| | | | 0-0 (0-0) | Scrimmage | North Eastham, MA | - | - |
| | | W 4-1 | 1-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | W 2-1 | 2-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | W 3-0 | 3-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | L 1-3 | 3-1 (0-1) | League | Nantucket, MA | - | - |
| | | CANC | 3-1 (0-1) | Non League | Nantucket, MA | - | - |
| | | W 2-1 | 4-1 (0-1) | Non League | Oak Bluffs, MA | - | - |
| | | W 3-2 | 5-1 (1-1) | League | North Eastham, MA | - | - |
| | | PPD | 5-1 (1-1) | League | East Sandwich, MA | - | - |
| | | W 5-0 | 6-1 (1-1) | Non League | North Eastham, MA | - | - |
| | | L 0-4 | 6-2 (1-1) | Non League | North Eastham, MA | - | - |
| | | L 0-8 | 6-3 (1-2) | League | East Sandwich, MA | - | - |
| | | L 2-4 | 6-4 (1-3) | League | Falmouth, MA | - | Watch |
| | | L 0-1 | 6-5 (1-4) | League | South Yarmouth, MA | - | - |
| | | L 1-7 | 6-6 (1-5) | League | North Eastham, MA | - | - |
| | | W 3-0 | 7-6 (1-5) | Non League | Hyannis, MA | - | - |
| | | L 2-4 | 7-7 (1-6) | League | North Eastham, MA | - | - |
| | | L 0-6 | 7-8 (1-6) | Non League | Harwich, MA | - | - |
| | | | 7-8 (1-6) | League | North Eastham, MA | - | - |
| | | W 7-0 | 8-8 (2-6) | League | North Eastham, MA | - | - |
| | | T 4-4 | 8-8-1 (2-6) | Non League | Hyannis, MA | - | - |
| | | W 2-0 | 9-8-1 (3-6) | League | Hyannis, MA | - | - |
| | | L 0-1 | 9-9-1 (3-6) | Non League | Scituate, MA | - | - |