| | | CANC | 0-0 (0-0) | Non League | Lowell, MA | - | - |
| | | W 1-0 | 1-0 (0-0) | Non League | Oak Bluffs, MA | - | - |
| | | W 4-1 | 2-0 (1-0) | League | Oak Bluffs, MA | - | - |
| | | L 0-1 | 2-1 (1-0) | Non League | Attleboro, MA | - | - |
| | | | 2-1 (1-0) | Non League | Oak Bluffs, MA | - | - |
| | | W 3-1 | 3-1 (1-0) | Non League | Oak Bluffs, MA | - | - |
| | | W 12-0 | 4-1 (1-0) | Non League | East Sandwich, MA | - | - |
| | | L 0-1 | 4-2 (1-0) | Non League | Falmouth, MA | - | Watch |
| | | L 1-2 | 4-3 (1-0) | Non League | Harwich, MA | - | - |
| | | | 4-3 (1-0) | Non League | Hyannis, MA | - | - |
| | | | 4-3 (1-0) | Non League | South Yarmouth, MA | - | - |
| | | | 4-3 (1-0) | Non League | Oak Bluffs, MA | - | - |
| | | PPD | 4-3 (1-0) | Non League | North Eastham, MA | - | - |
| | | PPD | 4-3 (1-0) | Non League | Oak Bluffs, MA | - | - |
| | | W 6-1 | 5-3 (2-0) | League | Harwich, MA | - | - |
| | | W 6-0 | 6-3 (3-0) | League | Oak Bluffs, MA | - | - |
| | | L 1-2 | 6-4 (3-0) | Non League | Oak Bluffs, MA | - | - |
| | | W 2-0 | 7-4 (4-0) | League | Nantucket, MA | - | - |