| Wamogo 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 505 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Terryville | Away - Lower Fisher Elementary [Directions] | TBA | ||
| TBA | JV Baseball | Litchfield | Home - Wamogo Baseball Field [Directions] | TBA | ||
| TBA | JV Football | Cheney Tech | Away - Cheney Tech [Directions] | 6:00 p.m. | ||
| TBA | V Boys Outdoor Track | Thomaston | Home - Plumb Hill Field Complex [Directions] | Cancelled | Cancelled | |
| TBA | V Girls Outdoor Track | Thomaston | Home - Plumb Hill Field Complex [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | WCA | Home - Wamogo Varsity Softball Field [Directions] | TBA | ||
| Sat., 8/29 | JV Football | Platt Tech (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Tue., 9/1 | V Girls Soccer | St. Paul Catholic (Scrim.) | Home - Wamogo Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/3 | V Boys Soccer | Housatonic Regional (Scrim.) | Away - HS Field [Directions] | 3:45 p.m. | ||
| Fri., 9/4 | JV Field Hockey | NEW FAIRFIELD HIGH SCHOOL FIELD HOCKEY JAMBOREE 2015 | Away | 4:00 p.m. | ||
| Sat., 9/5 | V Boys Soccer | Saint Paul Catholic Boys' Soccer Jamboree | Away | 11:00 a.m. | 1001 Stafford Avenue, Bristol | |
| Sat., 9/5 | V Field Hockey | NEW FAIRFIELD HIGH SCHOOL FIELD HOCKEY JAMBOREE 2015 | Away | 8:30 a.m. | ||
| Sat., 9/5 | V Field Hockey | New Fairfield Jamboree | Away | TBA | ||
| Sat., 9/5 | V Girls Soccer | New Fairfield (Scrim.) | Home - Wamogo Varsity Soccer Field [Directions] | 10:00 a.m. | ||
| Sat., 9/5 | JV Girls Soccer | New Fairfield (Scrim.) | Home - Wamogo JV Soccer Field [Directions] | Cancelled | Cancelled | |
| Thu., 9/10 | V Boys Cross Country | Berkshire League Cross Country Scrimmage | Away | 4:15 p.m. | ||
| Thu., 9/10 | V Girls Cross Country | Berkshire League Cross Country Scrimmage | Away - Black Rock State Park | 4:15 p.m. | ||
| Fri., 9/11 | V Field Hockey | Northwestern | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/11 | V Girls Soccer | Nonnewaug | Away [Directions] | 3:45 p.m. | L 0-5 | |
| Sat., 9/12 | V Boys Soccer | Nonnewaug | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 7-3 | |
| Sat., 9/12 | JV Boys Soccer | Nonnewaug | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Mon., 9/14 | JV Football | Capital/Achievement | Home - Torrington Pop Warner Field [Directions] | 4:00 p.m. | W 22-20 | |
| Tue., 9/15 | V Boys Cross Country | Nonnewaug | Away - Nonnewaug HS [Directions] | 4:15 p.m. | ||
| Tue., 9/15 | V Boys Soccer | Lewis Mills | Away - Nassahegan Field - Burlington [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 9/15 | JV Boys Soccer | Lewis Mills | Away - Lewis Mills JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Girls Cross Country | Nonnewaug | Away - Nonnewaug HS [Directions] | 4:15 p.m. | ||
| Tue., 9/15 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 9/15 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 5:15 p.m. | ||
| Tue., 9/15 | V Girls Soccer | Lewis Mills | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-8 | |
| Tue., 9/15 | JV Girls Soccer | Lewis Mills | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Wed., 9/16 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 4:15 p.m. | L 0-9 | |
| Fri., 9/18 | V Boys Soccer | Housatonic Regional | Away - Housatonic Field [Directions] | 3:45 p.m. | W 2-1 (OT) | |
| Fri., 9/18 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Field [Directions] | 3:45 p.m. | ||
| Fri., 9/18 | V Field Hockey | Lewis Mills | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 7-0 | |
| Fri., 9/18 | JV Field Hockey | Lewis Mills | Home - Wamogo Varsity Field Hockey Field [Directions] | 5:15 p.m. | ||
| Fri., 9/18 | V Girls Soccer | Housatonic Regional | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 3-8 | |
| Fri., 9/18 | JV Girls Soccer | Housatonic Regional | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Mon., 9/21 | JV Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 4:00 p.m. | L 0-20 | |
| Mon., 9/21 | V Boys Soccer | Northwestern | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 3-2 (OT) | |
| Mon., 9/21 | JV Boys Soccer | Northwestern | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Mon., 9/21 | V Girls Soccer | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | L 0-4 | |
| Mon., 9/21 | JV Girls Soccer | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Boys Cross Country | Northwestern, Thomaston | Away - Northwestern [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Girls Cross Country | Northwestern, Thomaston | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:45 p.m. | OT-L 3-4 | |
| Tue., 9/22 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex [Directions] | 5:15 p.m. | ||
| Thu., 9/24 | V Field Hockey | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 0-6 | |
| Thu., 9/24 | JV Field Hockey | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 9/25 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 7:15 p.m. | W 3-1 | |
| Fri., 9/25 | JV Boys Soccer | Gilbert | Away - Rowley Field [Directions] | 3:45 p.m. | ||
| Fri., 9/25 | V Field Hockey | Thomaston | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 5-0 | |
| Fri., 9/25 | JV Field Hockey | Thomaston | Home - Wamogo Varsity Field Hockey Field [Directions] | Cancelled | Cancelled | |
| Fri., 9/25 | V Girls Soccer | Gilbert | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 3-5 | |
| Fri., 9/25 | JV Girls Soccer | Gilbert | Home - Wamogo Regional HS [Directions] | Cancelled | Cancelled | |
| Mon., 9/28 | JV Football | Bassick | Home - Torrington Pop Warner Field [Directions] | 4:00 p.m. | L 18-24 | |
| Tue., 9/29 | V Boys Cross Country | Lewis Mills, Litchfield | Away - Lewis Mills H.S. [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Boys Soccer | Thomaston | Away - Highwood Farms Field [Directions] | 3:45 p.m. | W 2-1(OT) | |
| Tue., 9/29 | JV Boys Soccer | Thomaston | Away - Nystroms Park [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Cross Country | Lewis Mills, Litchfield | Away - Lewis Mills H.S. [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Field Hockey | Housatonic Regional | Away - Housatonic Field [Directions] | 3:45 p.m. | W 4-1 | |
| Tue., 9/29 | V Girls Soccer | Thomaston | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 9/29 | JV Girls Soccer | Thomaston | Home - Wamogo Regional HS [Directions] | Cancelled | Cancelled | |
| Fri., 10/2 | V Boys Cross Country | Gilbert | Home - White Memorial (HS XC Course) [Directions] | 4:15 p.m. | ||
| Fri., 10/2 | V Girls Cross Country | Gilbert | Home - White Memorial (HS XC Course) [Directions] | 4:15 p.m. | ||
