| | | | 0-0 (0-0) | Scrimmage | Medfield, MA | - | Watch |
| | | | 0-0 (0-0) | Scrimmage | Fiskdale, MA | - | - |
| | | W 5-1 | 1-0 (0-0) | Non League | Auburn, MA | - | - |
| | | W 6-0 | 2-0 (0-0) | Non League | Grafton, MA | - | - |
| | | T 1-1 | 2-0-1 (0-0) | Non League | Grafton, MA | - | - |
| | | L 0-1 | 2-1-1 (0-0) | Non League | Northborough, MA | - | - |
| | | | 2-1-1 (0-0) | Non League | Holden, MA | - | - |
| | | L 1-2 | 2-2-1 (0-0) | Non League | Wilbraham, MA | - | - |
| | | W 4-1 | 3-2-1 (0-0) | Non League | Grafton, MA | - | - |
| | | W 2-0 | 4-2-1 (0-0) | Non League | Grafton, MA | - | - |
| | | T 1-1 | 4-2-2 (0-0) | Non League | Sutton, MA | - | Watch |
| | | | 4-2-2 (0-0) | Non League | Westborough, MA | - | - |
| | | L 0-1 | 4-3-2 (0-0) | Non League | Shrewsbury, MA | - | - |
| | | W 3-0 | 5-3-2 (0-0) | Non League | Grafton, MA | - | - |
| | | T 1-1 | 5-3-3 (0-0) | Non League | Dudley, MA | - | - |
| | | | 5-3-3 (0-0) | Non League | Wayland, MA | - | - |
| | | W 1-0 | 6-3-3 (0-0) | Non League | Grafton, MA | - | - |
| | | | 6-3-3 (0-0) | Non League | Grafton, MA | - | - |
| | | L 0-1 | 6-4-3 (0-0) | Non League | Bolton, MA | - | - |
| | | W 5-0 | 7-4-3 (0-0) | Non League | Grafton, MA | - | - |
| | | W 3-2 | 8-4-3 (0-0) | Playoffs | Grafton, MA | - | - |