| | | W 7-5 | 1-0 (1-0) | League | Holliston, MA | - | - |
| | | W 16-1 | 2-0 (2-0) | League | Holliston, MA | - | - |
| | | W 10-6 | 3-0 (3-0) | League | Medway, MA | - | - |
| | | W 9-5 | 4-0 (3-0) | Non League | Wayland, MA | - | - |
| | | L 4-10 | 4-1 (3-1) | League | Holliston, MA | - | - |
| | | L 3-22 | 4-2 (3-2) | League | Holliston, MA | - | - |
| | | W 8-2 | 5-2 (4-2) | League | Ashland, MA | - | - |
| | | L 5-13 | 5-3 (4-3) | League | Westwood, MA | - | Watch |
| | | L 6-9 | 5-4 (4-3) | Non League | Upton, MA | - | - |
| | | W 12-7 | 6-4 (5-3) | League | Holliston, MA | - | - |
| | | L 3-12 | 6-5 (5-4) | League | Holliston, MA | - | - |
| | | W 16-3 | 7-5 (5-4) | Non League | Bellingham, MA | - | - |
| | | W 16-3 | 8-5 (6-4) | League | Holliston, MA | - | - |
| | | W 12-6 | 9-5 (6-4) | Non League | Holliston, MA | - | - |
| | | W 5-4 | 10-5 (7-4) | League | Norwood, MA | - | - |
| | | W 15-2 | 11-5 (8-4) | League | Dedham, MA | - | Watch |
| | | W 16-1 | 12-5 (9-4) | League | Holliston, MA | - | - |
| | | | 12-5 (9-4) | League | Holliston, MA | - | - |
| | | L 7-9 | 12-6 (9-5) | League | Hopkinton, MA | - | - |
| | | L 4-9 | 12-7 (9-5) | Non League | Ashburnham, MA | - | - |