| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/10 | 3:45 p.m. | Varsity | League | Normal | Away | EastHartford | | | | Wickham Park | |
| TUE 9/17 | 3:45 p.m. | Varsity | League | Normal | Home | EastCatholic | | | | Powder Hollow - Dust House Road-Cross Country Course | |
| SAT 9/21 | 12:00 p.m. | Varsity | League | Normal | Away | Farmington | | | | Winding Trails-Cross Country Course | |
| TUE 9/24 | 3:45 p.m. | Varsity | League | Normal | Away | EOSmith | | | | Mansfield Hollow State Park-Boys Course | |
| TUE 10/8 | 3:30 p.m. | Varsity | League | Normal | Home | RHAM | | | | Powder Hollow - Dust House Road-Cross Country Course | |