| | | | 0-0 (0-0) | Scrimmage | Wellesley, MA | - | - |
| | | W 2-1 | 1-0 (0-0) | Non League | Medfield, MA | - | Watch |
| | | W 5-1 | 2-0 (0-0) | Non League | Norwood, MA | - | - |
| | | L 1-2 | 2-1 (0-0) | Non League | Westwood, MA | - | Watch |
| | | W 2-0 | 3-1 (0-0) | Non League | Medfield, MA | - | Watch |
| | | L 2-3 | 3-2 (0-0) | Non League | Hopkinton, MA | - | - |
| | | L 0-3 | 3-3 (0-0) | Non League | Attleboro, MA | - | - |
| | | W 1-0 | 4-3 (0-0) | Non League | Medfield, MA | - | Watch |
| | | L 1-5 | 4-4 (0-0) | Non League | Medfield, MA | - | Watch |
| | | L 1-4 | 4-5 (0-0) | Non League | Medway, MA | - | - |
| | | W 7-1 | 5-5 (0-0) | Non League | Medfield, MA | - | Watch |
| | | L 0-1 | 5-6 (0-0) | Non League | Attleboro, MA | - | - |
| | | | 5-6 (0-0) | Non League | Bellingham, MA | - | - |
| | | T 1-1 | 5-6-1 (0-0) | Non League | Foxborough, MA | - | - |
| | | W 3-1 | 6-6-1 (0-0) | Non League | Ashland, MA | - | - |
| | | T 1-1 | 6-6-2 (0-0) | Non League | Medfield, MA | - | Watch |
| | | W 2-1 | 7-6-2 (0-0) | Non League | Medfield, MA | - | Watch |
| | | W 5-1 | 8-6-2 (0-0) | Non League | North Easton, MA | - | - |
| | | W 3-2 | 9-6-2 (0-0) | Non League | Holliston, MA | - | - |
| | | W 2-1 | 10-6-2 (0-0) | Non League | Medfield, MA | - | Watch |
| | | W 6-0 | 11-6-2 (0-0) | Playoffs | Medfield, MA | - | Watch |
| | | L 1-4 | 11-7-2 (0-0) | Playoffs | East Longmeadow, MA | - | - |