| 2582 | 4/6/19 2:30pm | Milton Healthcare / Flatley | Milton Celtic | 1 - 3 | Hill House United | |
| 2585 | 6/14/19 5:30pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United | - | Brookline Benfica | email me when the game is played |
| 2589 | 4/20/19 1:00pm | Cole North B (9v9) | Natick Mad Men | 3 - 0 | Hill House United | |
| 2590 | 4/27/19 2:30pm | Weston Middle School Field #9 | Weston Real Weston | 4 - 5 | Hill House United | |
| 2594 | 5/18/19 10:00am | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United | 1 - 5 | Parkway United Blue | Rain out - email me when the game is played |
| 2597 | 5/11/19 2:30pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United | 2 - 4 | Milton Celtic | HH had to play 7v7 because Milton only brought 7 players |
| 2601 | 5/18/19 12:00pm | Skyline Park | Brookline Benfica | 4 - 2 | Hill House United | |
| 2604 | 6/1/19 2:30pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United | 2 - 5 | Natick Mad Men | |
| 2606 | 6/8/19 2:30pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United | 0 - 8 | Weston Real Weston | |
| 2609 | 6/15/19 2:30pm | Millennium Park C | Parkway United Blue | - | Hill House United | |
