| | | | 0-0 (0-0) | Non League | Pittsfield, MA | - | - |
| | | | 0-0 (0-0) | Non League | Pittsfield, MA | - | - |
| | | | 0-0 (0-0) | League | Dalton, MA | - | - |
| | | W 2-0 | 1-0 (0-0) | Non League | Bennington, VT | - | - |
| | | | 1-0 (0-0) | League | Pittsfield, MA | - | Watch |
| | | | 1-0 (0-0) | Non League | Pittsfield, MA | - | - |
| | | | 1-0 (0-0) | League | Pittsfield, MA | - | - |
| | | | 1-0 (0-0) | League | Lee, MA | - | Watch |
| | | PPD | 1-0 (0-0) | Non League | Pittsfield, MA | - | - |
| | | | 1-0 (0-0) | Non League | Pittsfield, MA | - | - |
| | | | 1-0 (0-0) | League | Pittsfield, MA | - | - |
| | | | 1-0 (0-0) | Non League | Chicopee, MA | - | - |
| | | | 1-0 (0-0) | League | Williamstown, MA | - | Watch |
| | | W 3-1 | 2-0 (1-0) | League | North Adams, MA | - | Watch |
| | | | 2-0 (1-0) | League | Pittsfield, MA | - | - |
| | | | 2-0 (1-0) | Non League | Pittsfield, MA | - | - |