| 1 | 6708 | 9/6/25 12:00pm | Ryan Connolly Field 11v11 | Winchester Reign | 1 - 0 | Newton G Dragons | |
| 2 | 6710 | 9/13/25 9:00am | Ellsworth-McAfee Field C | Northborough Girls 7/8 Maroon | - | Winchester Reign | |
| 3 | 6713 | 9/20/25 12:00pm | Ryan Connolly Field 11v11 | Winchester Reign | - | A-B United | |
| 4 | 6716 | 9/27/25 9:00am | Lincoln Fields2 | Lexington Wave | - | Winchester Reign | |
| 5 | 6718 | 10/4/25 12:00pm | Ryan Connolly Field 11v11 | Winchester Reign | - | Watertown Flame | |
| 6 | 6723 | 10/11/25 9:00am | Fessenden B / Kumin-Loring | Newton G Dragons | - | Winchester Reign | |
| 7 | 6726 | 10/18/25 12:00pm | Ryan Connolly Field 11v11 | Winchester Reign | - | Northborough Girls 7/8 Maroon | |
| 8 | 6727 | 10/25/25 9:00am | Leary Field | A-B United | - | Winchester Reign | |
| 9 | 6730 | 11/1/25 12:00pm | Ryan Connolly Field 11v11 | Winchester Reign | - | Lexington Wave | |
| 10 | 6735 | 11/8/25 9:00am | BB&N Turf 2 - Grove Street | Watertown Flame | - | Winchester Reign | |
