| | | PPD | 0-0 (0-0) | Scrimmage | Ashland, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Ashland, MA | - | - |
| | | L 6-8 | 0-1 (0-1) | League | Ashland, MA | - | - |
| | | L 10-11 | 0-2 (0-2) | League | Norwood, MA | - | - |
| | | L 5-11 | 0-3 (0-2) | Non League | Ashland, MA | - | - |
| | | L 1-10 | 0-4 (0-3) | League | Dover, MA | - | - |
| | | L 4-19 | 0-5 (0-4) | League | Ashland, MA | - | - |
| | | W 7-2 | 1-5 (0-4) | Non League | Bellingham, MA | - | Watch |
| | | L 5-18 | 1-6 (0-4) | Non League | Ashland, MA | - | - |
| | | L 2-8 | 1-7 (0-5) | League | Ashland, MA | - | - |
| | | W 12-3 | 2-7 (1-5) | League | Dedham, MA | - | Watch |
| | | L 3-15 | 2-8 (1-6) | League | Westwood, MA | - | Watch |
| | | W 13-2 | 3-8 (2-6) | League | Ashland, MA | - | - |
| | | L 6-10 | 3-9 (2-7) | League | Ashland, MA | - | - |
| | | L 1-14 | 3-10 (2-8) | League | Hopkinton, MA | - | - |
| | | L 4-9 | 3-11 (2-9) | League | Ashland, MA | - | - |
| | | L 1-16 | 3-12 (2-10) | League | Holliston, MA | - | - |
| | | W 14-4 | 4-12 (3-10) | League | Ashland, MA | - | - |
| | | | 4-12 (3-10) | Non League | Grafton, MA | - | - |
| | | L 3-14 | 4-13 (3-11) | League | Ashland, MA | - | - |
| | | L 4-10 | 4-14 (3-11) | Non League | Ashland, MA | - | - |