| 1 | 3783 | 9/7/19 10:30am | Woodland School 9v9 Turf | Milford-Hopedale Storms | 0 - 3 | Hopkinton G6 Academy Orange | |
| 2 | 3786 | 9/14/19 10:30am | Fruit St. Turf Field 2A | Hopkinton G6 Academy Orange | 0 - 3 | Southboro Storm | |
| 3 | 3789 | 9/21/19 10:00am | Fruit St. Turf Field 2B | Hopkinton G6 Academy Orange | 4 - 0 | Natick Nightmares | |
| 4 | 3792 | 9/28/19 10:30am | HYSA Park M-3 | Holliston G6 Fitzgerald | 3 - 1 | Hopkinton G6 Academy Orange | |
| 5 | 3795 | 10/5/19 10:30am | Fruit St. Turf Field 2A | Hopkinton G6 Academy Orange | 2 - 2 | Bellingham Lightning | |
| 6 | 3798 | 10/17/19 5:00pm | Fruit St. Turf Field 1A | Hopkinton G6 Academy Orange | 3 - 2 | Milford-Hopedale Storms | |
| 7 | 3799 | 10/19/19 9:00am | Kallander | Southboro Storm | 4 - 5 | Hopkinton G6 Academy Orange | |
| 8 | 3804 | 10/26/19 12:00pm | Sprague 3B | Wellesley Rebels | 3 - 1 | Hopkinton G6 Academy Orange | |
| 9 | 3807 | 11/2/19 11:00am | Fruit St. Turf Field 2B | Hopkinton G6 Academy Orange | 2 - 6 | Holliston G6 Fitzgerald | |
| 10 | 3808 | 11/9/19 10:30am | 4C (9v9) | Bellingham Lightning | 4 - 0 | Hopkinton G6 Academy Orange | |
