| | | | 0-0 (0-0) | Non League | Walpole, MA | - | - |
| | | | 0-0 (0-0) | Non League | Ashburnham, MA | - | - |
| | | W 5-1 | 1-0 (0-0) | Non League | Leominster, MA | - | - |
| | | | 1-0 (0-0) | Non League | Dudley, MA | - | - |
| | | L 0-2 | 1-1 (0-0) | Non League | Northborough, MA | - | - |
| | | | 1-1 (0-0) | Non League | Dudley, MA | - | - |
| | | | 1-1 (0-0) | Non League | Sutton, MA | - | - |
| | | | 1-1 (0-0) | Non League | Dudley, MA | - | - |
| | | W 2-0 | 2-1 (0-0) | Non League | Dudley, MA | - | - |
| | | PPD | 2-1 (0-0) | Non League | Dudley, MA | - | - |
| | | | 2-1 (0-0) | Non League | Marlborough, MA | - | - |
| | | | 2-1 (0-0) | Non League | Dudley, MA | - | - |
| | | | 2-1 (0-0) | Non League | Dudley, MA | - | - |
| | | | 2-1 (0-0) | League | Dudley, MA | - | - |
| | | | 2-1 (0-0) | League | Dudley, MA | - | - |
| | | | 2-1 (0-0) | Non League | Upton, MA | - | - |
| | | | 2-1 (0-0) | Non League | Groton, MA | - | - |
| | | | 2-1 (0-0) | Non League | Westborough, MA | - | - |
| | | CANC | 2-1 (0-0) | Non League | Leicester, MA | - | - |
| | | | 2-1 (0-0) | Non League | Dudley, MA | - | - |