89 WRC - 74 | ||
| Fri., 12/23 | V Wrestling | RHAM Duals | Away | Windham 79 East Windsor 0 Windham 66 Glastonbury 15 Windham 35 Hand 24 | TBA | Drop/Pick |
| Fri., 12/23 | V Girls Basketball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | W 68-40 | ||
| Fri., 12/23 | JV Girls Basketball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/23 | V Girls Gymnastics | Woodstock Academy, Killingly | Away - Deary's Gymnastics Center [Directions] | 6:00 p.m. | 5:00pm | |
| Tue., 12/27 | V Boys Basketball | E.O. Smith | Home - WHS Callaghan Gymnasium [Directions] | L 59-68 | ||
| Tue., 12/27 | JV Boys Basketball | E.O. Smith | Home - WHS Callaghan Gymnasium [Directions] | 4:15 p.m. | ||
| Tue., 12/27 | FR Boys Basketball | E.O. Smith | Home - WHS Callaghan Gymnasium [Directions] | 2:30 p.m. | ||
| Tue., 12/27 | V Boys Indoor Track | Jack Long Invite | Away | 4:30 p.m. | TBA | Drop/Pick |
| Tue., 12/27 | JV Wrestling | Glastonbury JV Tournament | Away | 9:00 a.m. | 7:30am | Drop/Pick |
| Tue., 12/27 | V Girls Indoor Track | Jack Long Invite | Away | 4:30 p.m. | TBA | Drop/Pick |
| Wed., 12/28 | V Wrestling | Killingly | Away - New Killingly HS [Directions] | Windham 38 Killingly 32 | 4:00pm | |
| Wed., 12/28 | V Girls Basketball | Rocky Hill | Home - WHS Callaghan Gymnasium [Directions] | L 36-43 | ||
| Wed., 12/28 | JV Girls Basketball | Rocky Hill | Home - WHS Callaghan Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 12/29 | V Boys Basketball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | W 79-59 | ||
| Thu., 12/29 | JV Boys Basketball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 12/29 | FR Boys Basketball | Windham Tech | Home - WHS Callaghan Gymnasium [Directions] | 3:00 p.m. | ||
| Fri., 12/30 | V Wrestling | Whippet Duals | Home - WHS Callaghan Gymnasium [Directions] | Windham 60 Berlin 10 Windham 48 Guilford 24 Windham 61 EO Smith 18 Windham 51 Fitch 22 | ||
| Fri., 12/30 | V Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | L 52-53 | 4:15pm | |
| Fri., 12/30 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | Cancelled | Travel w/ Varsity | |
| Sat., 12/31 | V Boys Indoor Track | ECC Delopmental #2 @ USCGA | Away | TBA | TBA | Drop/Pick |
| Sat., 12/31 | V Girls Indoor Track | ECC Delopmental #2 @ USCGA | Away | TBA | TBA | Drop/Pick |
| Tue., 1/3 | V Boys Basketball | Stonington | Home - WHS Callaghan Gymnasium [Directions] | W 88-67 | ||
| Tue., 1/3 | JV Boys Basketball | Stonington | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Stonington | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Windham Tech | Away - Windham Tech Main Gym [Directions] | W 84-33 | ||
| Tue., 1/3 | JV Girls Basketball | Windham Tech | Away - Windham Tech Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/4 | V Wrestling | Waterford | Away - Francis X. Sweeney Field House [Directions] | Windham 66 Waterford-15 | 4:00pm | |
| Wed., 1/4 | V Girls Basketball | Ledyard | Home - WHS Callaghan Gymnasium [Directions] | L 34-54 | ||
| Wed., 1/4 | JV Girls Basketball | Ledyard | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/5 | V Boys Basketball | Tourtellotte | Away - Canty Gymnasium [Directions] | W 70-43 | 4:00pm | |
| Thu., 1/5 | JV Boys Basketball | Tourtellotte | Away - Canty Gymnasium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Thu., 1/5 | V Boys Swimming and Diving | Norwich Free Academy | Home - WHS H. Chester Nelson Pool [Directions] | WRC - 96 NFA - 77 | ||
| Thu., 1/5 | V Girls Basketball | Tourtellotte | Home - WHS Callaghan Gymnasium [Directions] | W 75-43 | ||
