| 06/28/2021 | Wellesley 10U | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 07/07/2021 | Liberty 10U | Newton 10U | 6:15PM - 8:15PM | Newton - Newton North High School / Field 1 | |
| 07/13/2021 | Liberty 10U | Watertown 10U | 6:15PM - 8:15PM | Watertown - Lowell Park / Lowell Park | |
| 07/15/2021 | Medford 1 | Liberty 10U | 6:15PM - 8:15PM | BRIDGE / Bridge 2 | |
| 07/19/2021 | Charlestown 10U | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 07/20/2021 | Liberty 10U | Winchester B | 6:15PM - 8:15PM | Winchester - Ginn Field / Field 1 | |
| 07/24/2021 | Liberty 10U | Arlington 10U | 4:00PM - 6:00PM | Arlington (25 Columbia Road) / 25 Columbia Road Field | |
| 07/26/2021 | Winchester B | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 07/29/2021 | Liberty 10U | Wellesley 10U | 6:15PM - 8:15PM | Wellesley - Lee Field / Field 1 | |
| 07/30/2021 | Arlington 10U | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 08/02/2021 | Arlington 10U | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 08/05/2021 | Liberty 10U | Medford 1 | 6:15PM - 8:15PM | Medford - McNally Park / Field 1 | |
| 08/10/2021 | Newton 10U | Liberty 10U | 6:15PM - 8:15PM | ESTABROOK / Estabrook SB | |
| 08/11/2021 | Liberty 10U | Medford 2 | 6:15PM - 8:15PM | Medford - McNally Park / Field 1 | |