| Fri., 10/2 | V Field Hockey | Shepaug Valley | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 10/2 | JV Field Hockey | Shepaug Valley | Home - Wamogo Varsity Field Hockey Field [Directions] | Cancelled | Cancelled | |
| Fri., 10/2 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 7:00 p.m. | L 2-3 | |
| Fri., 10/2 | JV Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 5:00 p.m. | ||
| Sat., 10/3 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 7:00 p.m. | T 1-1 | |
| Sat., 10/3 | JV Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 5:00 p.m. | ||
| Tue., 10/6 | V Boys Cross Country | Shepaug Valley, Terryville, Housatonic Regional | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | ||
| Tue., 10/6 | V Boys Soccer | Shepaug Valley | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/6 | JV Boys Soccer | Shepaug Valley | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Shepaug Valley, Terryville, Housatonic Regional | Away - Shepaug Valley HS [Directions] | 4:15 p.m. | ||
| Tue., 10/6 | V Field Hockey | Northwestern | Away - Northwestern Field [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/6 | JV Field Hockey | Northwestern | Away - Northwestern Field [Directions] | 5:15 p.m. | ||
| Tue., 10/6 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | T 2-2 | |
| Tue., 10/6 | JV Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/7 | JV Football | Connecticut Junior Republic (Scrim.) | Away | 3:45 p.m. | L 30-38 | |
| Fri., 10/9 | V Boys Soccer | Terryville | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/9 | JV Boys Soccer | Terryville | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | V Field Hockey | Nonnewaug | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 10/9 | JV Field Hockey | Nonnewaug | Home - Wamogo Varsity Field Hockey Field [Directions] | 5:15 p.m. | ||
| Fri., 10/9 | V Girls Soccer | Terryville | Away [Directions] | 3:45 p.m. | L 2-3 | |
| Fri., 10/9 | JV Girls Soccer | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | ||
| Sat., 10/10 | V Boys Cross Country | Wickham Invitational | Away | 9:30 a.m. | ||
| Sat., 10/10 | V Girls Cross Country | Wickham Invitational | Away | 9:30 a.m. | ||
| Mon., 10/12 | JV Football | Creed | Home - Wolcott Tech Football Field [Directions] | 1:00 p.m. | W 26-14 | |
| Mon., 10/12 | JV Football | Platt Tech | Home - Wolcott Tech Football Field [Directions] | Cancelled | Cancelled | |
| Tue., 10/13 | V Boys Cross Country | Litchfield | Home - White Memorial (HS XC Course) [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Boys Soccer | Nonnewaug | Away - NHS - Varsity Soccer Field [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 10/13 | JV Boys Soccer | Nonnewaug | Away - Nonnewaug HS JV Field [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | Litchfield | Home - White Memorial (HS XC Course) [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Field Hockey | Lewis Mills | Away - Lewis Mills Field Hockey Field [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/13 | JV Field Hockey | Lewis Mills | Away - Lewis Mills Field Hockey Field [Directions] | 5:15 p.m. | ||
| Tue., 10/13 | V Girls Soccer | Nonnewaug | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 1-9 | |
| Tue., 10/13 | JV Girls Soccer | Nonnewaug | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 10/15 | V Boys Soccer | Lewis Mills | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 5-1 | |
| Thu., 10/15 | JV Boys Soccer | Lewis Mills | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 10/15 | V Girls Soccer | Lewis Mills | Away - Lewis Mills Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-4 | |
| Thu., 10/15 | JV Girls Soccer | Lewis Mills | Away - Lewis Mills JV Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 10/19 | JV Football | Lewis Mills | Home - Torrington Pop Warner Field [Directions] | 3:45 p.m. | W 48-28 | |
| Tue., 10/20 | V Boys Soccer | Housatonic Regional | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 6-0 | |
| Tue., 10/20 | JV Boys Soccer | Housatonic Regional | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Housatonic Regional | Away - HS Field [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 10/20 | JV Girls Soccer | Housatonic Regional | Away - HS Field [Directions] | 3:45 p.m. | ||
| Thu., 10/22 | V Boys Cross Country | Berkshire League Championships | Away - Black Rock State Park | 2:45 p.m. | ||
| Fri., 10/23 | V Boys Soccer | Northwestern | Away - Northwestern Varsity Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/23 | JV Boys Soccer | Northwestern | Away - Northwestern JV field [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Field Hockey | Thomaston | Away - Thomaston H.S. Field [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 10/23 | JV Field Hockey | Thomaston | Away - Thomaston H.S. Field [Directions] | Cancelled | Cancelled | |
| Fri., 10/23 | V Girls Soccer | Northwestern | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 2-4 | |
| Fri., 10/23 | JV Girls Soccer | Northwestern | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Mon., 10/26 | JV Football | VGW Techs | Away - Vinal Tech Field [Directions] | Cancelled | Cancelled | |
| Tue., 10/27 | V Boys Soccer | Gilbert | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 10/27 | JV Boys Soccer | Gilbert | Home - Wamogo Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Field Hockey | Housatonic Regional | Home - Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | W 4-1 | |
| Tue., 10/27 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 10/27 | JV Girls Soccer | Gilbert | Away - Rowley Field [Directions] | Cancelled | Cancelled | |
| Fri., 10/30 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 10/30 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/30 | V Field Hockey | Shepaug Valley | Away - Joan Gauthey Field [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 10/30 | JV Field Hockey | Shepaug Valley | Away - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Fri., 10/30 | V Girls Soccer | Shepaug Valley | Home - Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 10/30 | JV Girls Soccer | Shepaug Valley | Home - Wamogo Regional HS [Directions] | 3:15 p.m. | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park - East Hartford [Directions] | 12:00 p.m. | ||
| Mon., 11/2 | JV Football | Bullard/Kolbe | Away - Bullard Havens [Directions] | 2:30 p.m. | L 8-28 | |
| Mon., 11/2 | JV Boys Soccer | Litchfield | Home - Wamogo JV Soccer Field [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | V Field Hockey | Litchfield | Home - Wamogo Varsity Field Hockey Field [Directions] | 7:00 p.m. | L 1-0 | Homecoming Under Lights |
