| | | | 0-0 (0-0) | League | Ashburnham, MA | - | - |
| | | W 2-0 | 1-0 (0-0) | Non League | Leominster, MA | - | - |
| | | W 5-0 | 2-0 (0-0) | Non League | Leominster, MA | - | - |
| | | W 2-1 | 3-0 (0-0) | Non League | Leominster, MA | - | - |
| | | L 2-3 | 3-1 (0-1) | League | Northborough, MA | - | - |
| | | | 3-1 (0-1) | Non League | Westborough, MA | - | - |
| | | W 3-0 | 4-1 (0-1) | Non League | Leominster, MA | - | - |
| | | | 4-1 (0-1) | League | Leominster, MA | - | - |
| | | PPD | 4-1 (0-1) | League | Shrewsbury, MA | - | - |
| | | | 4-1 (0-1) | League | Grafton, MA | - | - |
| | | W 2-1 | 5-1 (1-1) | League | Leominster, MA | - | - |
| | | | 5-1 (1-1) | Non League | Auburn, MA | - | - |
| | | | 5-1 (1-1) | Non League | Bolton, MA | - | - |
| | | | 5-1 (1-1) | Non League | Worcester, MA | - | - |
| | | | 5-1 (1-1) | League | Holden, MA | - | - |
| | | | 5-1 (1-1) | League | Leominster, MA | - | - |
| | | | 5-1 (1-1) | League | Shrewsbury, MA | - | - |
| | | | 5-1 (1-1) | Non League | Leominster, MA | - | - |
| | | | 5-1 (1-1) | Non League | Leominster, MA | - | - |