| | | | 0-0 (0-0) | Scrimmage | South Deerfield, MA | - | - |
| | | | 0-0 (0-0) | Non League | Bennington, VT | - | Watch |
| | | | 0-0 (0-0) | Non League | Brattleboro, VT | - | Watch |
| | | W 2-0 | 1-0 (1-0) | League | Dalton, MA | - | - |
| | | W 5-1 | 2-0 (1-0) | Tournament | Bennington, VT | - | Watch |
| | | W 2-0 | 3-0 (1-0) | Tournament | Manchester, VT | - | Watch |
| | | W 3-0 | 4-0 (2-0) | League | Williamstown, MA | - | Watch |
| | | W 3-1 | 5-0 (3-0) | League | Pittsfield, MA | - | - |
| | | | 5-0-1 (3-0-1) | League | Williamstown, MA | - | Watch |
| | | T 1-1 | 5-0-1 (3-0-1) | League | Williamstown, MA | - | - |
| | | W 3-1 | 6-0-1 (4-0-1) | League | North Adams, MA | - | Watch |
| | | W 3-0 | 7-0-1 (5-0-1) | League | Great Barrington, MA | - | Watch |
| | | L 1-3 | 7-1-1 (5-0-1) | Non League | Northampton, MA | - | Watch |
| | | L 1-2 | 7-2-1 (5-1-1) | League | Williamstown, MA | - | Watch |
| | | W 5-0 | 8-2-1 (6-1-1) | League | Williamstown, MA | - | Watch |
| | | W 3-0 | 9-2-1 (6-1-1) | Non League | Williamstown, MA | - | Watch |
| | | W 4-1 | 10-2-1 (7-1-1) | League | Cheshire, MA | - | - |
| | | W 1-0 | 11-2-1 (8-1-1) | League | Williamstown, MA | - | Watch |
| | | L 0-4 | 11-3-1 (8-1-1) | Non League | Belchertown, MA | - | - |
| | | L 0-1 | 11-4-1 (8-1-1) | Tournament | Williamstown, MA | - | Watch |