| | | T 1-1 | 0-0-1 (0-0) | Non League | Fall River, MA | - | - |
| | | W 3-1 | 1-0-1 (0-0) | Non League | Falmouth, MA | - | - |
| | | W 4-1 | 2-0-1 (1-0) | League | Hanover, MA | - | - |
| | | L 1-2 | 2-1-1 (1-0) | Non League | Mashpee, MA | - | - |
| | | W 3-1 | 3-1-1 (2-0) | League | Rochester, MA | - | - |
| | | W 4-0 | 4-1-1 (3-0) | League | Harwich, MA | - | - |
| | | L 0-7 | 4-2-1 (3-0) | Non League | Nantucket, MA | - | - |
| | | W 6-1 | 5-2-1 (4-0) | League | Harwich, MA | - | - |
| | | W 9-0 | 6-2-1 (5-0) | League | Dighton, MA | - | - |
| | | W 2-1 | 7-2-1 (6-0) | League | Harwich, MA | - | - |
| | | | 7-2-1 (6-0) | League | Walpole, MA | - | - |
| | | W 9-0 | 8-2-1 (7-0) | League | Harwich, MA | - | - |
| | | | 8-2-1 (7-0) | Non League | Harwich, MA | - | - |
| | | W 7-0 | 9-2-1 (8-0) | League | Walpole, MA | - | - |
| | | L 2-3 | 9-3-1 (8-0) | Non League | Harwich, MA | - | - |
| | | L 0-6 | 9-4-1 (8-0) | Non League | Oak Bluffs, MA | - | - |
| | | T 1-1 | 9-4-2 (8-0) | Non League | Harwich, MA | - | - |
| | | T 2-2 | 9-4-3 (8-0) | Non League | Harwich, MA | - | - |
| | | W 5-3 | 10-4-3 (8-0) | Playoffs | North Adams, MA | - | - |
| | | | 10-4-3 (8-0) | League | Harwich, MA | - | - |