| | | | 0-0 (0-0) | Scrimmage | North Eastham, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | North Eastham, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | North Eastham, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Mansfield, MA | - | - |
| | | W 1-0 | 1-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | | 1-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | L 0-3 | 1-1 (0-1) | League | Nantucket, MA | - | - |
| | | W 1-0 | 2-1 (0-1) | Non League | North Eastham, MA | - | - |
| | | W 3-0 | 3-1 (0-1) | Non League | East Sandwich, MA | - | - |
| | | L 0-2 | 3-2 (0-1) | Non League | Oak Bluffs, MA | - | - |
| | | | 3-2 (0-1) | League | North Eastham, MA | - | - |
| | | W 1-0 | 4-2 (1-1) | League | Falmouth, MA | - | Watch |
| | | W 3-1 | 5-2 (2-1) | League | Hyannis, MA | - | - |
| | | W 5-0 | 6-2 (2-1) | Non League | South Yarmouth, MA | - | - |
| | | L 0-1 | 6-3 (2-2) | League | North Eastham, MA | - | - |
| | | W 1-0 | 7-3 (3-2) | League | North Eastham, MA | - | - |
| | | W 4-0 | 8-3 (3-2) | Non League | North Eastham, MA | - | - |
| | | W 1-0 | 9-3 (3-2) | Non League | North Eastham, MA | - | - |
| | | | 9-3 (3-2) | Non League | Falmouth, MA | - | - |
| | | W 4-0 | 10-3 (3-2) | Non League | Plymouth, MA | - | - |
| | | L 0-3 | 10-4 (3-3) | League | Harwich, MA | - | - |
| | | L 1-4 | 10-5 (3-3) | Non League | North Eastham, MA | - | - |
| | | W 2-1 | 11-5 (4-3) | League | North Eastham, MA | - | - |
| | | | 11-5 (4-3) | Playoffs | Weston, MA | - | - |