| | | PPD | 0-0 (0-0) | League | Gloucester, MA | - | - |
| | | | 0-0 (0-0) | Non League | Gloucester, MA | - | - |
| | | W 8-0 | 1-0 (1-0) | League | Gloucester, MA | - | - |
| | | CANC | 1-0 (1-0) | League | Gloucester, MA | - | - |
| | | L 2-3 | 1-1 (1-1) | League | Beverly, MA | - | - |
| | | | 1-1 (1-1) | Non League | Gloucester, MA | - | - |
| | | | 1-1 (1-1) | Non League | Peabody, MA | - | - |
| | | | 1-1 (1-1) | Non League | Gloucester, MA | - | - |
| | | W 14-8 | 2-1 (1-1) | Non League | Winthrop, MA | - | - |
| | | | 2-1 (1-1) | Non League | Lynn, MA | - | - |
| | | W 9-4 | 3-1 (2-1) | League | Danvers, MA | - | - |
| | | L 4-8 | 3-2 (2-2) | League | Gloucester, MA | - | - |
| | | | 3-2 (2-2) | Non League | Gloucester, MA | - | - |
| | | CANC | 3-2 (2-2) | League | Saugus, MA | - | - |
| | | | 3-2 (2-2) | Non League | Marblehead, MA | - | - |
| | | | 3-2 (2-2) | Non League | Swampscott, MA | - | - |
| | | | 3-2 (2-2) | Non League | Gloucester, MA | - | - |
| | | | 3-2 (2-2) | League | Gloucester, MA | - | - |
| | | | 3-2 (2-2) | Non League | Gloucester, MA | - | - |
| | | | 3-2 (2-2) | Non League | Gloucester, MA | - | - |