| | | | 0-0 (0-0) | Scrimmage | Natick, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Mansfield, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Milford, MA | - | - |
| | | T 1-1 | 0-0-1 (0-0-1) | League | Holliston, MA | - | - |
| | | L 0-1 | 0-1-1 (0-1-1) | League | Ashland, MA | - | - |
| | | T 1-1 | 0-1-2 (0-1-2) | League | Holliston, MA | - | - |
| | | L 0-2 | 0-2-2 (0-1-2) | Non League | Medfield, MA | - | Watch |
| | | L 0-3 | 0-3-2 (0-2-2) | League | Westwood, MA | - | Watch |
| | | | 0-3-2 (0-2-2) | League | Bellingham, MA | - | Watch |
| | | T 1-1 | 0-3-3 (0-2-2) | Non League | Holliston, MA | - | - |
| | | W 2-0 | 1-3-3 (0-2-2) | Non League | Holliston, MA | - | - |
| | | L 0-4 | 1-4-3 (0-2-2) | Non League | Dedham, MA | - | Watch |
| | | L 0-4 | 1-5-3 (0-3-2) | League | Holliston, MA | - | - |
| | | L 1-3 | 1-6-3 (0-4-2) | League | Medway, MA | - | - |
| | | L 1-2 | 1-7-3 (0-5-2) | League | Hopkinton, MA | - | - |
| | | T 1-1 | 1-7-4 (0-5-3) | League | Holliston, MA | - | - |
| | | L 0-4 | 1-8-4 (0-6-3) | League | Norwood, MA | - | - |
| | | L 0-1 | 1-9-4 (0-6-3) | Non League | Holliston, MA | - | - |
| | | T 3-3 | 1-9-5 (0-6-3) | Non League | North Attleborough, MA | - | - |
| | | L 2-3 | 1-10-5 (0-6-3) | Non League | Holliston, MA | - | - |
| | | L 1-4 | 1-11-5 (0-7-3) | League | Holliston, MA | - | - |
| | | L 1-4 | 1-12-5 (0-7-3) | Playoffs | Newburyport, MA | - | Watch |