| Mon., 11/2 | JV Field Hockey | Litchfield | Home - Wamogo Varsity Field Hockey Field [Directions] | 5:00 p.m. | ||
| Mon., 11/2 | JV Girls Soccer | Litchfield | Home - Wamogo Varsity Soccer Field [Directions] | 3:30 p.m. | ||
| Tue., 11/3 | V Boys Soccer | Litchfield | Home - Wamogo Varsity Soccer Field [Directions] | 7:30 p.m. | L 2-1 | Homecoming Under Lights |
| Tue., 11/3 | V Girls Soccer | Litchfield | Home - Wamogo Varsity Soccer Field [Directions] | 5:30 p.m. | L 0-1 | Homecoming Under Lights |
| Fri., 11/6 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Fri., 11/6 | JV Football | O'Brien Tech | Home - Wolcott Tech Football Field [Directions] | 3:00 p.m. | W 36-16 | |
| Tue., 11/10 | V Boys Soccer | Tourtellotte | Away - Soccer Field (Track) [Directions] | 2:00 p.m. | W 4-1 | Ist Round Class S State Championship |
| Thu., 11/12 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 4:00 p.m. | L 4-2 | CIAC 2nd Round Class S State Championships |
| Sat., 11/14 | V Boys Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Sat., 11/14 | JV Football | Gilbert/Northwestern/Housy | Away - Gilbert [Directions] | 9:00 a.m. | W 34-14 | |
| Mon., 11/16 | JV Football | Norwich Tech | Away - tba [Directions] | Cancelled | Cancelled | |
| Sat., 11/21 | JV Football | ATI | Home - Wolcott Tech Football Field [Directions] | 11:00 a.m. | L 28-47 | |
| Thu., 11/26 | JV Football | Housatonic Regional | Away - HS Field [Directions] | 10:00 a.m. | W 38-28 | |
| Fri., 12/4 | V Girls Basketball | New Milford (Scrim.) | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:00 p.m. | ||
| Fri., 12/4 | JV Girls Basketball | New Milford (Scrim.) | Home - Wamogo Gym 2 (Small Gym) [Directions] | 4:00 p.m. | ||
| Tue., 12/8 | V Boys Ice Hockey | Wahconah Regional (MA) (Scrim.) | Away - North Adams Veteran's | 7:30 p.m. | ||
| Wed., 12/9 | V Girls Basketball | Kaynor Tech (Scrim.) | Away - Kaynor Tech Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 12/9 | JV Girls Basketball | Kaynor Tech (Scrim.) | Away - Kaynor Tech Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 12/12 | V Boys Ice Hockey | South Kent (Scrim.) | Away - South Kent School | 4:30 p.m. | ||
| Sat., 12/12 | V Girls Basketball | O'Brien Tech (Scrim.) | Home - Wamogo Gym 1 (Large Gym) [Directions] | 9:15 a.m. | ||
| Sat., 12/12 | V Girls Basketball | Wamogo Annual Eight Team Scrimmage | Home - Wamogo Gym 1 (Large Gym) [Directions] | 9:15 p.m. | ||
| Tue., 12/15 | V Boys Basketball | Bethel (Scrim.) | Home - Wamogo Gym 1 (Large Gym) [Directions] | Cancelled | Cancelled | |
| Tue., 12/15 | V Boys Basketball | Bethel (Scrim.) | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Tue., 12/15 | JV Boys Basketball | Bethel (Scrim.) | Home - Wamogo Gym 2 (Small Gym) [Directions] | 5:30 p.m. | ||
| Tue., 12/15 | V Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 7:00 p.m. | W 43-28 | |
| Tue., 12/15 | JV Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/16 | V Boys Indoor Track | Wesleyan Developmental | Away - Bacon Athletic Center | 5:00 p.m. | ||
| Wed., 12/16 | V Wrestling | Northwestern | Home - New Terryville HS [Directions] | 6:30 p.m. | w 48-27 | |
| Fri., 12/18 | V Boys Basketball | Granby Memorial (Scrim.) | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:45 p.m. | ||
| Fri., 12/18 | JV Boys Basketball | Granby Memorial (Scrim.) | Home - Wamogo Gym 2 (Small Gym) [Directions] | 4:45 p.m. | ||
| Sat., 12/19 | V Wrestling | Pomperaug Tournament | Away - Pomperaug HS | 9:00 a.m. | 1st place | |
| Sat., 12/19 | V Girls Basketball | Nonnewaug | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:00 p.m. | L 23-44 | |
| Sat., 12/19 | JV Girls Basketball | Nonnewaug | Home - Wamogo Gym 1 (Large Gym) [Directions] | 2:30 p.m. | ||
| Mon., 12/21 | V Boys Basketball | Terryville | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | L 33-46 | |
| Mon., 12/21 | JV Boys Basketball | Terryville | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | Byram Hills (NY) | Home - Hotchkiss [Directions] | 6:00 p.m. | L 1-4 | |
| Mon., 12/21 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Pool [Directions] | 7:30 p.m. | 7:00 w/u | |
| Mon., 12/21 | V Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 7:00 p.m. | W 59-40 | |
| Mon., 12/21 | JV Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 7:00 p.m. | L 41-51 | |
| Wed., 12/23 | JV Boys Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Hotchkiss [Directions] | 7:30 p.m. | L 1-4 | |
| Wed., 12/23 | V Wrestling | Housatonic Regional | Away - Housatonic [Directions] | Cancelled | Cancelled | |
| Wed., 12/23 | V Girls Basketball | Northwestern | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 29-21 | |
| Wed., 12/23 | JV Girls Basketball | Northwestern | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Sat., 12/26 | V Boys Ice Hockey | Norwich Free Academy | Home - Hotchkiss [Directions] | 7:00 p.m. | L 3-8 | |
| Sat., 12/26 | V Wrestling | Glastonbury Duals | Away - Glastonbury HS | 9:00 a.m. | Tville 51 - Glastonbury 27 Middletown 47 - Tville 27 Tville 42 - Branford 21 | |
| Mon., 12/28 | V Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 7:00 p.m. | L 45-51 | |
| Mon., 12/28 | JV Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 2:30 p.m. | ||
| Mon., 12/28 | FR Boys Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 1:00 p.m. | ||
| Mon., 12/28 | V Girls Basketball | East Granby | Away - East Granby HS [Directions] | 6:00 p.m. | W 37-32 | |
| Mon., 12/28 | JV Girls Basketball | East Granby | Away - East Granby HS [Directions] | 4:30 p.m. | ||
| Wed., 12/30 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | 5:00 p.m. | W 4-2 | |
| Wed., 12/30 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield HS [Directions] | 12:00 p.m. | ||
| Wed., 12/30 | V Wrestling | Gilbert/Torrington | Home - New Terryville HS [Directions] | 6:30 p.m. | Tville 81 - Gilbert 0 | |
| Wed., 12/30 | V Girls Basketball | Windsor Locks | Home - Wamogo Gym 1 (Large Gym) [Directions] | 6:00 p.m. | L 24-42 | |
| Wed., 12/30 | JV Girls Basketball | Windsor Locks | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:30 p.m. | ||
| Thu., 12/31 | V Boys Basketball | Wolcott Tech | Away - Shepaug Valley Regional HS [Directions] | 11:00 a.m. | W 54-24 | |
| Sat., 1/2 | FR Boys Basketball | O'Brien Tech | Home - Wamogo Gym 1 (Large Gym) [Directions] | 10:00 a.m. | ||
| Sat., 1/2 | V Boys Indoor Track | Shoreline Invitational | Away - Floyd Little A.C. | 10:00 a.m. | ||
| Sat., 1/2 | V Boys Indoor Track | Shoreline Invite | Away - Floyd Little Athletic Center | 10:00 a.m. | Bus Pick up/ Drop off @ LHS | |
