| 1 | 6606 | 4/12/25 1:00pm | Fruit St. Turf Field 2A | Hopkinton B5 Academy | - | Milford-Hopedale Bulldogs | |
| 2 | 6611 | 4/19/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | King Philip THUNDER | |
| 3 | 6614 | 4/26/25 1:00pm | Ellsworth-McAfee Field D | Northborough Green (Boys 5) | - | Milford-Hopedale Bulldogs | |
| 4 | 6620 | 5/3/25 3:00pm | Fr Macs Fogg Field | Norwood Frontier | - | Milford-Hopedale Bulldogs | |
| 5 | 6624 | 5/10/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Canton Boys Grade 5 Arsenal | |
| 6 | 6626 | 5/17/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Hopkinton B5 Academy | |
| 7 | 6631 | 5/24/25 1:00pm | Pond Street Field B1 | King Philip THUNDER | - | Milford-Hopedale Bulldogs | |
| 8 | 6635 | 5/31/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Northborough Green (Boys 5) | |
| 9 | 6640 | 6/7/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Walpole Revolution | |
| 10 | 6642 | 6/14/25 2:00pm | Point32Health Field | Milton Atletico | - | Milford-Hopedale Bulldogs | |
