| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 9/12 | 3:45 PM | Varsity | League | Normal | Away | Morgan | | | | Indian River Complex - XC Course | 2:30 PM |
| Old Saybrook | | |
| Valley Regional | | |
| THU 10/12 | 3:30 PM | Varsity | Scrimmage | Normal | Away | Old Saybrook | | | | Old Saybrook High School - Old Saybrook Campus | 2:20 PM |
| TUE 10/24 | 3:45 PM | Varsity | League | Normal | Away | Coginchaug | | | | Old Saybrook High School - Old Saybrook Campus | 2:30 PM |
| Cromwell | | |
| East Hampton | | |
| Haddam Killingworth | | |
| Morgan | | |
| Hale Ray | | |
| North Branford | | |
| Old Saybrook | | |
| Portland | | |
| Valley Regional | | |
| Westbrook | | |