| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 8/21 | 3:00 PM | Varsity | League | Normal | Away | Bethel | | | | Bethel High School - Connecticut Country Club | |
| MON 8/26 | 3:00 PM | Varsity | League | Normal | Away | New Fairfield | | | | Club River Oaks - Club River Oaks | |
| TUE 9/3 | 3:00 PM | Varsity | League | Normal | Away | Pomperaug | | | | Pomperaug High School - Highfield Country Club | |
| MON 9/16 | 3:00 PM | Varsity | League | Normal | Away | Joel Barlow | | | | Redding Country Club - Redding Country Club | |
| WED 9/18 | 3:00 PM | Varsity | League | Normal | Away | Newtown | | | | Rock Ridge Country Club - Rock Ridge Country Club | |