| Thu., 1/5 | JV Girls Basketball | Tourtellotte | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 1/7 | V Boys Indoor Track | RI Invite or Dartmouth Invite | Away | TBA | TBA | Drop/Pick |
| Sat., 1/7 | V Wrestling | GHO- Hall HS | Away | 1st Place | 7:30am | Drop/Pick |
| Sat., 1/7 | V Girls Indoor Track | RI Invite or Dartmouth Invite | Away | TBA | TBA | Drop/Pick |
| Mon., 1/9 | V Girls Gymnastics | Stonington | Home - Windham HS Aux. Gym [Directions] | 47.95 | ||
| Tue., 1/10 | V Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | L 48-66 | 4:15pm | |
| Tue., 1/10 | JV Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Tue., 1/10 | FR Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | 3:45 p.m. | 3:00pm | |
| Tue., 1/10 | V Boys Indoor Track | Snowflake Invite # Wesleyan | Away | 4:00 p.m. | TBA | Drop/Pick |
| Tue., 1/10 | V Boys Swimming and Diving | East Lyme NFA | Away - East Lyme HS Pool [Directions] | WRC - 94 New London - 41 East Lyme - 83 WRC - 63 | 3:00pm | |
| Tue., 1/10 | V Girls Basketball | Bacon Academy | Home - WHS Callaghan Gymnasium [Directions] | L 35-48 | ||
| Tue., 1/10 | JV Girls Basketball | Bacon Academy | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/10 | V Girls Indoor Track | Snowflake Invite # Wesleyan | Away | 4:00 p.m. | TBA | Drop/Pick |
| Wed., 1/11 | V Wrestling | Griswold/Wheeler | Home - WHS Callaghan Gymnasium [Directions] | Windham 67 Griswold-9 | ||
| Thu., 1/12 | V Girls Gymnastics | East Lyme/Waterford/St Bernard | Away - ABC Gymnastics [Directions] | 50.1 | 4:45pm | |
| Fri., 1/13 | V Boys Basketball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | W 74-58 | ||
| Fri., 1/13 | JV Boys Basketball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | FR Boys Basketball | Montville | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Boys Indoor Track | McReavy Invite @ Wesleyan | Away | 3:30 p.m. | TBA | Drop/Pick |
| Fri., 1/13 | V Boys Swimming and Diving | Fitch/Stonington/St.Bernard/Wheeler Boys Swim | Away [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 1/13 | V Girls Basketball | Griswold | Away - GHS Gym [Directions] | W 64-28 | 4:15pm | |
| Fri., 1/13 | JV Girls Basketball | Griswold | Away - GHS Gym [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Fri., 1/13 | V Girls Indoor Track | McReavy Invite @ Wesleyan | Away | 3:30 p.m. | TBA | Drop/Pick |
| Sat., 1/14 | V Boys Indoor Track | Shoreline Invite @ FLAC | Away | TBA | TBA | Drop/Pick |
| Sat., 1/14 | V Wrestling | Xavier Invite- Mercy HS | Away | 5th place | 7:30am | Drop/Pick |
| Sat., 1/14 | V Girls Indoor Track | Shoreline Invite @ FLAC | Away | TBA | TBA | Drop/Pick |
| Mon., 1/16 | JV Wrestling | Griswold JV Tournament | Away | 10:00 a.m. | 7:30am | |
| Tue., 1/17 | V Boys Basketball | Wheeler | Away - Wheeler Gymatorium [Directions] | W 76-66 | 4:00pm | |
| Tue., 1/17 | JV Boys Basketball | Wheeler | Away - Wheeler Gymatorium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Tue., 1/17 | V Girls Basketball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | W 62-33 | ||
| Tue., 1/17 | JV Girls Basketball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/18 | FR Boys Basketball | Plainfield | Away - Plainfield HS [Directions] | 4:45 p.m. | 3:30pm | |
| Wed., 1/18 | V Boys Swimming and Diving | Waterford/Ledyard | Home - WHS H. Chester Nelson Pool [Directions] | WRC - 90 Waterford - 78 | ||
| Wed., 1/18 | V Wrestling | Lyman Memorial/Windham Tech | Away - Lyman Memorial HS - Gymnasium [Directions] | Windham 46. Lyman 27 | 4:45pm | |
| Thu., 1/19 | V Girls Gymnastics | Norwich Free Academy | Home - Windham HS Aux. Gym [Directions] | 63.4 | ||
| Fri., 1/20 | V Boys Basketball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | W 85-75 | ||
