| Shrewsbury National, 8 |
| Grafton, 1 |
| July 7 — 5:30 p.m. in Millbury |
| Millbury, 10 |
| Leicester, 0 |
| July 7 — 7:30 p.m. in Millbury |
| Shrewsbury National, 6 |
| Auburn, 1 |
| July 8 — 7:30 p.m. in Grafton |
| Shrewsbury National, 11 |
| Millbury, 0 |
| Dudley, 6 |
| Oxford, 1 |
| July 7 — 5:30 p.m. in Oxford |
| Webster, 8 |
| Charlton, 4 |
| July 7 — 7:30 p.m. in Oxford |
| Webster, 9 |
| Dudley, 6 |
| July 8 5:30 p.m. in Webster |
| July 9 7:30 p.m. in Shrewsbury |
| Sturbridge, 0 |
| Quabaog, 2 |
| July 7 — 5:30 p.m. in Spencer |
| Southbridge, 0 |
| Spencer/E. Brookfield, 7 |
| July 7 — 7:30 p.m. in Spencer |
| Spencer, 4 |
| Quaboag, 2 |
| July 8 5:30 p.m. in Brookfield |
| Northboro, 2 |
| Shrewsbury American, 3 |
| July 8 — 5:30 p.m. in Shrewsbury |
| Westboro, 4 |
| Southborough, 7 |
| July 8 — 7:30 p.m. in Shrewsbury |
| Southborough, 3 |
| Shrewsbury American, 2 |
| July 9 — 7:30 p.m. in Westboro |
| Shrewsbury National, 1 |
| Webster, 0 |
| July 12 Time TBD in Webster |
| Spencer, 5 |
| Southborough, 4 |
| Shrewsbury National, 2 |
| Spencer, 1 |
| Westboro, 1 |
| Northboro, 5 |
| July 9 — 5:30 p.m. in Westboro |
| Southbridge, 0 |
| Sturbridge, 10 |
| July 8 5:30 p.m. Town Barn, Sturbridge |
| Charlton, 4 |
| Oxford, 8 |
| July 8 5:30 p.m. in Charlton |
| Leicester |
| Grafton |
| July 8 — 5:30 p.m. in Grafton |
| Northboro |
| Millbury |
| July 11 Time TBD Field TBD |
| Sturbridge, 3 |
| Dudley, 8 |
| July 11 4 p.m. in Sturbridge |
| Oxford, 6 |
| Quaboag, 8 |
| July 11 1 p.m. in Oxford |
| Leicester, 3 |
| Auburn, 11 |
| July 9 Time TBD Field TBD |
| Dudley, 12 |
| Northboro, 2 |
| Dudley |
| Southboro |
| July 13 7:30 p.m. in Northboro |
| July 15 Time TBD Field TBD |
| July 18 Time TBD Field TBD |
| July 12 Time TBD Field TBD |
| July 15 7:30 p.m. in Oxford |
| Shrewsbury National |
| Spencer |
| Auburn, 2 |
| Shrewsbury American, 3 |
| July 11 4 p.m. in Auburn |
| Shrewsbury American, 7 |
| Quaboag, 3 |
| July 13 7:30 p.m. in Shrewsbury |
| Shrewsbury American, 2 |
| Webster, 1 |
| July 15 5:30 p.m. in Webster |
| Shrewsbury American |
| TBD |
| July 16 Time TBD Field TBD |
| Shrewsbury American |
| Spencer |
| July 17 Time TBD Field TBD |