| 1 | 32 | 4/6/24 2:40pm | Cole North (7v7) | Natick 3A | 5 - 1 | Hill House United | DD entered scores due to failure of Royal Imanli |
| 2 | 35 | 4/28/24 9:45am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 3 - 1 | Milton Red Storm | Reschedule by 05 MAY-24 |
| 3 | 39 | 5/5/24 5:00pm | Thorndike Field 2 | Arlington Bulldogs | 6 - 1 | Hill House United | Reschedule by 12 MAY-24 |
| 4 | 40 | 4/27/24 1:00pm | Healy Field #2 (DeFazio Field #4) | Needham Summit | 4 - 4 | Hill House United | |
| 5 | 44 | 5/4/24 11:30am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 2 - 6 | Newton B United | |
| 6 | 47 | 5/11/24 11:30am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 2 - 5 | Natick 3A | |
| 7 | 51 | 5/18/24 4:00pm | Banta Davis 7 Back | C-C Thunderbirds | 7 - 2 | Hill House United | Ref 8-2; Lopsided CC Thunderbirds |
| 8 | 54 | 5/19/24 8:30am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | 0 - 5 | Arlington Bulldogs | rescheduled to 5/19 |
| 9 | 56 | 6/1/24 11:30am | Teddy Ebersols Red Sox Field 7v7 (1) | Hill House United | - | Needham Summit | |
| 10 | 59 | 6/8/24 1:00pm | Weeks D | Newton B United | - | Hill House United | |