| Sat., 1/2 | V Wrestling | Bristol Central Tournament | Away - Bristol Central HS | 9:00 a.m. | 7th Place | |
| Sat., 1/2 | FR Girls Basketball | Gilbert | Home - Wamogo Gym 2 (Small Gym) [Directions] | 10:00 a.m. | ||
| Sat., 1/2 | V Girls Indoor Track | Shoreline Invite | Away - Floyd Little Athletic Center | 10:00 a.m. | Bus Pick up/ Drop off @ LHS | |
| Tue., 1/5 | V Girls Basketball | Shepaug Valley | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 58-49 | |
| Tue., 1/5 | JV Girls Basketball | Shepaug Valley | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | 6:00 p.m. | T 3-3 | |
| Wed., 1/6 | V Wrestling | Derby/Oxford/Holy Cross | Home - New Terryville HS [Directions] | 6:30 p.m. | Tville 42 - Derby 33 | |
| Fri., 1/8 | V Boys Basketball | Gilbert | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 64-35 | |
| Fri., 1/8 | JV Boys Basketball | Gilbert | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | FR Boys Basketball | Gilbert | Home - Wamogo Gym 1 (Large Gym) [Directions] | 3:45 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | 5:30 p.m. | L 31-38 | |
| Fri., 1/8 | JV Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | Cancelled | Cancelled | |
| Sat., 1/9 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks [Directions] | 6:40 p.m. | L 1-3 | |
| Sat., 1/9 | V Boys Indoor Track | Elm City Invitational | Away - Floyd Little A.C | 9:00 a.m. | ||
| Sat., 1/9 | V Boys Indoor Track | Elm City Invite | Away - Floyd Little Athletic Center | 9:00 a.m. | Bus Pick up/ Drop off @ LHS | |
| Sat., 1/9 | V Boys Swimming and Diving | Lewis Mills | Away - Dennis Malone Pool, Bristol. [Directions] | 6:45 p.m. | 6:15 w/u | |
| Sat., 1/9 | V Wrestling | Art Powers' Duals | Away - Berlin HS | 9:00 a.m. | East Catholic 45 - Tville 31 Guilford 58 - Tville 18 Tville 46 - Fitch 33 Tville 54 - Bethel 24 | |
| Sat., 1/9 | V Girls Indoor Track | Elm City Invite | Away - Floyd Little Athletic Center | 9:00 a.m. | Bus Pick up/ Drop off @ LHS | |
| Wed., 1/13 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | 5:00 p.m. | W 5-3 | |
| Wed., 1/13 | V Wrestling | Morgan | Home - New Terryville HS [Directions] | 6:30 p.m. | Tville 42 - Morgan 36 | |
| Thu., 1/14 | V Boys Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 49-27 | |
| Thu., 1/14 | JV Boys Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Thu., 1/14 | FR Boys Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 3:45 p.m. | ||
| Thu., 1/14 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS Pool [Directions] | 7:00 p.m. | 6:30 w/u | |
| Thu., 1/14 | V Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 7:00 p.m. | L 26-67 | |
| Thu., 1/14 | JV Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Litchfield | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 44-42 | |
| Fri., 1/15 | JV Boys Basketball | Litchfield | Home - Wamogo Gym 2 (Small Gym) [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Litchfield | Home - Wamogo Gym 2 (Small Gym) [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Hotchkiss [Directions] | 8:30 p.m. | W 5-0 | |
| Fri., 1/15 | V Wrestling | Avon, Farmington | Away - Avon HS [Directions] | 4:00 p.m. | Fairfield Prep 42 - Tville 36 Tville 55 - Farmington 18 Tville 39 - Avon 37 | |
| Fri., 1/15 | V Girls Basketball | Litchfield | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | W 51-41 | |
| Fri., 1/15 | JV Girls Basketball | Litchfield | Home - Wamogo Gym 1 (Large Gym) [Directions] | 3:45 p.m. | ||
| Sat., 1/16 | V Boys Indoor Track | H-K Invitational | Away - Floyd Little A.C. | 10:00 a.m. | ||
| Sat., 1/16 | V Boys Indoor Track | H-K Invite | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 1/16 | V Boys Swimming and Diving | Gilbert | Away - Winsted YMCA [Directions] | 7:30 p.m. | 7:00 w/u | |
| Sat., 1/16 | FR Girls Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 12:00 p.m. | ||
| Sat., 1/16 | V Girls Indoor Track | H-K Invite | Away - Floyd Little Athletic center | 10:00 a.m. | ||
| Mon., 1/18 | FR Boys Basketball | Housatonic Regional | Home - Wamogo Gym 2 (Small Gym) [Directions] | 11:45 p.m. | ||
| Mon., 1/18 | V Boys Ice Hockey | Woodstock Academy | Away - Jahn Hockey Rink - Pomfret School [Directions] | 11:30 a.m. | L 2-8 | |
| Mon., 1/18 | FR Girls Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 11:45 p.m. | ||
| Tue., 1/19 | V Boys Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 6:00 p.m. | W 49-35 | |
| Tue., 1/19 | JV Boys Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 1/19 | V Girls Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 6:00 p.m. | W 55-44 | |
| Tue., 1/19 | JV Girls Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:30 p.m. | ||
| Wed., 1/20 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss Pool [Directions] | 5:00 p.m. | 4:30 w/u | |
| Wed., 1/20 | V Wrestling | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | Tville 54 - St. Paul 28 | |
| Fri., 1/22 | V Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 7:00 p.m. | L 48-45 | |
| Fri., 1/22 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/22 | V Boys Swimming and Diving | Granby Memorial | Away - Farmington Valley YMCA [Directions] | 7:30 p.m. | 7:00 w/u | |
| Fri., 1/22 | V Girls Basketball | Lewis Mills | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | L 33-36 | |
| Fri., 1/22 | JV Girls Basketball | Lewis Mills | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Sat., 1/23 | V Boys Indoor Track | SCC Coaches | Away - Floyd Little A.C. | 9:00 a.m. | ||
| Sat., 1/23 | V Boys Indoor Track | SCC Coaches Invite | Away - Floyd Little Athletic Center | Cancelled | Cancelled | |
| Sat., 1/23 | V Wrestling | Simsbury, Nonnewaug, Windham | Away - Nonnewaug [Directions] | Cancelled | Cancelled | |
| Sat., 1/23 | V Girls Indoor Track | SCC Coaches Invite | Away - Floyd Little Athletic Center | Cancelled | Cancelled | |
| Sun., 1/24 | V Boys Ice Hockey | Pawling (NY) (Scrim.) | Home - Hotchkiss [Directions] | 3:30 p.m. | ||
| Tue., 1/26 | V Boys Basketball | Nonnewaug | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | L 68-38 | |
| Tue., 1/26 | JV Boys Basketball | Nonnewaug | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Tue., 1/26 | V Boys Ice Hockey | JBWA | Home - Hotchkiss [Directions] | 7:45 p.m. | W 4-2 | |
| Tue., 1/26 | V Boys Swimming and Diving | Shepaug Valley | Home - Shepaug Pool [Directions] | 4:30 p.m. | 4:00 w/u | |
| Tue., 1/26 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 7:00 p.m. | L 29-41 | |
| Tue., 1/26 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/27 | V Wrestling | Oxford | Away - OHS-Main Gym [Directions] | 6:00 p.m. | Tville 57 - Oxford 18 | |