| Fri., 1/20 | JV Boys Basketball | Lyman Memorial | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | FR Boys Basketball | Killingly | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/20 | V Boys Indoor Track | H-K Invite @ FLAC | Away | 4:00 p.m. | TBA | Drop/Pick |
| Fri., 1/20 | V Boys Swimming and Diving | New London | Home - WHS H. Chester Nelson Pool [Directions] | WRC - 76 New London - 53 | ||
| Fri., 1/20 | V Girls Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | W 56-44 | 4:30pm | |
| Fri., 1/20 | JV Girls Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Fri., 1/20 | V Girls Indoor Track | H-K Invite @ FLAC | Away | 4:00 p.m. | TBA | Drop/Pick |
| Sat., 1/21 | V Boys Indoor Track | Yale Invite @ Yale | Away | TBA | TBA | Drop/Pick |
| Sat., 1/21 | V Wrestling | Conard, Platt, Nonnewaug | Away - Conard HS [Directions] | Windham 54. Conrad 22 Windham 37. Platt 36 criteria Windham 64. None Waugh 15 | 7:00am | |
| Sat., 1/21 | V Girls Indoor Track | Yale Invite @ Yale | Away | TBA | TBA | Drop/Pick |
| Mon., 1/23 | V Boys Swimming and Diving | Norwich Free Academy | Home - Windham HS [Directions] | WRC - 81 NFA - 93 | ||
| Mon., 1/23 | V Girls Gymnastics | Woodstock Academy, Killingly | Home - Windham HS Aux. Gym [Directions] | 6:00 p.m. | ||
| Tue., 1/24 | V Boys Basketball | St. Bernard | Away - St. Bernard Gymnasium [Directions] | L 59-60 | 4:00pm | |
| Tue., 1/24 | JV Boys Basketball | St. Bernard | Away - St. Bernard Gymnasium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Tue., 1/24 | FR Boys Basketball | Windham Tech | Away - Windham Tech Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/24 | V Girls Basketball | St. Bernard | Home - WHS Callaghan Gymnasium [Directions] | W 41-23 | ||
| Tue., 1/24 | JV Girls Basketball | St. Bernard | Home - WHS Callaghan Gymnasium [Directions] | Cancelled | ||
| Wed., 1/25 | V Wrestling | Montville | Away - Montville H.S. [Directions] | Windham 31 Montville 35 | 4:15pm | |
| Fri., 1/27 | V Boys Basketball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | L 49-52 | ||
| Fri., 1/27 | JV Boys Basketball | Plainfield | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | V Boys Swimming and Diving | East Lyme NFA | Home - WHS H. Chester Nelson Pool [Directions] | WRC - 63 East Lyme - 119 | ||
| Fri., 1/27 | V Girls Basketball | Plainfield | Away - Plainfield HS [Directions] | W 66-30 | 4:15pm | |
| Fri., 1/27 | JV Girls Basketball | Plainfield | Away - Plainfield HS [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Sat., 1/28 | V Boys Indoor Track | Bacon Developmental @ FLAC | Away | 4:30 p.m. | TBA | Drop/Pick |
| Sat., 1/28 | V Wrestling | Doc Meyers Invite- Rocky Hill | Away | 1st place | TBA | Drop/Pick |
| Sat., 1/28 | V Girls Indoor Track | Bacon Developmental @ FLAC | Away | 4:30 p.m. | TBA | Drop/Pick |
| Mon., 1/30 | V Girls Basketball | Lyman Hall | Home - WHS Callaghan Gymnasium [Directions] | L 42-43 | ||
| Mon., 1/30 | JV Girls Basketball | Lyman Hall | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/1 | V Boys Swimming and Diving | Fitch/Stonington/St.Bernard/Wheeler Boys Swim | Home - WHS H. Chester Nelson Pool [Directions] | WRC - 73 Fitch/Stonington - 103 | ||
| Wed., 2/1 | V Wrestling | Ledyard | Home - WHS Callaghan Gymnasium [Directions] | Windham 32 Ledyard 33 | ||
| Fri., 2/3 | V Boys Basketball | Tourtellotte | Home - WHS Callaghan Gymnasium [Directions] | W 72-41 | ||
| Fri., 2/3 | JV Boys Basketball | Tourtellotte | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/3 | V Boys Swimming and Diving | Waterford/Ledyard | Away [Directions] | WRC - 91 WATERFORD - 76 | 3:00pm | |
