| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:45 PM | Varsity | League | Normal | Away | Lewis Mills | | | | Hubbard Park - Tennis courts | |
| Platt | | |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Berlin | | | | Page Park Bristol CT - Cross Country | |
| Maloney | | |
| TUE 9/24 | 3:45 PM | Varsity | League | Normal | Away | Middletown | | | | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT | |
| Plainville | | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Home | Bristol Central | | | | Page Park Bristol CT - Cross Country | |