| 1 | 1051 | 11/14/20 2:45pm | Claypit Hill #8 | Wayland Warriors | 3 - 0 | Westborough United - B5 | |
| 2 | 1054 | 9/19/20 11:00am | Upper Haskell 2 (9v9) | Westborough United - B5 | 2 - 5 | Ashland Sharks | Referee entered reverse score |
| 3 | 1058 | 9/26/20 1:00pm | Friends 2 9v9 | Foxboro Warriors 5B-1 | 7 - 2 | Westborough United - B5 | |
| 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 | 1065 | 10/10/20 1:30pm | Cole North A (9v9) | Natick Mustang | 1 - 1 | Westborough United - B5 | |
| 6 | 1066 | 10/17/20 11:00am | Upper Haskell 2 (9v9) | Westborough United - B5 | 2 - 5 | Wayland Warriors | No ref scores |
| 7 | 1070 | 10/24/20 1:00pm | Briasco Field | Ashland Sharks | 4 - 1 | Westborough United - B5 | Differing referee scores |
| 8 | 1072 | 10/31/20 11:00am | Upper Haskell 2 (9v9) | Westborough United - B5 | X - X | Foxboro Warriors 5B-1 | Game was not set back to Unscheduled, setting 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 | 1078 | 11/14/20 11:00am | Upper Haskell 2 (9v9) | Westborough United - B5 | 3 - 2 | Natick Mustang | |