| Fri., 2/3 | V Girls Basketball | Tourtellotte | Away - Canty Gymnasium [Directions] | W 60-14 | 4:00pm | |
| Fri., 2/3 | JV Girls Basketball | Tourtellotte | Away - Canty Gymnasium [Directions] | Cancelled | Travel w/ Varsity | |
| Sat., 2/4 | V Boys Indoor Track | ECC Championships @ USCGA | Away | TBA | TBA | Drop/Pick |
| Sat., 2/4 | V Wrestling | Waterford Duals | Away | Windham 49 Hand 28 Windham 72 Bunnell 6 Windhma 29 Southington 37 | TBA | Drop/Pick |
| Sat., 2/4 | V Girls Indoor Track | ECC Championships @ USCGA | Away | TBA | TBA | Drop/Pick |
| Mon., 2/6 | V Boys Basketball | Griswold | Away - GHS Gym [Directions] | W 70-56 | 4:15pm | |
| Mon., 2/6 | JV Boys Basketball | Griswold | Away - GHS Gym [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Mon., 2/6 | V Girls Basketball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | W 59-42 | ||
| Mon., 2/6 | JV Girls Basketball | Griswold | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | V Boys Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | L 67-83 | 4:15pm | |
| Wed., 2/8 | JV Boys Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | 5:15 p.m. | Travel w/ Varsity | |
| Wed., 2/8 | FR Boys Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | 3:30 p.m. | 3:00pm | |
| Wed., 2/8 | V Girls Basketball | Parish Hill | Home - WHS Callaghan Gymnasium [Directions] | W 78-43 | ||
| Wed., 2/8 | JV Girls Basketball | Parish Hill | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | V Girls Gymnastics | Norwich Free Academy, Woodstock Academy, Stonington, Killingly | Away - Deary's Gymnastics Center [Directions] | 6:00 p.m. | 5:45pm | |
| Fri., 2/10 | JV Girls Basketball | Wheeler | Away - Wheeler Gymatorium [Directions] | Cancelled | Travel w/ Varsity | |
| Sat., 2/11 | V Boys Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 8:00am | Drop/Pick |
| Sat., 2/11 | V Wrestling | ECC Championships | Away | 1:00 p.m. | 9:30am | Drop/Pick |
| Sat., 2/11 | V Girls Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 8:00am | Drop/Pick |
| Sun., 2/12 | V Wrestling | ECC Championships- Killingly | Away | 1:00 p.m. | TBA | Drop/Pick |
| Mon., 2/13 | V Girls Basketball | Wheeler | Away - Wheeler Gymatorium [Directions] | W 51-28 | 4:00pm | |
| Mon., 2/13 | V Girls Gymnastics | Stonington | Away - SHS Aux. Gym [Directions] | 3:30 p.m. | 1:45pm | |
| Tue., 2/14 | V Boys Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | L 65-80 | 4:30pm | |
| Tue., 2/14 | JV Boys Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 5:30 p.m. | Travel w/ Varsity | |
| Tue., 2/14 | FR Boys Basketball | Montville | Away - Montville H.S. [Directions] | 3:45 p.m. | 3:00pm | |
| Wed., 2/15 | V Girls Gymnastics | ECC Championships @ Deary's Gym | Away | TBA | 4:30pm | |
| Thu., 2/16 | V Boys Basketball | Waterford | Home - WHS Callaghan Gymnasium [Directions] | L 85-89 | ||
| Thu., 2/16 | JV Boys Basketball | Waterford | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 2/16 | FR Boys Basketball | New London | Away - Conway Gym [Directions] | 5:00 p.m. | 3:00pm | |
| Thu., 2/16 | V Girls Basketball | Tourtellotte | Home - WHS Callaghan Gymnasium [Directions] | 7:00 p.m. | ECC Div. II Quaterfinals | |
| Fri., 2/17 | V Boys Basketball | New London | Away - BDJMS [Directions] | L 58-66 | 4:00pm | |
| Fri., 2/17 | JV Boys Basketball | New London | Away - Conway Gym [Directions] | Cancelled | Travel w/ Varsity | |
