| 07/08/2020 | Stoneham Royal | Lynnfield Navy | 5:30PM - 7:30PM | Lynnfield Middle School / Softball Field | |
| 07/08/2020 | Lynnfield Gold | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 07/12/2020 | Stoneham Navy | North Reading | 5:30PM - 7:30PM | Benevento / Field 2 | |
| 07/15/2020 | North Reading | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 07/19/2020 | Wilmington | Stoneham Navy | 3:00PM - 5:00PM | Stoneham High School / 50/70 (Softball) | |
| 07/19/2020 | Stoneham Royal | Woburn | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 07/22/2020 | Stoneham Navy | Woburn | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 07/22/2020 | Stoneham Royal | Wilmington | 5:30PM - 7:30PM | Wilmington High School / Softball Field | |
| 07/26/2020 | Stoneham Navy | Stoneham Royal | 3:00PM - 5:00PM | Stoneham High School / 50/70 (Softball) | |
| 07/29/2020 | Lynnfield Navy | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 07/29/2020 | Stoneham Royal | Lynnfield Gold | 5:30PM - 7:30PM | Lynnfield Middle School / Softball Field | |
| 08/02/2020 | Lynnfield Navy | Stoneham Royal | 3:00PM - 5:00PM | Stoneham High School / 50/70 (Softball) | |
| 08/02/2020 | Stoneham Navy | Lynnfield Gold | 5:30PM - 7:30PM | Lynnfield Middle School / Softball Field | |
| 08/05/2020 | North Reading | Stoneham Navy | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 08/09/2020 | Stoneham Royal | North Reading | 5:30PM - 7:30PM | Benevento / Field 2 | |
| 08/12/2020 | Stoneham Navy | Wilmington | 5:30PM - 7:30PM | Wilmington High School / Softball Field | |
| 08/12/2020 | Woburn | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |
| 08/16/2020 | Woburn | Stoneham Navy | 3:00PM - 5:00PM | Stoneham High School / 50/70 (Softball) | |
| 08/16/2020 | Wilmington | Stoneham Royal | 5:30PM - 7:30PM | Stoneham High School / 50/70 (Softball) | |