| Sunday, Apr 27 |
| Doubleday Division - North |
| Winchester Chiefs @ North Shore Thunder | 4:00pm | Voke Park |
| Waltham Braves @ Parkway Pirates | 4:30pm | Kelley Field |
| Doubleday Division - South |
| Cambridge Eagles @ Scituate Mariners | 10:00am | Scituate High School |
| McKinnon's Bulls @ Quincy Fours | 4:00pm | Coletta/Merrymount Field |
| Thursday, May 1 |
| Montalvo Division |
| Boston Astros @ North Andover Thunder | 8:00pm | Bowzer Field (Clancy) |
| Boston Cardinals @ Reds | 8:00pm | Kelley Field |
| Saturday, May 3 |
| Montalvo Division |
| Waltham Braves @ Hyde Park Blue Jays | 4:00pm | Voke Park |
| Sunday, May 4 |
| Doubleday Division - North |
| Winchester Chiefs @ Parkway Pirates | 10:00am | Iacono Field |
| Waltham Braves @ North Shore Thunder | 4:00pm | Voke Park |
| Doubleday Division - South |
| McKinnon's Bulls @ Cambridge Eagles | 9:00am | Rindge Field |
| Quincy Fours @ Scituate Mariners | 10:00am | Scituate High School |
| Tuesday, May 6 |
| Montgomery Division |
| Braintree Rockies @ Brockton Dodgers | 8:00pm | Kelley Field |
| Norwood Red Sox @ Watertown Nationals | 8:00pm | Victory Field |
| Wednesday, May 7 |
| Montalvo Division |
| Norwood Red Sox @ Boston Cardinals | 8:00pm | Barnes Memorial Park |
| Thursday, May 8 |
| Montalvo Division |
| Reds @ Hyde Park Blue Jays | 8:00pm | Bowzer Field (Clancy) |
| Brockton Dodgers @ Boston Astros | 8:00pm | Kelley Field |
| North Andover Thunder @ Waltham Braves | 8:00pm | Nipper Maher Field |
| Montgomery Division |
| Watertown Nationals @ Braintree Rockies | 8:00pm | Victory Field |
| Saturday, May 10 |
| Doubleday Division - North |
| North Shore Thunder @ Parkway Pirates | 4:00pm | Voke Park |
| Winchester Chiefs @ Waltham Braves | 7:00pm | Nipper Maher Field |
| Doubleday Division - South |
| Cambridge Eagles @ Quincy Fours | 4:00pm | Kincaide Field |
| Scituate Mariners @ McKinnon's Bulls | TBA | TBA |
| Tuesday, May 13 |
| Montgomery Division |
| Boston Astros @ Braintree Rockies | 8:00pm | Kelley Field |
| Wednesday, May 14 |
| Montgomery Division |
| Brockton Dodgers @ Norwood Red Sox | 8:00pm | Barnes Memorial Park |