| Fri., 2/17 | FR Boys Basketball | Waterford | Home - WHS Callaghan Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 2/17 | V Wrestling | CIAC Class S State Tournament | Home - WHS Callaghan Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 2/18 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/18 | V Wrestling | CIAC Class S State Tournament | Home - WHS Callaghan Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 2/18 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Mon., 2/20 | V Boys Basketball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | W 97-60 | ||
| Mon., 2/20 | JV Boys Basketball | Wheeler | Home - WHS Callaghan Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 2/23 | V Boys Basketball | Woodstock Academy | Home - WHS Callaghan Gymnasium [Directions] | 7:00 p.m. | ECC Div. I Quarterfinal | |
| Fri., 2/24 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Sat., 2/25 | V Boys Basketball | Killingly | Away [Directions] | 12:00 p.m. | ||
| Sat., 2/25 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Mon., 2/27 | V Girls Basketball | Whitney Tech | Home - WHS Callaghan Gymnasium [Directions] | 6:00 p.m. | CIAC Tournament 1st Rd. | |
| Wed., 3/1 | V Boys Basketball | ECC Div II Championships | Away | 5:30 p.m. | 3:45pm | |
| Thu., 3/2 | V Girls Basketball | Canton | Away [Directions] | 6:00 p.m. | 3:30pm | |
| Fri., 3/3 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 4:00 p.m. | ||
| Sat., 3/4 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sat., 3/4 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 9:00 a.m. | ||
| Sat., 3/4 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Mon., 3/6 | V Boys Basketball | Rocky Hill | Away - Rocky Hill HS [Directions] | 7:00 p.m. | 4:45pm | |
| Fri., 3/10 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 3/11 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - Kennedy HS [Directions] | 4:30 p.m. | ||
| Tue., 3/14 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 1:30 p.m. | ||
| Thu., 3/16 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/18 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Thu., 3/30 | V Girls Tennis | Killingly (Scrim.) | Home - WHS Berkowitz Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/3 | V Baseball | Ellis Tech | Home - WHS Varsity Baseball Field [Directions] | L 7-3 | ||
| Mon., 4/3 | V Softball | Ellis Tech | Away - Ellis Tech Softball Field [Directions] | L 18-2 | 3:00pm | |
| Wed., 4/5 | V Baseball | Lyman Memorial | Away - Lyman Memorial Baseball Field [Directions] | L 0-22 | 3:00pm | |
| Wed., 4/5 | JV Baseball | Lyman Memorial | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/5 | V Boys Outdoor Track | New London, Montville, Killingly | Away - Montville HS [Directions] | 3:45 p.m. | 3:00pm | |
| Wed., 4/5 | V Girls Outdoor Track | New London, Montville, Killingly | Away - Montville HS [Directions] | 3:45 p.m. | 3:00pm | |
| Wed., 4/5 | V Girls Tennis | Montville | Away - Montville H.S. [Directions] | W 6-1 | 3:00pm | |
| Sat., 4/8 | V Baseball | Bacon Academy | Home - WHS Varsity Baseball Field [Directions] | L 3-19 | ||
| Sat., 4/8 | JV Baseball | Bacon Academy | Home - WHS Varsity Baseball Field [Directions] | 1:30 p.m. | ||
| Mon., 4/10 | V Baseball | Griswold | Home - WHS Varsity Baseball Field [Directions] | L 7-17 | ||
| Tue., 4/11 | JV Baseball | Griswold | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/11 | V Softball | Lyman Memorial | Away - Lyman Memorial Softball Field [Directions] | L 1-17 | 3:00pm | |
| Wed., 4/12 | V Baseball | St. Bernard | Home - WHS Varsity Baseball Field [Directions] | L 4-14 | ||
| Wed., 4/12 | V Girls Tennis | E.O. Smith | Home - WHS Berkowitz Tennis Courts [Directions] | L 2-5 | ||
| Thu., 4/13 | V Softball | St. Bernard | Home - WHS Varsity Softball Field [Directions] | L 25-2 | ||
