| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 9/18 | 4:15 PM | Varsity | League | Normal | Away | Bolton | | | | Bolton High School - BHS Cross Country Course | |
| East Windsor | | |
| WED 9/25 | 4:00 PM | Varsity | League | Normal | Home | Coventry | | | | Stratton Brook State Park - Stratton Brook State Park | |
| Ellington | | |
| WED 10/2 | 4:00 PM | Varsity | League | Normal | Home | East Granby | | | | Stratton Brook State Park - Stratton Brook State Park | |
| Windsor Locks | | |