| 04/11/2021 | Lynnfield Grey | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 04/17/2021 | Lynnfield Black | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 04/25/2021 | Lynnfield Grey | Stoneham Royal | 3:30PM - 5:30PM | Stoneham High School / Big Diamond | |
| 04/25/2021 | Wakefield Yankees | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 04/28/2021 | Woburn | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/01/2021 | North Reading Gold Hornets | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/02/2021 | Lynnfield Black | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/08/2021 | Lynnfield Gold | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/09/2021 | Wakefield Yankees | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/15/2021 | Wakefield Nationals | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/16/2021 | Stoneham Navy | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/22/2021 | Wakefield Brewers | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 05/23/2021 | Lynnfield Navy | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 06/05/2021 | Wakefield Nationals | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |
| 06/19/2021 | Wakefield Yankees | Stoneham Royal | 12:30PM - 2:30PM | Recreation Park / Big Diamond | |
| 06/19/2021 | North Reading Gold Hornets | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / Big Diamond | |