| Sat., 4/15 | V Baseball | Windham Tech | Home - WHS Varsity Baseball Field [Directions] | W 12-6 | ||
| Sat., 4/15 | V Boys Outdoor Track | East Lyme, Stonington, Westerly (RI) | Away - Westerly HS [Directions] | 11:00 a.m. | 9:30am | |
| Sat., 4/15 | V Girls Outdoor Track | East Lyme, Stonington, Westerly (RI) | Away - Westerly HS [Directions] | 11:00 a.m. | 9:30am | |
| Sat., 4/15 | V Softball | Windham Tech | Away - James D. Currier Field (behind school) [Directions] | L 11-13 | ||
| Mon., 4/17 | JV Baseball | St. Bernard | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Softball | Plainfield | Away - Plainfield HS [Directions] | L 0-15 | 3:00pm | |
| Tue., 4/18 | V Baseball | Plainfield | Away - Plainfield HS [Directions] | L 1-9 | 3:00pm | |
| Tue., 4/18 | JV Baseball | Plainfield | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | V Boys Golf | Ellis Tech | Home - The Windham Club [Directions] | Windham/Parish Hill - 3.5 (219) Ellis Tech - 3.5 (219) | ||
| Wed., 4/19 | V Girls Tennis | St. Bernard | Home - WHS Berkowitz Tennis Courts [Directions] | L 2-4 | ||
| Thu., 4/20 | V Baseball | Wheeler | Away - Wheeler HS [Directions] | L 2-16 | 3:00pm | |
| Thu., 4/20 | V Softball | Wheeler | Away - Wheeler HS [Directions] | L 0-15 | 3:00pm | |
| Thu., 4/20 | V Girls Tennis | Killingly | Away - New Killingly HS [Directions] | L 1-6 | 3:00pm | |
| Sat., 4/22 | V Baseball | Tourtellotte | Home - WHS Varsity Baseball Field [Directions] | W 7-2 | ||
| Sat., 4/22 | V Boys Outdoor Track | Panther Invite @ Plainfield HS | Away | 9:00 a.m. | 7:30am | Drop/Pick |
| Sat., 4/22 | V Girls Outdoor Track | Panther Invite at Plainfield HS | Away | 9:00 a.m. | ||
| Mon., 4/24 | V Boys Golf | St. Bernard | Away - Norwich Golf Course [Directions] | Windham/Parish Hill - 6 (209) St. Bernard - 1 (229) | ||
| Mon., 4/24 | V Softball | New London | Home - WHS Varsity Softball Field [Directions] | L 0-18 | ||
| Mon., 4/24 | V Girls Tennis | Woodstock Academy | Away - Bentley Tennis Courts [Directions] | L 0-7 | 3:00pm | |
| Thu., 4/27 | JV Baseball | Woodstock Academy | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | V Softball | Tourtellotte | Home - WHS Varsity Softball Field [Directions] | L 4-19 | ||
| Thu., 4/27 | V Girls Tennis | New London | Home - WHS Berkowitz Tennis Courts [Directions] | W 4-3 | ||
| Fri., 4/28 | V Baseball | Waterford | Away - Alumni Field [Directions] | L 2-8 | 3:00pm | |
| Fri., 4/28 | JV Baseball | Waterford | Away - Leary Field [Directions] | 4:30 p.m. | Travel w/ Varsity | |
| Fri., 4/28 | V Boys Outdoor Track | Stafford Invite | Away | TBA | TBA | |
| Fri., 4/28 | V Girls Outdoor Track | Stafford Invite | Away | TBA | ||
| Fri., 4/28 | V Softball | International | Home - WHS Varsity Softball Field [Directions] | L 11-14 | ||
| Fri., 4/28 | V Girls Tennis | Lyman Memorial | Home - WHS Berkowitz Tennis Courts [Directions] | W 5-2 | ||
| Mon., 5/1 | V Softball | Ellis Tech | Home - WHS Varsity Softball Field [Directions] | L 9-24 | ||
| Tue., 5/2 | V Baseball | Lyman Memorial | Home - WHS Varsity Baseball Field [Directions] | L 2-13 | ||
| Tue., 5/2 | JV Baseball | Lyman Memorial | Away - Lyman Memorial Baseball Field [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 5/2 | V Boys Golf | Plainfield | Home - The Windham Club [Directions] | Windham/Parish Hill - 1 (200) Plainfield - 6 (196) | ||
| Tue., 5/2 | V Boys Outdoor Track | Plainfield | Home - WHS Bob Haddad Track Facility [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Plainfield | Home - WHS Bob Haddad Track Facility [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Softball | Lyman Memorial | Home - WHS Varsity Softball Field [Directions] | L 3-20 | ||
