| | | | 0-0 (0-0) | Scrimmage | Ashland, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Natick, MA | - | - |
| | | L 1-2 | 0-1 (0-0) | Non League | Medfield, MA | - | Watch |
| | | W 1-0 | 1-1 (1-0) | League | Ashland, MA | - | - |
| | | L 0-4 | 1-2 (1-1) | League | Hopkinton, MA | - | - |
| | | T 1-1 | 1-2-1 (1-1-1) | League | Ashland, MA | - | - |
| | | W 3-2 | 2-2-1 (2-1-1) | League | Ashland, MA | - | - |
| | | | 2-2-1 (2-1-1) | League | Ashland, MA | - | - |
| | | | 2-2-1 (2-1-1) | League | Medway, MA | - | - |
| | | W 2-1 | 3-2-1 (2-1-1) | Non League | Ashland, MA | - | - |
| | | W 2-0 | 4-2-1 (3-1-1) | League | Bellingham, MA | - | Watch |
| | | W 3-1 | 5-2-1 (3-1-1) | Non League | Wayland, MA | - | - |
| | | | 5-2-1 (3-1-1) | Non League | Dedham, MA | - | Watch |
| | | L 1-3 | 5-3-1 (3-1-1) | Non League | Ashland, MA | - | - |
| | | T 1-1 | 5-3-2 (3-1-2) | League | Holliston, MA | - | - |
| | | W 2-0 | 6-3-2 (4-1-2) | League | Ashland, MA | - | - |
| | | W 4-1 | 7-3-2 (5-1-2) | League | Ashland, MA | - | - |
| | | L 2-4 | 7-4-2 (5-2-2) | League | Westwood, MA | - | Watch |
| | | L 1-2 | 7-5-2 (5-3-2) | League | Norwood, MA | - | - |
| | | W 4-1 | 8-5-2 (5-3-2) | Non League | Ashland, MA | - | - |
| | | | 8-5-2 (5-3-2) | Scrimmage | Ashland, MA | - | - |
| | | W 3-1 | 9-5-2 (5-3-2) | Playoffs | Ashland, MA | - | - |
| | | L 0-3 | 9-6-2 (5-3-2) | Playoffs | Bolton, MA | - | - |