| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 8/30 | 4:30 PM | Varsity | Scrimmage | Normal | Away | Avon | | | | Cromwell High School - cross country course | |
| Berlin | | |
| Cromwell | | |
| Hale Ray | | |
| WED 9/11 | 4:15 PM | Varsity | League | Normal | Home | Ellington | | | | Granby Memorial High School - XC Course | |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | Coventry | | | | Somers High School - P&R Fields | |
| East Granby | | |
| Somers | | |
| WED 9/25 | 3:45 PM | Varsity | League | Normal | Away | Suffield | | | | East Windsor Resevoir - East Windsor Resevoir | |
| Windsor Locks | | |
| East Windsor | | |
| WED 10/2 | 3:45 PM | Varsity | League | Normal | Away | Rockville | | | | Rockville High School - Rockville Track | |
| Bolton | | |
| WED 10/9 | 4:15 PM | Varsity | League | Normal | Home | Canton | | | | Granby Memorial High School - XC Course | |
| Stafford | | |
| WED 10/16 | 3:45 PM | Varsity | Tournament | Normal | Away | Stafford | | | | Bolton High School - BHS Cross Country Course | |
| Somers | | |
| SMSA | | |
| Windsor Locks | | |
| Suffield | | |
| Canton | | |
| Bolton | | |
| East Granby | | |
| East Windsor | | |
| Rockville | | |
| Ellington | | |
| Coventry | | |