| Tue., 5/2 | V Girls Tennis | Coventry | Home - WHS Berkowitz Tennis Courts [Directions] | L 1-6 | ||
| Wed., 5/3 | V Boys Golf | Ellis Tech | Away - Harrisville Golf Course [Directions] | Windham/Parish Hill - 1 (212) Ellis Tech - 6 (186) | ||
| Wed., 5/3 | V Girls Tennis | Montville | Home - WHS Berkowitz Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/4 | V Baseball | Griswold | Away - Griswold Baseball Field [Directions] | L 0-10 | 3:00pm | |
| Thu., 5/4 | V Boys Golf | Tourtellotte | Away - Thompson Raceway Golf Course [Directions] | Windham/Parish Hill - 2 (224) Tourtellotte - 5 (193) | ||
| Thu., 5/4 | V Softball | TwoRiversMagnet | Away - Goodwin School, East Hartford | L 6-21 | 2:15pm | |
| Thu., 5/4 | V Girls Tennis | Coventry | Home - WHS Berkowitz Tennis Courts [Directions] | L 1-6 | 3:00pm | |
| Fri., 5/5 | V Boys Outdoor Track | Irv Black Invite @ New Britian HS | Away | Cancelled | 3:00pm | Drop/Pick? |
| Fri., 5/5 | V Girls Outdoor Track | Irv Black Invite @ New Britian HS | Away | Cancelled | ||
| Sat., 5/6 | V Boys Outdoor Track | Irv Black Invite @ New Britian HS | Away | 9:00 a.m. | 7:30am | Drop/Pick |
| Sat., 5/6 | V Girls Outdoor Track | Irv Black Invite @ New Britian HS | Away | 9:00 a.m. | ||
| Mon., 5/8 | V Baseball | St. Bernard | Away - Dodd Stadium, Norwich [Directions] | L 1-9 | 3:00pm | |
| Mon., 5/8 | V Softball | Bacon Academy | Home - WHS Varsity Softball Field [Directions] | L 1-15 | ||
| Tue., 5/9 | V Baseball | Plainfield | Home - WHS Varsity Baseball Field [Directions] | L 2-11 | ||
| Tue., 5/9 | V Boys Golf | Griswold | Away - River Ridge GC [Directions] | Windham/Parish Hill - 5 (217) Griswold - 2 (224) | ||
| Tue., 5/9 | V Softball | St. Bernard | Away - St. Bernard Varsity Field [Directions] | L 1-16 | 3:00pm | |
| Wed., 5/10 | JV Baseball | Plainfield | Away - Plainfield HS JV Field [Directions] | 4:00 p.m. | 3:00pm | |
| Wed., 5/10 | V Boys Golf | Waterford | Away - Great Neck Country Club [Directions] | Windham/Parish Hill - 1 (227) Waterford - 6 (183) | ||
| Wed., 5/10 | V Boys Outdoor Track | Tourtellotte, St. Bernard, Griswold | Home - WHS Bob Haddad Track Facility [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Girls Outdoor Track | Griswold, St. Bernard, Tourtellotte | Home - WHS Bob Haddad Track Facility [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Girls Tennis | St. Bernard | Away - St. Bernard Tennis Courts [Directions] | L 2-5 | 3:00pm | |
| Thu., 5/11 | V Baseball | Putnam | Away - Murphy Park [Directions] | W 10-7 | 3:00pm | |
| Thu., 5/11 | V Boys Golf | St. Bernard | Home - The Windham Club [Directions] | Windham/Parish Hill - 4 (210) St. Bernard - 3 (213) | ||
| Thu., 5/11 | V Boys Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | Cancelled | TBA | |
| Thu., 5/11 | V Girls Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | Cancelled | ||
| Thu., 5/11 | V Softball | Plainfield | Home - WHS Varsity Softball Field [Directions] | L 8-28 | ||
| Thu., 5/11 | V Girls Tennis | Waterford | Home - WHS Berkowitz Tennis Courts [Directions] | L 0-7 | ||
| Fri., 5/12 | V Baseball | Wheeler | Home - WHS Varsity Baseball Field [Directions] | L 0-7 | ||
| Fri., 5/12 | JV Baseball | St. Bernard | Away [Directions] | 4:00 p.m. | Travel w/ Varsity? | |
| Fri., 5/12 | V Boys Golf | Wheeler | Home - The Windham Club [Directions] | Windham/Parish Hill - 2 (201) Wheeler - 5 (186) | ||
| Fri., 5/12 | V Boys Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | Cancelled | TBA | |
| Fri., 5/12 | V Girls Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | Cancelled | ||
