| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 3/25 | 3:45 PM | Varsity | Scrimmage | Normal | Away | | | | | Shepherd Hill Regional High School - Carmignani Memorial Turf Field | |
| SAT 3/30 | 11:00 AM | Varsity | League | Normal | Home | East Lyme | Loss | 2-19 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| TUE 4/2 | 7:00 PM | Varsity | League | Normal | Away | Waterford | Loss | 6-7 | | Waterford High School - Alumni Turf Field/Track | |
| FRI 4/5 | 4:00 PM | Varsity | Non-League | Normal | Home | Norwich Tech | Win | 16-4 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| SAT 4/6 | 10:00 AM | Varsity | League | Normal | Away | Montville | Win | 16-4 | | Montville High School - Montville Turf Field | |
| SAT 4/13 | 11:00 AM | Varsity | League | Normal | Home | Valley Regional | Win | 10-3 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| THU 4/18 | 4:15 PM | Varsity | League | Normal | Away | Fitch | Loss | 4-15 | | Groton Middle School - Groton Middle School-Turf Feld | 12:00 PM |
| TUE 4/23 | 4:15 PM | Varsity | League | Normal | Home | Norwich Free Academy | Loss | 9-10 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| FRI 4/26 | 4:00 PM | Varsity | League | Normal | Away | Norwich Tech | Win | 13-7 | | Norwich Technical High School - NTHS Outdoor Athletic Complex | |
| TUE 4/30 | 7:00 PM | Varsity | League | Normal | Away | East Lyme | Loss | 1-18 | | East Lyme High School - Dick North Turf Field | |
| SAT 5/4 | 2:00 PM | Varsity | League | Normal | Away | St. Bernard - Wheeler | Loss | 5-17 | | St. Bernard School - Delaporta Field | |
| TUE 5/7 | 4:15 PM | Varsity | League | Normal | Home | Waterford | Loss | 6-7 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| THU 5/9 | 5:00 PM | Varsity | League | Normal | Away | Ledyard/Griswold | Win | 14-3 | | Ledyard High School - Bill Mignault Field | |
| SAT 5/11 | 11:00 AM | Varsity | League | Normal | Home | Somers | Loss | 3-14 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| TUE 5/14 | 4:15 PM | Varsity | League | Normal | Home | Fitch | Loss | 2-14 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| THU 5/16 | 5:00 PM | Varsity | League | Normal | Home | Montville | Win | 11-4 | | The Woodstock Academy - Charles Bentley Athletic C - Bentley Turf | |
| FRI 5/17 | 6:00 PM | Varsity | League | Normal | Away | Norwich Free Academy | Win | 11-7 | | Norwich Free Academy - Turf Field | |