| 1 | 1052 | Unscheduled | Briasco Field | Ashland Sharks | X - X | Milford-Hopedale Hawks Caldon | Setting all remaining Milford-Hopedale games to NG |
| 2 | 1055 | 9/19/20 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Hawks Caldon | 0 - 7 | Foxboro Warriors 5B-1 | |
| 3 | 1059 | 9/26/20 1:30pm | Cole North A (9v9) | Natick Mustang | 4 - 3 | Milford-Hopedale Hawks Caldon | |
| 4 | 1060 | 10/3/20 11:00am | Upper Haskell 2 (9v9) | Westborough United - B5 | 6 - 3 | Milford-Hopedale Hawks Caldon | Confirmed by home team, no ref report |
| 5 | 1064 | Unscheduled | Woodland School 9v9 Turf | Milford-Hopedale Hawks Caldon | X - X | Wayland Warriors | Setting all remaining Milford-Hopedale games to NG |
| 6 | 1067 | 10/17/20 1:00pm | Woodland School 9v9 Turf | Milford-Hopedale Hawks Caldon | 0 - 2 | Ashland Sharks | |
| 7 | 1071 | 10/24/20 1:00pm | Friends 2 9v9 | Foxboro Warriors 5B-1 | 11 - 2 | Milford-Hopedale Hawks Caldon | |
| 8 | 1074 | Unscheduled | Woodland School 9v9 Turf | Milford-Hopedale Hawks Caldon | X - X | Natick Mustang | Setting all remaining Milford-Hopedale games to NG |
| 9 | 1076 | Unscheduled | Woodland School 9v9 Turf | Milford-Hopedale Hawks Caldon | X - X | Westborough United - B5 | Setting all remaining Milford-Hopedale games to NG |
| 10 | 1079 | Unscheduled | Alpine Field #2 | Wayland Warriors | X - X | Milford-Hopedale Hawks Caldon | Setting all remaining Milford-Hopedale games to NG |