| Fri., 5/12 | V Girls Tennis | Killingly | Home - WHS Berkowitz Tennis Courts [Directions] | L 2-5 | ||
| Sat., 5/13 | V Boys Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | TBA | TBA | |
| Sat., 5/13 | V Girls Outdoor Track | Greater Hartford Invite @ Simsbury HS | Away | TBA | ||
| Sat., 5/13 | V Softball | Wheeler | Home - WHS Varsity Softball Field [Directions] | L 1-23 | ||
| Mon., 5/15 | V Boys Outdoor Track | Lyman Memorial, Tourtellotte | Away - Windham HS [Directions] | 4:00 p.m. | 3:00pm | |
| Mon., 5/15 | V Girls Outdoor Track | Lyman Memorial, Tourtellotte | Away - Windham HS [Directions] | 4:00 p.m. | 3:00pm | |
| Tue., 5/16 | V Boys Golf | Wheeler | Away - Stonington Country Club [Directions] | Windham/Parish Hill - 2.5 (203) Wheeler - 4.5 (201) | ||
| Tue., 5/16 | V Softball | Tourtellotte | Away - TMHS Softball Field [Directions] | L 5-25 | 3:00pm | |
| Tue., 5/16 | V Girls Tennis | Bacon Academy | Away - BA Tennis Courts [Directions] | W 4-3 | 3:00pm | |
| Wed., 5/17 | V Baseball | Tourtellotte | Away - Tourtellotte HS [Directions] | L 2-4 | 3:00pm | |
| Wed., 5/17 | JV Baseball | Woodstock Academy | Away - Bentley Varsity Baseball Field [Directions] | 4:15 p.m. | ||
| Thu., 5/18 | V Baseball | Ellis Tech | Away - Ellis Tech Baseball Field [Directions] | W 13-11 | 3:00pm | |
| Thu., 5/18 | V Boys Golf | Plainfield | Away - Foster Country Club [Directions] | Windham/Parish Hill - 5 (194) Plainfield - 2 (207) | ||
| Fri., 5/19 | JV Baseball | Ellis Tech | Home - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/19 | V Softball | Innovation | Away - Osgood Park [Directions] | W 20-11 | 2:15pm | |
| Sat., 5/20 | V Boys Outdoor Track | ECC Championships @ East Lyme HS | Away | 9:30 a.m. | 8:00am | Drop/Pick |
| Sat., 5/20 | V Girls Outdoor Track | ECC Championships @ East Lyme HS | Away | 9:30 a.m. | ||
| Mon., 5/22 | V Baseball | Windham Tech | Away - James D. Currier Field (behind school) [Directions] | L 2-13 | ||
| Tue., 5/23 | V Baseball | Parish Hill | Away - Windham H.S. [Directions] | W 10-3 | 3:00pm | |
| Tue., 5/23 | V Boys Golf | Tourtellotte | Home - The Windham Club [Directions] | Windham/Parish Hill - 2 (217) Tourtellotte - 5 (195) | ||
| Tue., 5/23 | V Softball | New London | Away - Bates Woods Field [Directions] | Cancelled | 3:00pm | |
| Tue., 5/23 | V Girls Tennis | Lyman Memorial | Away - Lyman Memorial Tennis Courts [Directions] | W 7-0 | 3:00pm | |
| Wed., 5/24 | V Boys Golf | Griswold | Home - The Windham Club [Directions] | Windham/Parish Hill - 6 (206) Griswold - 1 (236) | ||
| Wed., 5/24 | V Softball | Windham Tech | Home - WHS Varsity Softball Field [Directions] | L 3-19 | ||
| Tue., 5/30 | V Boys Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park [Directions] | 3:00 p.m. | TBA | |
| Wed., 5/31 | V Boys Golf | Killingly/Ellis Tech, E.O. Smith | Home - The Windham Club [Directions] | Windham/Parish Hill - 0.5 (216) EO Smith - 6.5 (172) | ||
| Thu., 6/1 | V Boys Golf | ECC Championships | Away | 12:00 p.m. | ||
| Thu., 6/1 | V Girls Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park [Directions] | 3:00 p.m. | ||
| Mon., 6/5 | V Boys Golf | CIAC Div. III Championship | Away - Timberlin GC - Kensington [Directions] | 8:00 a.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Mon., 6/5 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Sat., 6/10 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS [Directions] | TBA | ||
| Sat., 6/10 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS [Directions] | TBA | ||
| Tue., 6/13 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/21 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | ||