| | | | 0-0 (0-0) | Scrimmage | Medfield, MA | - | - |
| | | | 0-0 (0-0) | League | Medfield, MA | - | - |
| | | | 0-0 (0-0) | League | Norwood, MA | - | - |
| | | | 0-0 (0-0) | League | Westwood, MA | - | Watch |
| | | | 0-0 (0-0) | League | Medfield, MA | - | Watch |
| | | L 0-1 | 0-1 (0-1) | League | Medfield, MA | - | Watch |
| | | W 4-0 | 1-1 (1-1) | League | Bellingham, MA | - | - |
| | | | 1-1 (1-1) | League | Medfield, MA | - | - |
| | | | 1-1 (1-1) | Non League | Dedham, MA | - | - |
| | | | 1-1 (1-1) | League | Medfield, MA | - | - |
| | | L 1-4 | 1-2 (1-1) | Non League | Medfield, MA | - | Watch |
| | | W 2-1 | 2-2 (2-1) | League | Medway, MA | - | - |
| | | | 2-2 (2-1) | League | Medfield, MA | - | Watch |
| | | | 2-2 (2-1) | League | Ashland, MA | - | - |
| | | | 2-2 (2-1) | League | Medfield, MA | - | Watch |
| | | | 2-2 (2-1) | Non League | Medfield, MA | - | - |
| | | | 2-2 (2-1) | League | Medfield, MA | - | Watch |
| | | | 2-2 (2-1) | League | Holliston, MA | - | - |