| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 10/2 | 3:45 p.m. | Varsity | League | Normal | Home | NorthBranford | | | | Indian River Complex-XC Course | |
| THU 10/8 | 3:45 p.m. | Varsity | League | Normal | Away | ValleyReg | | | | John Winthrop Middle School | |
| WED 10/14 | 4:15 p.m. | Varsity | League | Normal | Home | OldSaybrook | | | | Indian River Complex-XC Course | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Away | CoginchaugReg | | | | Coginchaug Regional High School-Coginchaug Regional HS | |
| TUE 10/27 | 4:15 p.m. | Varsity | League | Normal | Home | HaddamKillingworth | | | | Indian River Complex-XC Course | |