| 1 | 5031 | 4/9/24 5:00pm | Elm Bank 1 | Wellesley Warriors 8B | 0 - 2 | Sudbury United | |
| 2 | 5036 | 4/13/24 4:00pm | Merchant Road Field 1 | Framingham Falcons | 1 - 0 | Wellesley Warriors 8B | |
| 3 | 5037 | 4/20/24 4:00pm | C&S Insurance Field - 1 | Mansfield Hornets I | 4 - 1 | Wellesley Warriors 8B | |
| 4 | 5041 | 4/27/24 1:30pm | Sprague 2 (turf) | Wellesley Warriors 8B | 0 - 2 | Holliston B7/8 - McDonald | |
| 5 | 5044 | 5/4/24 4:00pm | Franklin HS Front Turf | Franklin Panthers | - | Wellesley Warriors 8B | |
| 6 | 5046 | 5/11/24 4:00pm | Cutting | Sudbury United | - | Wellesley Warriors 8B | |
| 7 | 5049 | 5/18/24 1:30pm | Sprague 2 (turf) | Wellesley Warriors 8B | - | Framingham Falcons | |
| 8 | 5053 | 5/25/24 4:00pm | | Wellesley Warriors 8B | - | Mansfield Hornets I | |
| 9 | 5055 | 6/1/24 2:30pm | HYSA Park M-2 | Holliston B7/8 - McDonald | - | Wellesley Warriors 8B | |
| 10 | 5059 | 6/8/24 1:30pm | Sprague 2 (turf) | Wellesley Warriors 8B | - | Franklin Panthers | |
