| | L 0-2 | 0-1 (0-1) | League | Dudley, MA | - | Watch |
| | L 0-2 | 0-2 (0-2) | League | Groton, MA | - | - |
| | W 2-0 | 1-2 (0-2) | Non League | Dudley, MA | - | Watch |
| | L 0-3 | 1-3 (0-3) | League | Holden, MA | - | - |
| | L 0-2 | 1-4 (0-3) | Non League | Dudley, MA | - | Watch |
| | L 0-3 | 1-5 (0-4) | League | Dudley, MA | - | - |
| | W 3-0 | 2-5 (0-4) | Non League | Dudley, MA | - | Watch |
| | L 1-2 | 2-6 (0-5) | League | Framingham, MA | - | - |
| | | 2-6 (0-5) | League | Marlborough, MA | - | - |
| | | 2-6 (0-5) | Non League | Westborough, MA | - | - |
| | W 2-0 | 3-6 (0-5) | Non League | Dudley, MA | - | Watch |
| | L 0-2 | 3-7 (0-6) | League | Dudley, MA | - | - |
| | | 3-7 (0-6) | League | Hudson, MA | - | - |
| | W 2-1 | 4-7 (0-6) | Non League | Dudley, MA | - | Watch |
| | | 4-7 (0-6) | League | Millbury, MA | - | - |
| | L 0-2 | 4-8 (0-6) | Non League | Dudley, MA | - | Watch |
| | W 2-0 | 5-8 (0-6) | Non League | Oxford, MA | - | Watch |
| | L 1-2 | 5-9 (0-6) | Non League | Fiskdale, MA | - | Watch |