| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/7 | 5:30 PM | Varsity | Scrimmage | Normal | Away | Old Lyme | | | | Lyme-Old Lyme High School - High School Gym | 4:15 PM |
| MON 12/11 | 6:15 PM | Varsity | Scrimmage | Normal | Home | Guilford | | | | Waterford High School - Francis X. Sweeney Field House | |
| THU 12/14 | 7:00 PM | Varsity | League | Normal | Away | Woodstock Academy | Win | 55-32 | | The Woodstock Academy - North Campus - Alumni Field House Main Court | 3:00 PM |
| THU 12/21 | 7:00 PM | Varsity | League | Normal | Home | St. Bernard | Loss | 39-67 | | Waterford High School - Francis X. Sweeney Field House | |
| WED 12/27 | 5:30 PM | Varsity | Tournament | Normal | Away | Glastonbury | Loss | 36-52 | | Xavier / Art Kohs Tourney | |
| THU 12/28 | 5:30 PM | Varsity | Tournament | Normal | Home | Berlin | Loss | 39-42 | | Xavier / Art Kohs Tourney | |
| TUE 1/2 | 7:00 PM | Varsity | League | Normal | Away | Ledyard | Win | 51-36 | | Ledyard High School - Judy Standish Gymnasium | 4:15 PM |
| SAT 1/6 | 2:30 PM | Varsity | League | Normal | Home | Griswold | Win | 71-56 | | Waterford High School - Francis X. Sweeney Field House | |
| TUE 1/9 | 7:00 PM | Varsity | League | Normal | Home | Bacon Academy | Win | 87-36 | | Waterford High School - Francis X. Sweeney Field House | |
| FRI 1/12 | 7:00 PM | Varsity | League | Normal | Home | Woodstock Academy | Win | 70-61 | | Waterford High School - Francis X. Sweeney Field House | |
| SAT 1/20 | 7:00 PM | Varsity | League | Normal | Home | Wheeler | Loss | 62-67 | | Waterford High School - Francis X. Sweeney Field House | |
| MON 1/22 | 7:00 PM | Varsity | Non-League | Normal | Home | Morgan | Loss | 50-60 | | Waterford High School - Francis X. Sweeney Field House | |
| THU 1/25 | 7:00 PM | Varsity | League | Normal | Away | Killingly | Win | 57-46 | | Killingly High School - Gym | 4:00 PM |
| FRI 1/26 | 7:00 PM | Varsity | League | Normal | Away | Windham | Win | 54-49 | | Windham High School - Callahan Gymnasium | 4:15 PM |
| TUE 1/30 | 7:00 PM | Varsity | League | Normal | Away | East Lyme | Loss | 56-71 | | East Lyme High School - North Gym | 4:45 PM |
| FRI 2/2 | 7:00 PM | Varsity | League | Normal | Away | Hall | Loss | 55-71 | | Hall High School - Robinson Gym | 3:45 PM |
| MON 2/5 | 7:00 PM | Varsity | League | Normal | Home | Fitch | Loss | 69-72 | | Waterford High School - Francis X. Sweeney Field House | |
| WED 2/7 | 7:00 PM | Varsity | League | Normal | Home | East Lyme | Loss | 57-61 | | Waterford High School - Francis X. Sweeney Field House | |
| FRI 2/9 | 7:00 PM | Varsity | League | Normal | Home | Windham | Win | 67-61 | | Waterford High School - Francis X. Sweeney Field House | |
| MON 2/12 | 7:00 PM | Varsity | League | Normal | Away | Stonington | Loss | 71-77 | | Stonington High School - SHS Main Gym | 4:45 PM |
| WED 2/14 | 7:00 PM | Varsity | League | Normal | Away | Norwich Free Academy | Loss | 63-81 | | Norwich Free Academy - Alumni Gym | 4:15 PM |
| FRI 2/16 | 7:00 PM | Varsity | League | Normal | Home | Ledyard | Win | 78-59 | | Waterford High School - Francis X. Sweeney Field House | |
| THU 2/22 | 6:00 PM | Varsity | Postseason | Normal | Home | Norwich Free Academy | | | | Waterford High School - Francis X. Sweeney Field House | |
| SAT 2/24 | 6:00 PM | Varsity | Postseason | Normal | Away | St. Bernard | | | | Waterford High School - Francis X. Sweeney Field House | |
| TUE 3/5 | 6:00 PM | Varsity | Tournament | Normal | Away | East Lyme | Win | 60-56 | | East Lyme High School - North Gym | |
| THU 3/7 | 6:00 PM | Varsity | Tournament | Normal | Away | East Haven | Win | 70-49 | | East Haven High School - Gym | 3:45 PM |
| MON 3/11 | 6:30 PM | Varsity | Tournament | Normal | Away | Fairfield Ludlowe | Loss | 48-70 | | Fairfield Ludlowe High School - Main Gym | |