| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 9/1 | 3:45 PM | Varsity | League | Normal | Home | Ellington | | | | Tolland High School - Grass Field | |
| TUE 9/12 | 3:45 PM | Varsity | League | Normal | Away | Enfield | | | | Wickham Park - Wickham Park | |
| East Hartford | | |
| TUE 9/19 | 3:45 PM | Varsity | League | Normal | Home | East Catholic | | | | Tolland High School - Grass Field | |
| Manchester | | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | South Windsor | | | | Nevers Road Park - Nevers Road Park XC Trail | |
| RHAM | | |
| TUE 10/10 | 3:45 PM | Varsity | League | Normal | Away | E.O. Smith | | | | Mansfield Hollow State Park - Boys Course | |