| | | | 0-0 (0-0) | League | Duxbury, MA | - | - |
| | | | 0-0 (0-0) | Non League | South Yarmouth, MA | - | - |
| | | | 0-0 (0-0) | Non League | South Yarmouth, MA | - | - |
| | | L 1-2 | 0-1 (0-0) | Non League | Nantucket, MA | - | - |
| | | T 2-2 | 0-1-1 (0-0-1) | League | North Eastham, MA | - | - |
| | | | 0-1-1 (0-0-1) | Non League | South Yarmouth, MA | - | - |
| | | | 0-1-1 (0-0-1) | League | Falmouth, MA | - | Watch |
| | | | 0-1-1 (0-0-1) | League | Duxbury, MA | - | - |
| | | L 0-3 | 0-2-1 (0-0-1) | Non League | South Yarmouth, MA | - | - |
| | | | 0-2-1 (0-0-1) | League | South Yarmouth, MA | - | - |
| | | W 3-0 | 1-2-1 (1-0-1) | League | South Yarmouth, MA | - | - |
| | | | 1-2-1 (1-0-1) | Non League | Harwich, MA | - | - |
| | | | 1-2-1 (1-0-1) | League | South Yarmouth, MA | - | - |
| | | | 1-2-1 (1-0-1) | League | East Sandwich, MA | - | - |
| | | | 1-2-1 (1-0-1) | League | Oak Bluffs, MA | - | - |
| | | CANC | 1-2-1 (1-0-1) | League | South Yarmouth, MA | - | - |
| | | | 1-2-1 (1-0-1) | Non League | South Dartmouth, MA | - | - |
| | | | 1-2-1 (1-0-1) | Non League | Scituate, MA | - | - |