| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 8/30 | 4:00 PM | Varsity | Scrimmage | Normal | Home | Granby Memorial | | | | Cromwell High School - cross country course | |
| Avon | | |
| Berlin | | |
| Hale Ray | | |
| SAT 9/14 | 8:30 AM | Varsity | League | Normal | Home | Daniel Hand | | | | Cromwell High School - cross country course | |
| Haddam Killingworth | | |
| TUE 9/24 | 3:45 PM | Varsity | League | Normal | Home | Haddam Killingworth | | | | Cromwell High School - cross country course | |
| Morgan | | |
| North Branford | | |
| Valley Regional | | |