| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/17 | 3:45 PM | Varsity | League | Normal | Home | Bristol Central | | | | Plainville Middle School - Cross Country Course | |
| Platt | | |
| TUE 9/24 | 3:45 PM | Varsity | League | Normal | Away | Bristol Eastern | | | | Veterans Memorial Park, Middletown, CT - Veterans Memorial Park, Middletown, CT | |
| Middletown | | |
| TUE 10/1 | 3:45 PM | Varsity | League | Normal | Away | Lewis Mills | | | | Hubbard Park - Hubbard Park Band Shell | |
| Maloney | | |
| TUE 10/8 | 3:45 PM | Varsity | League | Normal | Away | Berlin | | | | Pistol Creek - Pistol Creek | |