| 1 | 5735 | 9/11/21 11:45am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 6 - 1 | Winchester Winchester United | Lopsided Hill House; Referee reported 7-1 |
| 2 | 5739 | 9/18/21 3:00pm | Lynch 7v7-2 | Winchester Winchester Wildebeests | 2 - 3 | Hill House United | |
| 3 | 5744 | 9/25/21 11:45am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 5 - 0 | Sudbury Union | |
| 4 | 5748 | 10/2/21 2:15pm | Codman Field | Lincoln Raptors | 0 - 3 | Hill House United | |
| 5 | 5753 | 10/9/21 11:45am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 2 - 2 | A-B Warriors | Referee reports 3-1 |
| 6 | 107 | 10/16/21 11:45am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 1 - 1 | Newton B Gremio | |
| 7 | 111 | 10/23/21 2:30pm | Springs Brook Park | Bedford Ballers | 1 - 2 | Hill House United | |
| 8 | 114 | 11/13/21 10:30am | Teddy Ebersols Red Sox Field 7v7 (2) | Hill House United | 0 - 5 | Arlington B3 Wolverines | |
| 9 | 116 | 11/6/21 2:30pm | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 0 - 5 | Northborough Green (Boys 3) | |
| 10 | 119 | 11/13/21 2:45pm | Ashland Community Center | Ashland Heat | 0 - 1 | Hill House United | |
