| | | L 1-2 | 0-1 (0-1) | League | Upton, MA | - | - |
| | | L 0-3 | 0-2 (0-1) | Non League | Fiskdale, MA | - | - |
| | | L 1-2 | 0-3 (0-1) | Non League | Fiskdale, MA | - | - |
| | | | 0-3 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-3 (0-1) | Non League | Marlborough, MA | - | - |
| | | L 0-3 | 0-4 (0-1) | Non League | Southbridge, MA | - | - |
| | | L 0-3 | 0-5 (0-1) | Non League | Southbridge, MA | - | - |
| | | | 0-5 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-5 (0-1) | League | Charlton, MA | - | - |
| | | | 0-5 (0-1) | League | Charlton, MA | - | - |
| | | L 0-2 | 0-6 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-6 (0-1) | Non League | Marlborough, MA | - | - |
| | | | 0-6 (0-1) | Non League | Millbury, MA | - | - |