| | | L 0-3 | 0-1 (0-0) | Non League | Shrewsbury, MA | - | - |
| | | W 3-2 | 1-1 (1-0) | League | Worcester, MA | - | Watch |
| | | W 3-0 | 2-1 (1-0) | Non League | Worcester, MA | - | Watch |
| | | T 3-3 | 2-1-1 (1-0) | Non League | Worcester, MA | - | Watch |
| | | | 2-1-1 (1-0) | Non League | Worcester, MA | - | Watch |
| | | W 3-2 | 3-1-1 (2-0) | League | Worcester, MA | - | - |
| | | | 3-1-1 (2-0) | Non League | Sutton, MA | - | Watch |
| | | T 2-2 | 3-1-2 (2-0) | Non League | Worcester, MA | - | Watch |
| | | W 3-2 | 4-1-2 (2-0) | Non League | Hopedale, MA | - | - |
| | | T 1-1 | 4-1-3 (2-0) | Non League | Fiskdale, MA | - | - |
| | | | 4-1-3 (2-0) | League | Worcester, MA | - | Watch |
| | | L 1-2 | 4-2-3 (2-0) | Non League | Upton, MA | - | - |
| | | W 4-2 | 5-2-3 (3-0) | League | Worcester, MA | - | - |
| | | W 1-0 | 6-2-3 (3-0) | Non League | Worcester, MA | - | Watch |
| | | L 0-1 | 6-3-3 (3-1) | League | Worcester, MA | - | Watch |
| | | T 1-1 | 6-3-4 (3-1) | Non League | Worcester, MA | - | Watch |
| | | L 1-2 | 6-4-4 (3-1) | Non League | Holden, MA | - | - |
| | | | 6-4-4 (3-1) | Non League | Worcester, MA | - | Watch |
| | | W 4-1 | 7-4-4 (4-1) | League | Worcester, MA | - | - |
| | | L 0-5 | 7-5-4 (4-1) | Playoffs | Milford, MA | - | - |