| 1 | 5252 | 9/6/25 10:30am | Upper Haskell 2 (9v9) | Westborough Barcelona - G5/6 | - | Milford-Hopedale Cheetahs | |
| 2 | 5255 | 9/13/25 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Cheetahs | - | Holliston G6 Panthers White | |
| 3 | 5259 | 9/20/25 9:00am | Callahan 12 | Norwood Clash | - | Milford-Hopedale Cheetahs | |
| 4 | 5260 | 9/27/25 10:30am | Warren Conference Center | Ashland Renegades | - | Milford-Hopedale Cheetahs | |
| 5 | 5264 | 10/4/25 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Cheetahs | - | Medfield Fire 6G | |
| 6 | 5267 | 10/11/25 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Cheetahs | - | Westborough Barcelona - G5/6 | |
| 7 | 5271 | 10/18/25 8:30am | HYSA Park M-2 | Holliston G6 Panthers White | - | Milford-Hopedale Cheetahs | |
| 8 | 5274 | 10/25/25 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Cheetahs | - | Norwood Clash | |
| 9 | 5276 | 11/1/25 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Cheetahs | - | Ashland Renegades | |
| 10 | 5279 | 11/8/25 10:30am | Wheelock - #11 | Medfield Fire 6G | - | Milford-Hopedale Cheetahs | |
