| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/21 | 6:00 p.m. | Varsity | League | Normal | Away | EliWhitneyRVT | Loss | 31-77 | | Eli Whitney RVTS-Gym | |
| THU 12/22 | 6:00 p.m. | Varsity | League | Normal | Home | ShepaugValley | Win | 52-43 | | Terryville High School-Gym | |
| TUE 12/27 | 6:00 p.m. | Varsity | League | Normal | Home | TrinityCollegeAcademy | Loss | 45-49 | | Terryville High School-Gym | |
| FRI 12/30 | 5:00 p.m. | Varsity | League | Normal | Away | WindsorLocks | Loss | 39-68 | | Windsor Locks High School-WLHS Gymnasium | |
| TUE 1/3 | 7:00 p.m. | Varsity | League | Normal | Home | Nonnewaug | Loss | 56-68 | | Terryville High School-Gym | |
| FRI 1/6 | 7:00 p.m. | Varsity | League | Normal | Home | Thomaston | Loss | 42-53 | | Terryville High School-Gym | |
| MON 1/9 | 7:00 p.m. | Varsity | League | Normal | Home | Gilbert | Loss | 52-61 | | Terryville High School-Gym | |
| TUE 1/10 | 7:00 p.m. | Varsity | League | Normal | Home | HousatonicValleyReg | Win | 66-27 | | Terryville High School-Gym | |
| FRI 1/13 | 7:00 p.m. | Varsity | League | Normal | Away | NorthwesternReg | Loss | 32-64 | | Northwestern Regional H.S.-Main Gym | |
| TUE 1/17 | 7:00 p.m. | Varsity | League | Normal | Away | Litchfield | Loss | 39-59 | | Litchfield High School-Gym | |
| FRI 1/20 | 7:00 p.m. | Varsity | League | Normal | Home | WamogoReg | Loss | 46-70 | | Terryville High School-Gym | |
| TUE 1/24 | 6:30 p.m. | Varsity | League | Normal | Away | Gilbert | Loss | 37-54 | | Gilbert School-Gym | |
| TUE 1/31 | 7:00 p.m. | Varsity | League | Normal | Away | ShepaugValley | Loss | 33-71 | | Shepaug Valley High School-Ted Alex Gymnasium | |
| FRI 2/3 | 6:00 p.m. | Varsity | League | Normal | Away | Nonnewaug | Loss | 31-51 | | Nonnewaug High School-Gym | |
| TUE 2/7 | 7:00 p.m. | Varsity | League | Normal | Away | HousatonicValleyReg | Win | 72-47 | | Housatonic Valley Regional High-Edward S. Tyburski Gym | |
| WED 2/8 | 6:00 p.m. | Varsity | League | Normal | Home | EliWhitneyRVT | Loss | 54-66 | | Terryville High School-Gym | |
| FRI 2/10 | 7:30 p.m. | Varsity | League | Normal | Away | Thomaston | Loss | 42-68 | | Thomaston High School-Gym | |
| TUE 2/14 | 7:00 p.m. | Varsity | League | Normal | Home | NorthwesternReg | Loss | 40-65 | | Terryville High School-Gym | |
| THU 2/16 | 7:00 p.m. | Varsity | League | Normal | Home | Litchfield | Loss | 43-59 | | Terryville High School-Gym | |
| FRI 2/24 | 6:00 p.m. | Varsity | League | Normal | Away | WamogoReg | Loss | 34-64 | | Wamogo High School-Wamogo Large Gym | |