| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 8/20 | 3:00 PM | Varsity | Non-League | Normal | Away | Pomperaug | | | | Pomperaug High School - Highfield Country Club | |
| THU 8/29 | 3:00 PM | Varsity | League | Normal | Away | Brookfield | | | | Sunset Hill Golf Course - Sunset Hill Golf Course | |
| TUE 9/3 | 3:00 PM | Varsity | League | Normal | Away | Stratford | | | | Mill River Country Club - Mill River Country Club | |
| MON 9/30 | 3:00 PM | Varsity | League | Normal | Away | Joel Barlow | | | | Redding Country Club - Redding Country Club | |