| 1 | 3242 | Unscheduled | | Wellesley Firestorm | - | Wellesley Lightning | |
| 2 | 3245 | 9/19/20 10:30am | Elm Bank 4 | Wellesley Lightning | 5 - 1 | Needham Hurricanes | |
| 3 | 3249 | 9/26/20 2:00pm | DeFazio #2 Founders Field | Needham Supernova | 1 - 2 | Wellesley Lightning | |
| 4 | 3250 | 10/3/20 11:00am | Fessenden B / Kumin-Loring | Newton G Tigers | 0 - 5 | Wellesley Lightning | |
| 5 | 3254 | 10/10/20 10:30am | Sprague 2 (turf) | Wellesley Lightning | 4 - 0 | Needham Panthers | |
| 6 | 3257 | 11/6/20 3:30pm | Elm Bank 4 | Wellesley Lightning | 2 - 1 | Wellesley Firestorm | no game played, rain closure |
| 7 | 3261 | 10/24/20 11:30am | DeFazio Field #1 Brock | Needham Hurricanes | 2 - 1 | Wellesley Lightning | |
| 8 | 3264 | 11/13/20 3:30pm | POSTPONED | Wellesley Lightning | - | Needham Supernova | No game weather cancellations |
| 9 | 3266 | 11/7/20 10:30am | Sprague 2 (turf) | Wellesley Lightning | 5 - 0 | Newton G Tigers | |
| 10 | 3269 | 11/14/20 11:30am | DeFazio Field #1 Brock | Needham Panthers | 0 - 1 | Wellesley Lightning | |