| Fri., 1/29 | V Boys Basketball | Terryville | Away - New Terryville HS [Directions] | 7:00 p.m. | L 36-40 | |
| Fri., 1/29 | JV Boys Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | V Boys Ice Hockey | Eastern CT Eagles | Home - Hotchkiss [Directions] | 8:30 p.m. | W 6-5(OT) | |
| Fri., 1/29 | V Boys Indoor Track | Last Chance Meet | Away - Floyd Athletic Center | 4:00 p.m. | ||
| Fri., 1/29 | V Boys Indoor Track | SCC Last Chance Qualifier | Away - Floyd Little Athletic Center | 4:00 p.m. | Drop off @ LHS | |
| Fri., 1/29 | V Girls Basketball | Terryville | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 58-35 | |
| Fri., 1/29 | JV Girls Basketball | Terryville | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | V Girls Indoor Track | SCC Last Chance Qualifier | Away - Floyd Little Athletic Center | 4:00 p.m. | Drop off @ LHS | |
| Sat., 1/30 | FR Boys Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 12:30 p.m. | ||
| Sat., 1/30 | V Boys Swimming and Diving | Northwestern | Away - Winsted YMCA [Directions] | 4:30 p.m. | w/u 4:00 p.m. | |
| Sat., 1/30 | V Wrestling | Holy Cross, Manchester | Home - New Terryville HS [Directions] | 10:00 a.m. | Manchester 42 - Tville 27 Tville 64 - HC 12 | |
| Tue., 2/2 | V Boys Basketball | Northwestern | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 61-59 | |
| Tue., 2/2 | JV Boys Basketball | Northwestern | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | V Boys Indoor Track | Ground Hog Day Invitational | Away - Plumb Hill Complex - Litchfield | 3:00 p.m. | ||
| Tue., 2/2 | V Girls Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 7:00 p.m. | W 45-36 | |
| Tue., 2/2 | JV Girls Basketball | Northwestern | Away - NWR-7 Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | V Girls Indoor Track | Ground Hog Day Invitational | Away - Plumb Hill Complex - Litchfield | 3:00 p.m. | ||
| Wed., 2/3 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena [Directions] | 6:40 p.m. | L 2-3 | |
| Wed., 2/3 | V Boys Swimming and Diving | Gilbert | Home - Shepaug Pool [Directions] | 7:30 p.m. | w/u 7:00 | |
| Wed., 2/3 | V Wrestling | Seymour | Away - Seymour HS [Directions] | 6:30 p.m. | Tville 60 - Seymour 18 | |
| Sat., 2/6 | V Boys Basketball | O'Brien Tech | Home - Wamogo Gym 1 (Large Gym) [Directions] | 2:30 p.m. | L 52-46 | |
| Sat., 2/6 | JV Boys Basketball | O'Brien Tech | Home - Wamogo Gym 1 (Large Gym) [Directions] | 1:00 p.m. | ||
| Sat., 2/6 | FR Boys Basketball | O'Brien Tech | Home - Wamogo Gym 1 (Large Gym) [Directions] | Cancelled | Cancelled | |
| Sat., 2/6 | V Wrestling | Bobcat Classic | Away - Bacon Academy | 9:00 a.m. | 5th Place | |
| Sat., 2/6 | V Girls Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 5:30 p.m. | W 35-28 | |
| Sat., 2/6 | JV Girls Basketball | Shepaug Valley | Away - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 2/9 | V Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 7:00 p.m. | W 55-48 | |
| Tue., 2/9 | JV Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/9 | FR Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Housatonic Regional | Home - Shepaug Pool [Directions] | 7:30 p.m. | 7:00 w/u | |
| Tue., 2/9 | V Girls Basketball | Gilbert | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | W 61-44 | SENIOR NIGHT |
| Tue., 2/9 | JV Girls Basketball | Gilbert | Home - Wamogo Gym 1 (Large Gym) [Directions] | Cancelled | Cancelled | |
| Wed., 2/10 | V Wrestling | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 6:30 p.m. | Nonn 39 - Tville 33 | |
| Thu., 2/11 | V Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 7:00 p.m. | L 45-42 | |
| Thu., 2/11 | JV Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | ||
| Thu., 2/11 | V Boys Swimming and Diving | Lewis Mills | Home - Shepaug Pool [Directions] | 7:30 p.m. | 7;00 w/u | |
| Fri., 2/12 | FR Boys Basketball | Litchfield | Home - Wamogo HS [Directions] | 4:15 p.m. | ||
| Fri., 2/12 | V Boys Ice Hockey | Sheehan | Home - Hotchkiss [Directions] | 8:30 p.m. | W 8-0 | |
| Fri., 2/12 | V Boys Indoor Track | Class S State Championship | Away - Floyd Little A.C. | 4:00 p.m. | ||
| Fri., 2/12 | V Boys Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Fri., 2/12 | V Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | 7:00 p.m. | W 37-36 | |
| Fri., 2/12 | JV Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | ||
| Fri., 2/12 | V Girls Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Sat., 2/13 | V Boys Basketball | Shepaug Valley | Home - Wamogo Gym 1 (Large Gym) [Directions] | 2:30 p.m. | W 50-43 | |
| Sat., 2/13 | JV Boys Basketball | Shepaug Valley | Home - Wamogo Gym 1 (Large Gym) [Directions] | 1:00 p.m. | ||
| Sat., 2/13 | FR Boys Basketball | Shepaug Valley | Home - Wamogo Gym 1 (Large Gym) [Directions] | 11:30 a.m. | ||
| Sat., 2/13 | FR Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 10:30 a.m. | ||
| Mon., 2/15 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | 11:30 a.m. | L 5-7 | |
| Tue., 2/16 | V Boys Swimming and Diving | Classical Magnet | Away - Bulkeley HS [Directions] | 4:00 p.m. | W/U 3:30 | |
| Wed., 2/17 | V Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 7:00 p.m. | L 36-37 | |
| Wed., 2/17 | JV Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | FR Boys Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/17 | V Girls Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | L 37-71 | |
| Wed., 2/17 | JV Girls Basketball | Thomaston | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Thu., 2/18 | V Boys Swimming and Diving | Bristol Eastern | Away - Dennis Malone Aquatic Center [Directions] | 3:45 p.m. | 3:30 p.m. W/U | |
| Thu., 2/18 | V Girls Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 7:00 p.m. | L 20-46 | |
| Thu., 2/18 | JV Girls Basketball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 59-37 | SENIOR NIGHT |
| Fri., 2/19 | JV Boys Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Ice Hockey | Woodstock Academy | Home - Hotchkiss [Directions] | 8:30 p.m. | L 3-6 | |
| Sat., 2/20 | FR Boys Basketball | Northwestern | Home - Wamogo Gym 2 (Small Gym) [Directions] | 10:00 a.m. | ||
| Sat., 2/20 | V Boys Indoor Track | State Open Championship | Away - Floyd Little A.C. | 12:00 p.m. | ||
| Sat., 2/20 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/20 | V Boys Swimming and Diving | Northwestern | Away - Winsted YMCA [Directions] | 7:30 p.m. | 7:00 w/u | |
| Sat., 2/20 | V Girls Basketball | Housatonic Regional | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:00 p.m. | No passes will be accepted. Ticket prices are $6/$3 | |
| Sat., 2/20 | FR Girls Basketball | Northwestern | Home - Wamogo Gym 1 (Large Gym) [Directions] | Cancelled | Cancelled | |
