| 1 | 3813 | 4/10/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 2 - 3 | D-S Arsenal | |
| 2 | 3815 | 4/17/21 9:00am | King Philip Middle School- Field 1 | King Philip RENEGADES | 1 - 3 | Hopkinton G8 Academy Orange | |
| 3 | 3818 | 4/24/21 1:15pm | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 1 - 0 | Northborough United | |
| 4 | 3821 | 5/1/21 9:00am | Weston Middle School Field #8 | Weston Majestics | 4 - 0 | Hopkinton G8 Academy Orange | |
| 5 | 3823 | 5/8/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 0 - 0 | Medway Mustangs | |
| 6 | 3828 | 5/15/21 8:30am | Fessenden Field | D-S Arsenal | 0 - 0 | Hopkinton G8 Academy Orange | |
| 7 | 3831 | 5/22/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 2 - 0 | King Philip RENEGADES | |
| 8 | 3832 | 6/9/21 6:00pm | Ellsworth-McAfee Field C | Northborough United | 2 - 2 | Hopkinton G8 Academy Orange | |
| 9 | 3835 | 6/5/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 1 - 4 | Weston Majestics | |
| 10 | 3840 | 6/12/21 9:00am | Idylbrook 11 v 11 | Medway Mustangs | 0 - 0 | Hopkinton G8 Academy Orange | |
