| | | | 0-0 (0-0) | Scrimmage | South Weymouth, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Dedham, MA | - | Watch |
| | | | 0-0 (0-0) | Non League | Dedham, MA | - | - |
| | | W 2-1 | 1-0 (1-0) | League | Bellingham, MA | - | - |
| | | L 1-2 | 1-1 (1-1) | League | Dover, MA | - | - |
| | | | 1-1 (1-1) | League | Dedham, MA | - | Watch |
| | | W 2-0 | 2-1 (2-1) | League | Medway, MA | - | - |
| | | | 2-1 (2-1) | League | Dedham, MA | - | Watch |
| | | | 2-1 (2-1) | League | Norwood, MA | - | - |
| | | | 2-1 (2-1) | League | Dedham, MA | - | - |
| | | | 2-1 (2-1) | League | Medfield, MA | - | - |
| | | L 0-2 | 2-2 (2-1) | Non League | Dedham, MA | - | - |
| | | | 2-2 (2-1) | League | Hopkinton, MA | - | Watch |
| | | | 2-2 (2-1) | League | Dedham, MA | - | Watch |
| | | | 2-2 (2-1) | League | Westwood, MA | - | - |
| | | | 2-2 (2-1) | League | Dedham, MA | - | - |
| | | | 2-2 (2-1) | League | Dedham, MA | - | Watch |
| | | | 2-2 (2-1) | League | Bellingham, MA | - | Watch |
| | | | 2-2 (2-1) | Non League | Rockland, MA | - | - |
| | | | 2-2 (2-1) | League | Dedham, MA | - | Watch |
| | | | 2-2 (2-1) | Non League | Dedham, MA | - | Watch |
| | | | 2-2 (2-1) | Non League | Dedham, MA | - | - |
| | | | 2-2 (2-1) | League | Millis, MA | - | - |
| | | | 2-2 (2-1) | League | Dedham, MA | - | Watch |
| | | | 2-2 (2-1) | League | Norton, MA | - | Watch |