| 1 | 5626 | 9/6/25 2:30pm | HS Turf Field - Field #1 | Weston Thunder | 2 - 3 | Wellesley Warriors 8B | |
| 2 | 5629 | 9/13/25 1:30pm | Sprague 2 (turf) | Wellesley Warriors 8B | - | Marlboro Panthers | |
| 3 | 5633 | 9/20/25 1:00pm | Ellsworth-McAfee Field A | Northborough Maroon Boys 7/8 | - | Wellesley Warriors 8B | |
| 4 | 5635 | 9/27/25 1:30pm | Sprague 2 (turf) | Wellesley Warriors 8B | - | Framingham Chelsea | |
| 5 | 5640 | 10/4/25 11:00am | Leary Field | A-B Gold | - | Wellesley Warriors 8B | |
| 6 | 5641 | 10/11/25 2:30pm | | Wellesley Warriors 8B | - | Weston Thunder | |
| 7 | 5645 | 10/18/25 3:00pm | Byrne (Carisbrooke) | Marlboro Panthers | - | Wellesley Warriors 8B | |
| 8 | 5647 | 10/25/25 12:00pm | Sprague 2 (turf) | Wellesley Warriors 8B | - | Northborough Maroon Boys 7/8 | |
| 9 | 5651 | 11/1/25 2:30pm | Merchant Road Field 1 | Framingham Chelsea | - | Wellesley Warriors 8B | |
| 10 | 5653 | 11/8/25 1:30pm | Elm Bank 3 | Wellesley Warriors 8B | - | A-B Gold | |
