| 3813 | 4/10/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | 2 - 3 | D-S Arsenal | |
| 3815 | 4/17/21 9:00am | King Philip Middle School- Field 1 | King Philip RENEGADES | - | Hopkinton G8 Academy Orange | |
| 3818 | 4/24/21 1:15pm | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | - | Northborough United | |
| 3821 | 5/1/21 9:00am | HS Turf Field - Field #1 | Weston Majestics | - | Hopkinton G8 Academy Orange | |
| 3823 | 5/8/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | - | Medway Mustangs | |
| 3828 | 5/15/21 9:00am | Fessenden Field | D-S Arsenal | - | Hopkinton G8 Academy Orange | |
| 3831 | 5/22/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | - | King Philip RENEGADES | |
| 3832 | 5/29/21 9:00am | Ellsworth-McAfee Field C | Northborough United | - | Hopkinton G8 Academy Orange | |
| 3835 | 6/5/21 9:00am | Fruit St. Turf Field 1 | Hopkinton G8 Academy Orange | - | Weston Majestics | |
| 3840 | 6/12/21 9:00am | North Field | Medway Mustangs | - | Hopkinton G8 Academy Orange | |
