| 1 | 4143 | 9/6/25 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Needham Rapids | |
| 2 | 4145 | 9/13/25 3:00pm | Trottier Middle School - Track Infield | Southboro Crew | - | Milford-Hopedale Bulldogs | |
| 3 | 4148 | 9/20/25 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Wellesley Reds 6B | |
| 4 | 4151 | 9/27/25 2:30pm | Idylbrook 9 v 9 | Medway Mustangs | - | Milford-Hopedale Bulldogs | |
| 5 | 4153 | 10/4/25 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Northborough Maroon Boys 6 | |
| 6 | 4158 | 10/11/25 3:00pm | DeFazio #3 Conroy | Needham Rapids | - | Milford-Hopedale Bulldogs | |
| 7 | 4161 | 10/18/25 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Southboro Crew | |
| 8 | 4162 | 10/25/25 2:30pm | | Wellesley Reds 6B | - | Milford-Hopedale Bulldogs | |
| 9 | 4165 | 11/1/25 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Medway Mustangs | |
| 10 | 4170 | 11/8/25 2:30pm | Ellsworth-McAfee Field C | Northborough Maroon Boys 6 | - | Milford-Hopedale Bulldogs | |
