| | | | 0-0 (0-0) | League | Ashburnham, MA | - | - |
| | | T 1-1 | 0-0-1 (0-0) | Non League | Worcester, MA | - | - |
| | | CANC | 0-0-1 (0-0) | League | Ashburnham, MA | - | - |
| | | | 0-0-1 (0-0) | Non League | Fiskdale, MA | - | - |
| | | | 0-0-1 (0-0) | Non League | Ashburnham, MA | - | - |
| | | | 0-0-1 (0-0) | Non League | Westborough, MA | - | - |
| | | PPD | 0-0-1 (0-0) | Non League | Marlborough, MA | - | - |
| | | W 5-0 | 1-0-1 (1-0) | League | Marlborough, MA | - | - |
| | | CANC | 1-0-1 (1-0) | Non League | Ashburnham, MA | - | - |
| | | | 1-0-1 (1-0) | Non League | Ashburnham, MA | - | - |
| | | | 1-0-1 (1-0) | Non League | Ashburnham, MA | - | - |
| | | T 1-1 | 1-0-2 (1-0) | Non League | Barre, MA | - | - |
| | | | 1-0-2 (1-0) | Non League | Ashburnham, MA | - | - |
| | | L 0-2 | 1-1-2 (1-0) | Non League | Ashburnham, MA | - | - |
| | | W 2-0 | 2-1-2 (2-0) | League | Ashburnham, MA | - | - |
| | | | 2-1-2 (2-0) | Non League | Grafton, MA | - | - |
| | | | 2-1-2 (2-0) | Non League | Ashburnham, MA | - | - |
| | | | 2-1-2 (2-0) | Non League | Boylston, MA | - | - |