| | | CANC | 0-0 (0-0) | Non League | Harwich, MA | - | - |
| | | L 1-6 | 0-1 (0-1) | League | Harwich, MA | - | - |
| | | | 0-1 (0-1) | League | Harwich, MA | - | - |
| | | | 0-1 (0-1) | Non League | Harwich, MA | - | - |
| | | | 0-1 (0-1) | Non League | Falmouth, MA | - | - |
| | | L 4-5 | 0-2 (0-2) | League | Nantucket, MA | - | - |
| | | T 2-2 | 0-2-1 (0-2-1) | League | Harwich, MA | - | - |
| | | | 0-2-1 (0-2-1) | Non League | East Sandwich, MA | - | - |
| | | | 0-2-1 (0-2-1) | Non League | Mashpee, MA | - | - |
| | | | 0-2-1 (0-2-1) | Non League | Harwich, MA | - | - |
| | | L 0-1 | 0-3-1 (0-3-1) | League | Harwich, MA | - | - |
| | | | 0-3-1 (0-3-1) | Non League | Oak Bluffs, MA | - | - |
| | | L 2-4 | 0-4-1 (0-3-1) | Non League | Harwich, MA | - | - |
| | | T 1-1 | 0-4-2 (0-3-2) | League | Harwich, MA | - | - |
| | | L 0-4 | 0-5-2 (0-3-2) | Non League | Harwich, MA | - | - |
| | | CANC | 0-5-2 (0-3-2) | Non League | Harwich, MA | - | - |
| | | | 0-5-2 (0-3-2) | Non League | South Yarmouth, MA | - | - |
| | | | 0-5-2 (0-3-2) | Non League | Braintree, MA | - | - |
| | | L 0-4 | 0-6-2 (0-4-2) | League | North Eastham, MA | - | - |
| | | | 0-6-2 (0-4-2) | Non League | Westport, MA | - | - |
| | | W 5-0 | 1-6-2 (1-4-2) | League | Harwich, MA | - | - |