| Sat., 2/20 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sun., 2/21 | V Boys Ice Hockey | Danbury | Away - Danbury Ice Arena [Directions] | 3:00 p.m. | W 3-2 | |
| Mon., 2/22 | V Boys Basketball | Lewis Mills | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | W 48-34 | |
| Mon., 2/22 | JV Boys Basketball | Lewis Mills | Home - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Lewis Mills | Home - Wamogo Gym 1 (Large Gym) [Directions] | 3:45 p.m. | ||
| Mon., 2/22 | V Girls Basketball | Thomaston | Away - Thomason HS [Directions] | 7:30 p.m. | No passes accepted ... Ticket prices $6/$3 | |
| Wed., 2/24 | JV Boys Basketball | Forman School | Home - Wamogo Gym 1 (Large Gym) [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena [Directions] | 6:40 p.m. | W 7-3 | |
| Wed., 2/24 | V Boys Swimming and Diving | Litchfield | Home - Shepaug Pool [Directions] | 7:00 p.m. | 6:30 w/u SENIOR NIGHT | |
| Thu., 2/25 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 7:00 p.m. | L 54-50 | |
| Thu., 2/25 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/26 | V Boys Ice Hockey | Norwalk | Home - Hotchkiss [Directions] | 8:30 p.m. | W 3-2 | |
| Sat., 2/27 | V Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 7:00 p.m. | L 48-40 | Entry to LHS Gym after 6:00 p.m. |
| Sat., 2/27 | V Boys Indoor Track | New England Meet | Away - Reggie Lewis Center | TBA | ||
| Sat., 2/27 | V Boys Swimming and Diving | Splash | Away - PLainville Pool | 2:00 p.m. | Pickup/Drop off @ Litchfield High School, 12:00 W/U | |
| Sun., 2/28 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sun., 2/28 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Mon., 2/29 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - Gunnery Rink [Directions] | 8:00 p.m. | W 6-0 | |
| Mon., 2/29 | V Girls Basketball | St. Bernard | Home - Wamogo Gym 1 (Large Gym) [Directions] | 7:00 p.m. | Ticket Prices: Children Five (5) and Under Free Senior Citizens (age 65 and older) $5.00 Students (grades 1-12) $5.00 Adults (All others not in the above categories) $8.00 Students | |
| Tue., 3/1 | V Boys Ice Hockey | Tri-Town | Home - Hotchkiss [Directions] | 5:30 p.m. | L 2-3 | |
| Fri., 3/4 | V Boys Swimming and Diving | Berkshire League Championship Diving | Away | 6:00 p.m. | w/u 4:00 p.m. | |
| Sat., 3/5 | V Boys Swimming and Diving | Berkshire League Championships | Away | 1:00 p.m. | Warm up @ 12:00 | |
| Mon., 3/7 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:30 p.m. | L 73-34 | 1st Round Class S Championship |
| Mon., 3/7 | V Boys Ice Hockey | Div III State Tournament | Away - Danbury Ice | 8:10 p.m. | ||
| Thu., 3/10 | V Boys Ice Hockey | Div III 2nd Round | Away - Trinity College | 7:15 p.m. | ||
| Sat., 3/12 | V Boys Swimming and Diving | State Trials | Away - Plainville Pool | 3:30 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | Class S Championship Finals | Away - Wesleyan University – Freeman Center, Middletown | 6:00 p.m. | 5:15 Warm up | |
| Thu., 3/24 | V Baseball | Wolcott Tech (Scrim.) | Home - Wamogo Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 3/24 | V Softball | Seymour (Scrim.) | Away - Bungay Field [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | V Baseball | Crosby (Scrim.) | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | V Softball | Wolcott (Scrim.) | Home - Wamogo HS [Directions] | 3:45 p.m. | Rain date: 3/29 | |
| Wed., 3/30 | V Baseball | Watertown (Scrim.) | Away - Deland Field [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | V Baseball | Bethel (Scrim.) | Away - Hunt Field at Bethel HS [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Softball | Watertown (Scrim.) | Away - Watertown HS [Directions] | 3:45 p.m. | Rain date: 4/2 | |
| Thu., 4/7 | V Boys Tennis | Northwestern | Away - Pine Woods [Directions] | 3:00 p.m. | L 1-4 | |
| Fri., 4/8 | V Baseball | Litchfield | Away - Litchfield HS [Directions] | 3:15 p.m. | W 11-10(8) | |
| Fri., 4/8 | V Boys Lacrosse | Housatonic Regional | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | L 8-16 | League Game |
| Fri., 4/8 | V Boys Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | 3:45 p.m. | L 1-4 | |
| Fri., 4/8 | V Softball | Litchfield | Home - Wamogo Varsity Softball Field [Directions] | 3:15 p.m. | W 12-1 | |
| Fri., 4/8 | V Girls Tennis | Lewis Mills | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 4/9 | V Softball | New Fairfield | Home - Wamogo Varsity Softball Field [Directions] | 3:00 p.m. | W 7-2 | Venue changed to Plumb Hill Complex - Litchfield |
| Sat., 4/9 | JV Softball | Naugatuck | Home - Wamogo Varsity Softball Field [Directions] | Cancelled | Cancelled | |
| Mon., 4/11 | V Baseball | Shepaug Valley | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 4/11 | JV Baseball | Shepaug Valley | Away - Ted Alex Field [Directions] | 3:45 p.m. | ||
| Mon., 4/11 | V Boys Golf | Litchfield, O'Brien Tech | Home - Stonybrook Golf Club [Directions] | 3:45 p.m. | Litchfield 186 O'Brien Tech 210 Wamogo 212 | |
| Mon., 4/11 | V Boys Outdoor Track | Litchfield, Gilbert | Away - Plumb Hill Complex [Directions] | 4:00 p.m. | ||
| Mon., 4/11 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS Courts [Directions] | 3:45 p.m. | W 3-2 | |
| Mon., 4/11 | V Girls Outdoor Track | Litchfield, Gilbert | Away - Plumb Hill Complex [Directions] | 4:00 p.m. | ||
| Mon., 4/11 | V Softball | Shepaug Valley | Away - Dick Ayer Field [Directions] | 3:45 p.m. | L 2-3 | |
| Mon., 4/11 | V Girls Tennis | Shepaug Valley | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/13 | V Baseball | Lewis Mills | Away - Lewis Mills Baseball Field [Directions] | 3:45 p.m. | W 10-8 | |
| Wed., 4/13 | JV Baseball | Lewis Mills | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | V Boys Lacrosse | Amistad | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 5:00 p.m. | W 12-6 | League Game |
| Wed., 4/13 | V Boys Tennis | Thomaston | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 2-3 | |
| Wed., 4/13 | V Softball | Lewis Mills | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 9-6 | |
| Wed., 4/13 | V Girls Tennis | Housatonic Regional | Away - HS Courts [Directions] | 3:15 p.m. | L 1-6 | |
| Thu., 4/14 | V Softball | Thomaston | Home - Wamogo High school [Directions] | 3:45 p.m. | L 0-10 | |
| Thu., 4/14 | V Girls Tennis | Northwestern | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/15 | V Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | 3:45 p.m. | L 7-0 | |
| Fri., 4/15 | JV Baseball | Northwestern | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/15 | V Boys Lacrosse | Nonnewaug (Scrim.) | Home [Directions] | 4:30 p.m. | L 4-8 | |
