| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 9/11 | 4:15 PM | Varsity | League | Normal | Away | Bolton | | | | Stafford High School - Track located behind the school | |
| Stafford | | |
| Windsor Locks | | |
| TUE 9/17 | 4:00 PM | Varsity | League | Normal | Away | East Granby | | | | Somers High School - P&R Fields | |
| Granby Memorial | | |
| Somers | | |
| SAT 9/21 | 10:00 AM | Varsity | Non-League | Normal | Away | | | | | . | 12:01 AM |
| SAT 9/21 | 10:00 AM | Varsity | Non-League | Normal | Away | | | | | . | 12:01 AM |
| WED 9/25 | 4:00 PM | Varsity | League | Normal | Away | Canton | | | | Stratton Brook State Park - Stratton Brook State Park | |
| Ellington | | |
| SAT 9/28 | 10:00 AM | Varsity | Non-League | Normal | Away | | | | | Fulton High School | 12:01 AM |
| WED 10/2 | 4:00 AM | Varsity | League | Normal | Home | Suffield | | | | Coventry High School - Laidlaw Park | |
| WED 10/9 | 4:00 PM | Varsity | League | Normal | Home | East Windsor | | | | Coventry High School - Laidlaw Park | |
| Rockville | | |
| WED 10/16 | 3:00 PM | Varsity | Tournament | Normal | Away | Rockville | | | | Bolton High School - BHS Cross Country Course | |
| Somers | | |
| Ellington | | |
| Granby Memorial | | |
| SMSA | | |
| East Windsor | | |
| East Granby | | |
| Bolton | | |
| Canton | | |
| Windsor Locks | | |
| Stafford | | |
| Suffield | | |