| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 9/2 | 9:00 AM | Varsity | Scrimmage | Normal | Away | New Fairfield | | | | New Fairfield High School - Marty Morgan Field | 7:00 AM |
| Amity | | |
| Brookfield | | |
| Masuk | | |
| New Milford | | |
| Newtown | | |
| Weston | | |
| Bethel | | |
| Ridgefield | | |
| SAT 9/9 | 10:00 AM | Varsity | League | Normal | Home | Watertown | Win | 1-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| TUE 9/12 | 3:45 PM | Varsity | League | Normal | Home | Wamogo | Win | 3-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| FRI 9/15 | 5:30 PM | Varsity | Non-League | Normal | Away | Brookfield | Win | 5-1 | | Brookfield High School - BHS Stadium Field | 2:45 PM |
| FRI 9/22 | 3:45 PM | Varsity | League | Normal | Home | Northwestern | Win | 2-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| TUE 10/3 | 3:45 PM | Varsity | League | Normal | Away | Thomaston | Win | 3-0 | | Thomaston High School - Field Hockey Field | 2:00 PM |
| THU 10/5 | 3:45 PM | Varsity | League | Normal | Home | Nonnewaug | Win | 1-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| SAT 10/7 | 11:30 AM | Varsity | Non-League | Normal | Away | Weston | Loss | 0-1 | | Weston High School - WHS Lower Turf Field | 8:00 AM |
| WED 10/11 | 3:45 PM | Varsity | League | Normal | Away | Wamogo | Win | 1-0 | | Wamogo High School - Field Hockey Field | 2:25 PM |
| THU 10/12 | 3:45 PM | Varsity | League | Normal | Home | Lewis Mills | Win | 3-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| FRI 10/13 | 6:00 PM | Varsity | League | Normal | Away | Watertown | Loss | 1-3 | | Watertown High - John J Mills Complex @ Watertown HS | 4:00 PM |
| MON 10/16 | 3:45 PM | Varsity | League | Normal | Home | Thomaston | Win | 2-1 | | Shepaug Valley High School - Joan Gauthey Field | |
| WED 10/18 | 3:45 PM | Varsity | League | Normal | Away | Northwestern | Win | 4-0 | | Northwestern Regional H.S. - Field Hockey Field | 2:00 PM |
| THU 10/19 | 3:00 PM | Varsity | League | Normal | Away | Nonnewaug | Win | 4-0 | | Nonnewaug High School - Turf Field | 1:30 PM |
| SUN 10/22 | 1:00 PM | Varsity | League | Normal | Away | Litchfield | Win | 6-0 | | Plumb Hill Field Complex - Field Hockey Field | 11:40 AM |
| MON 10/23 | 6:30 PM | Varsity | Non-League | Normal | Away | Danbury | Win | 3-1 | | Danbury High School - Stadium Turf Field | 4:00 PM |
| WED 10/25 | 3:45 PM | Varsity | League | Normal | Home | Litchfield | Win | 7-0 | | Shepaug Valley High School - Joan Gauthey Field | |
| TUE 11/7 | 2:00 PM | Varsity | Postseason | Normal | Home | Stafford | Loss | 1-2 | | Shepaug Valley High School - Joan Gauthey Field | |