| Fri., 4/15 | V Boys Tennis | Gilbert | Away - Gilbert [Directions] | 3:45 p.m. | W 4-1 | |
| Fri., 4/15 | V Softball | Northwestern | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 5-4 | |
| Fri., 4/15 | V Girls Tennis | Gilbert | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Sat., 4/16 | V Baseball | Thomaston | Away - Thomaston H.S. Field [Directions] | 11:00 a.m. | W 3-2 | |
| Mon., 4/18 | V Boys Lacrosse | Holy Cross | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | L 6-18 | League Game |
| Mon., 4/18 | V Boys Tennis | Litchfield | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 4/18 | V Girls Tennis | Litchfield | Away - Litchfield HS [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/19 | V Softball | Shepaug Valley | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 8-6 | |
| Wed., 4/20 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | L 3-0 | |
| Wed., 4/20 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS [Directions] | 4:15 p.m. | L 5-12 | Out of League Game |
| Wed., 4/20 | V Softball | Gilbert | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 10-2 | |
| Thu., 4/21 | V Baseball | O'Brien Tech | Home - Wamogo Baseball Field [Directions] | 10:30 a.m. | W 5-0 | |
| Thu., 4/21 | JV Baseball | O'Brien Tech | Home - Wamogo Baseball Field [Directions] | Cancelled | Cancelled | |
| Thu., 4/21 | JV Baseball | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Baseball | Terryville | Home - Wamogo Baseball Field [Directions] | 11:ooa.m. | W 6-1 | |
| Fri., 4/22 | V Softball | Terryville | Away - New Terryville HS [Directions] | 11:00 a.m. | W 9-0 | |
| Sat., 4/23 | JV Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | 10:30 a.m. | ||
| Sat., 4/23 | JV Softball | Lewis Mills | Away [Directions] | Cancelled | Cancelled | |
| Mon., 4/25 | V Baseball | Housatonic Regional | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | W 9-1 | |
| Mon., 4/25 | V Boys Golf | Terryville | Home - Stonybrook Golf Club [Directions] | 3:45 p.m. | Terryville 191 Wamogo. 196 | |
| Mon., 4/25 | V Boys Lacrosse | Litchfield Coop (Scrim.) | Home [Directions] | 4:30 p.m. | L 1-16 | |
| Mon., 4/25 | V Boys Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 4/25 | V Softball | Housatonic Regional | Away - HS Field [Directions] | 3:45 p.m. | W 16-0 | |
| Mon., 4/25 | V Girls Tennis | Nonnewaug | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 4/26 | V Boys Outdoor Track | Nonnewaug | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Tue., 4/26 | V Girls Outdoor Track | Nonnewaug | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Baseball | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 4/27 | V Boys Golf | Lewis Mills, Housatonic Regional | Away - Fairview Farms Golf Course - Harwinton [Directions] | 3:45 p.m. | Wamogo. 210 Lewis Mills. 168 Housatonic. 223 | |
| Wed., 4/27 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:30 p.m. | L 3-11 | League game |
| Wed., 4/27 | V Boys Tennis | Housatonic Regional | Away - HS Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Wed., 4/27 | V Softball | Nonnewaug | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 11-3 | |
| Wed., 4/27 | V Girls Tennis | Housatonic Regional | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/28 | V Boys Golf | O'Brien Tech | Home - Stonybrook Golf Club [Directions] | 3:00 p.m. | Wamogo 197 O'Brien Tech. 202 | |
| Fri., 4/29 | V Baseball | Thomaston | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | L 9-2 | |
| Fri., 4/29 | V Boys Tennis | Northwestern | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 2-3 | |
| Fri., 4/29 | V Softball | Thomaston | Away - Thomaston HS [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 4/29 | V Girls Tennis | Northwestern | Away - NWR-7 Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Sat., 4/30 | JV Baseball | Housatonic Regional | Home - Wamogo Baseball Field [Directions] | 9:30 a.m. | ||
| Sat., 4/30 | JV Baseball | Nonnewaug | Home - Wamogo Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 4/30 | V Boys Lacrosse | Watertown | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 1:00 p.m. | L 2-16 | League Game |
| Sat., 4/30 | JV Softball | Northwestern Jamboree | Away - Northwestern Regional HS | 10:00 a.m. | ||
| Mon., 5/2 | V Boys Lacrosse | St. Paul Catholic | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | L 2-17 | League Game |
| Tue., 5/3 | V Boys Golf | Shepaug Valley, Housatonic Regional | Home - Stonybrook Golf Club [Directions] | 3:45 p.m. | Shepaug 228 Housatonic Reg 209 Wamogo. 211 | |
| Tue., 5/3 | V Boys Lacrosse | Bristol Coop | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | L 9-17 | Out of League |
| Tue., 5/3 | V Boys Outdoor Track | Northwestern, Housatonic Regional, Lewis Mills | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Northwestern, Housatonic Regional, Lewis Mills | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Boys Golf | Nonnewaug, Lewis Mills | Away - Heritage Village CC [Directions] | 3:45 p.m. | Nonnewaug 186 Lewis Mills 169 Wamogo 203 | |
| Wed., 5/4 | V Softball | Litchfield | Home - Wamogo Regional HS [Directions] | 3:15 p.m. | W 17-1 | |
| Thu., 5/5 | V Baseball | Litchfield | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | L 7-2 | |
| Thu., 5/5 | V Boys Outdoor Track | O'Brien Tech | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Thu., 5/5 | V Girls Outdoor Track | O'Brien Tech | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Sat., 5/7 | JV Baseball | Litchfield | Away - Litchfield HS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/7 | JV Baseball | Gilbert | Home - Wamogo Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 5/7 | V Boys Lacrosse | Shepaug Valley (Scrim.) | Away - Shepaug Valley HS [Directions] | 2:00 p.m. | ||
| Sat., 5/7 | JV Softball | Lewis Mills | Home - Wamogo Varsity Softball Field [Directions] | Cancelled | Cancelled | |
| Mon., 5/9 | V Baseball | Lewis Mills | Home - Wamogo Baseball Field [Directions] | 3:30 p.m. | L 8-13 | |
| Mon., 5/9 | JV Baseball | Lewis Mills | Home - Wamogo Baseball Field [Directions] | 5:45 p.m. | ||
| Mon., 5/9 | V Boys Lacrosse | Nonnewaug (Scrim.) | Away - Mitchell Elementary School [Directions] | 4:30 p.m. | L 8-13 | |
| Mon., 5/9 | V Boys Tennis | Thomaston | Away - Nystroms Park [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 5/9 | V Softball | Lewis Mills | Away - Lewis Mills Softball Field [Directions] | 3:45 p.m. | W 6-3 | |
| Mon., 5/9 | V Girls Tennis | Thomaston | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/10 | V Baseball | Shepaug Valley | Away - Ted Alex Field [Directions] | 3:45 p.m. | L 2-10 | |
| Tue., 5/10 | JV Baseball | Shepaug Valley | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Boys Golf | Shepaug Valley, Gilbert | Away - Lake Waramaug Country Club [Directions] | 3:15 p.m. | Shepaug Valley 227 Gilbert 224 Wamogo 233 | |
| Tue., 5/10 | V Boys Outdoor Track | Shepaug Valley | Away - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Housatonic Regional | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 5/10 | V Girls Outdoor Track | Shepaug Valley | Away - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Girls Tennis | Thomaston | Away - Nystroms Park [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/11 | V Baseball | Northwestern | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | W 11-10 | |
| Wed., 5/11 | V Boys Golf | 34th Annual Jack Stigberg Memorial Golf Tournament | Away | 9:00 a.m. | ||
| Wed., 5/11 | V Boys Golf | Litchfield, Gilbert | Away - Litchfield CC [Directions] | 3:00 p.m. | Litchfield 169 Gilbert 215 Wamogo 228 | |
| Wed., 5/11 | V Boys Lacrosse | Lewis Mills | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | L 0-14 | League Game |
| Wed., 5/11 | V Boys Tennis | Gilbert | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | W 3-2 | |
| Wed., 5/11 | V Softball | Northwestern | Away - Northwestern Varsity Field [Directions] | 3:45 p.m. | W 10-9 | |
| Wed., 5/11 | V Girls Tennis | Gilbert | Away - Gilbert [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/12 | V Boys Tennis | Lewis Mills | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 5/12 | V Softball | WCA | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 5/13 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | L 2-15 | League Game |
| Sat., 5/14 | V Baseball | Gilbert | Home - Fordham University [Directions] | 7:00 p.m. | L 3-1 | |
| Sat., 5/14 | V Boys Outdoor Track | Torrington Invitational | Away | 10:30 a.m. | Bus P/U & D/O @ LHS | |
| Sat., 5/14 | V Girls Outdoor Track | Torrington Invitational | Away | 10:30 a.m. | Bus P/U & D/O @ LHS | |
| Sat., 5/14 | JV Softball | New Fairfield | Home - Wamogo Varsity Softball Field [Directions] | Cancelled | Cancelled | |
| Sat., 5/14 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS Courts [Directions] | 12:00 p.m. | L 0-7 | |
| Sun., 5/15 | V Boys Tennis | Shepaug Valley | Home - Wamogo Tennis Courts [Directions] | 12:30 p.m. | W 3-2 | |
| Mon., 5/16 | JV Baseball | Gilbert | Away - Walker Field [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Lacrosse | Housatonic Regional | Away - HS Field [Directions] | 4:00 p.m. | L 2-16 | League Game |
| Mon., 5/16 | V Boys Outdoor Track | Thomaston, Gilbert | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Boys Tennis | Nonnewaug | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 5/16 | V Girls Outdoor Track | Thomaston, Gilbert | Home - Plumb Hill Field Complex [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Softball | Gilbert | Away - Rowley Field [Directions] | 3:45 p.m. | W 17-2 | |
| Mon., 5/16 | V Girls Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/17 | V Boys Golf | Northwestern, Terryville | Away - Norfolk CC [Directions] | 3:45 p.m. | Northwestern 203 Terryville 198 Wamogo 206 | |
| Wed., 5/18 | V Baseball | Terryville | Away - New Terryville HS [Directions] | 3:45 p.m. | L 5-4 | |
| Wed., 5/18 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | L 2-20 | League Game |
| Wed., 5/18 | V Softball | Terryville | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 5/18 | V Girls Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | 2:00 p.m. | L 0-7 | |
| Thu., 5/19 | V Baseball | Housatonic Regional | Away - HS Field [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 5/19 | JV Baseball | Housatonic Regional | Away - Housatonic Regional [Directions] | 3:45 p.m. | ||
| Thu., 5/19 | V Boys Tennis | Litchfield | Away - Litchfield HS Field [Directions] | 3:45 p.m. | L 1-4 | |
| Thu., 5/19 | V Softball | Housatonic Regional | Home - Wamogo Varsity Softball Field [Directions] | 3:45 p.m. | W 18-0 | |
| Thu., 5/19 | V Girls Tennis | Berkshire League Championship | Away | 8:30 a.m. | ||
| Fri., 5/20 | V Boys Tennis | Berkshire League Championship | Away | 8:30 a.m. | ||
| Fri., 5/20 | V Girls Tennis | Litchfield | Home - Wamogo Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 5/21 | V Boys Outdoor Track | Berkshire League Championships | Away - Plumb Hill Facility | 9:00 a.m. | ||
| Sat., 5/21 | JV Softball | Northwestern Jamboree | Away - Northwestern Regional HS | 10:00 a.m. | ||
| Mon., 5/23 | V Baseball | Nonnewaug | Home - Wamogo Baseball Field [Directions] | 3:45 p.m. | L 0-2 | |
| Mon., 5/23 | V Boys Golf | Litchfield | Away - Litchfield CC [Directions] | 3:00 p.m. | Litchfield 168 Wamogo 196 | |
| Mon., 5/23 | V Boys Lacrosse | Wolcott Club | Home - Wamogo MS Soccer Field (Lower Field) [Directions] | 6:00 p.m. | ||
| Mon., 5/23 | V Softball | Nonnewaug | Away - Nonnewaug Varsity Softball Field [Directions] | 3:45 p.m. | L 7-1 | |
| Tue., 5/24 | V Boys Golf | Northwestern | Home - Stonybrook Golf Club [Directions] | 3:45 p.m. | Northwestern 187 Wamogo 207 | |
| Tue., 5/24 | V Boys Outdoor Track | BL Festival | Away - Housatonic Valley Regional HS | 4:00 p.m. | ||
| Wed., 5/25 | V Baseball | O'Brien Tech | Away - O'Brien Tech Athletic Complex [Directions] | 3:45 p.m. | W 14-2 | |
| Wed., 5/25 | JV Baseball | Nonnewaug | Away - Nonnewaug HS Field [Directions] | Cancelled | Cancelled | |
| Wed., 5/25 | V Boys Golf | Litchfield, Nonnewaug | Home - Stonybrook Golf Club [Directions] | 3:45 p.m. | Litchfield 174 Wamogo. 192 Nonnawaug 198 | |
| Wed., 5/25 | V Boys Outdoor Track | BL Festival | Away - Housatonic Valley Regional HS | 4:00 p.m. | ||
| Wed., 5/25 | V Softball | Woodland (Scrim.) | Home - Wamogo Regional HS [Directions] | 3:30 p.m. | ||
| Thu., 5/26 | JV Baseball | Litchfield | Away - Community Field [Directions] | 3:30 p.m. | ||
| Thu., 5/26 | V Boys Outdoor Track | Danbury Invite | Away - Danbury HS | 7:00 p.m. | ||
| Fri., 5/27 | V Boys Lacrosse | Litchfield Coop (Scrim.) | Away - Bantam Field [Directions] | 8:00 p.m. | L 3-5 | |
| Tue., 5/31 | V Baseball | Stafford | Away - Arute Baseball Fields off of Levinthal Run [Directions] | 3:30 p.m. | 1st Round Class S | |
| Tue., 5/31 | V Boys Golf | Berkshire League All-Star Tourne | Away - Fairview Farm Golf Course | 7:00 a.m. | ||
| Wed., 6/1 | V Softball | Putnam | Home - Wamogo Varsity Softball Field [Directions] | 4:00 p.m. | W 9-1 | 2nd Round Class S Championship |
| Thu., 6/2 | V Softball | Notre Dame-Fairfield | Home - Wamogo Varsity Softball Field [Directions] | 4:00 p.m. | L 5-0 | Class S Quarter Finals |