| 2020-07-11 10:00:00July 11, 2020 | Douglas vs Tatnuck | 0 - 10 | Soldiers Field - Douglas | Recap | - |
| 2020-07-11 10:00:00July 11, 2020 | St. Paul vs Double Play | 6 - 9 | SPM Baseball Field | Recap | - |
| 2020-07-12 10:00:00July 12, 2020 | South Side vs Holden | 0 - 15 | Hadwen Park | Recap | - |
| 2020-07-12 10:00:00July 12, 2020 | Grafton vs Tatnuck | 2 - 0 | Grafton High School | Recap | - |
| 2020-07-12 10:00:00July 12, 2020 | Schwartz vs Douglas | 0 - 10 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-07-12 10:00:00July 12, 2020 | St. Paul vs Millbury | 6 - 12 | SPM Baseball Field | Recap | - |
| 2020-07-14 17:30:00July 14, 2020 | Shrewsbury vs Tatnuck | 1 - 4 | Shrewsbury High School | Recap | - |
| 2020-07-14 17:30:00July 14, 2020 | South Side vs Double Play | 1 - 15 | Hadwen Park | Recap | - |
| 2020-07-14 17:30:00July 14, 2020 | Grafton vs Schwartz | 10 - 0 | Grafton High School | Recap | - |
| 2020-07-14 17:30:00July 14, 2020 | Douglas vs St. Paul | 2 - 3 | Soldiers Field - Douglas | Recap | - |
| 2020-07-15 05:45:00July 15, 2020 | Millbury vs Schwartz | 6 - 4 | Vernon Hill Park | Recap | - |
| 2020-07-16 17:30:00July 16, 2020 | Holden vs Double Play | 1 - 2 | Mountview School | Recap | - |
| 2020-07-16 17:30:00July 16, 2020 | Shrewsbury vs Schwartz | 6 - 4 | Shrewsbury High School | Recap | - |
| 2020-07-16 17:30:00July 16, 2020 | South Side vs Millbury | 3 - 18 | Hadwen Park | Recap | - |
| 2020-07-16 17:30:00July 16, 2020 | Grafton vs St. Paul | 3 - 0 | Grafton High School | Recap | - |
| 2020-07-18 10:00:00July 18, 2020 | Double Play vs Millbury | 1 - 4 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-18 10:00:00July 18, 2020 | Tatnuck vs St. Paul | 11 - 6 | Rockwood Field at Worcester State University | Recap | - |
| 2020-07-18 10:00:00July 18, 2020 | Holden vs Douglas | 7 - 6 | Mountview School | Recap | - |
| 2020-07-18 10:00:00July 18, 2020 | South Side vs Grafton | 0 - 17 | Hadwen Park | Recap | - |
| 2020-07-19 10:00:00July 19, 2020 | Schwartz vs St. Paul | 2 - 6 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-07-19 10:00:00July 19, 2020 | Double Play vs Douglas | 9 - 5 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-19 10:00:00July 19, 2020 | Holden vs Grafton | 2 - 5 | Mountview School | Recap | - |
| 2020-07-19 10:00:00July 19, 2020 | Shrewsbury vs South Side | 12 - 0 | Shrewsbury High School | Recap | - |
| 2020-07-21 17:30:00July 21, 2020 | Tatnuck vs South Side | 12 - 0 | Rockwood Field at Worcester State University | Recap | - |
| 2020-07-21 17:30:00July 21, 2020 | Holden vs Shrewsbury | 3 - 12 | Mountview School | Recap | - |
| 2020-07-21 17:30:00July 21, 2020 | Douglas vs Millbury | 12 - 0 | Soldiers Field - Douglas | Recap | - |
| 2020-07-21 19:00:00July 21, 2020 | Double Play vs Grafton | 3 - 6 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-23 17:30:00July 23, 2020 | St. Paul vs Burncoat | 26 - 4 | SPM Baseball Field | Recap | - |
| 2020-07-23 17:30:00July 23, 2020 | Millbury vs Grafton | 2 - 13 | Vernon Hill Park | Recap | - |
| 2020-07-23 17:30:00July 23, 2020 | Tatnuck vs Holden | 9 - 4 | Rockwood Field at Worcester State University | Recap | - |
| 2020-07-23 19:00:00July 23, 2020 | Double Play vs Shrewsbury | 0 - 4 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-24 05:30:00July 24, 2020 | Shrewsbury vs St. Paul | 7 - 6 | Shrewsbury High School | Recap | - |
| 2020-07-24 17:30:00July 24, 2020 | Schwartz vs South Side | 5 - 2 | Vernon Hill Park | Recap | - |
| 2020-07-25 10:00:00July 25, 2020 | Tatnuck vs Schwartz | 8 - 1 | Rockwood Field at Worcester State University | Recap | - |
| 2020-07-25 10:00:00July 25, 2020 | Holden vs Millbury | 15 - 5 | Mountview School | Recap | - |
| 2020-07-25 10:00:00July 25, 2020 | South Side vs Douglas | 9 - 13 | Hadwen Park | Recap | - |
| 2020-07-25 10:00:00July 25, 2020 | Grafton vs Burncoat | 6 - 10 | Grafton High School | Recap | - |
| 2020-07-26 10:00:00July 26, 2020 | Double Play vs Tatnuck | 4 - 9 | Rockwood Field @ Worcester State University | Recap | - |
| 2020-07-26 10:00:00July 26, 2020 | Grafton vs Douglas | 3 - 6 | Grafton High School | Recap | - |
| 2020-07-26 10:00:00July 26, 2020 | St. Paul vs South Side | 15 - 0 | SPM Baseball Field | Recap | - |
| 2020-07-26 10:00:00July 26, 2020 | Schwartz vs Holden | 3 - 12 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-07-26 10:00:00July 26, 2020 | Shrewsbury vs Burncoat | 13 - 10 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-26 13:00:00July 26, 2020 | Millbury vs Shrewsbury | 4 - 7 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-28 17:30:00July 28, 2020 | Burncoat vs South Side | 16 - 2 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-28 17:30:00July 28, 2020 | St. Paul vs Holden | 9 - 10 | SPM Baseball Field | Recap | - |
| 2020-07-28 17:30:00July 28, 2020 | Schwartz vs Double Play | 2 - 9 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-07-28 19:45:00July 28, 2020 | Millbury vs Tatnuck | 0 - 10 | Tivnan Field at Lake Park | Recap | - |
| 2020-07-29 05:30:00July 29, 2020 | Grafton vs Shrewsbury | 11 - 5 | Grafton High School | Recap | - |
| 2020-07-29 06:00:00July 29, 2020 | Burncoat vs Holden | 12 - 11 | Vernon Hill Park | Recap | - |
| 2020-07-30 17:30:00July 30, 2020 | Shrewsbury vs Grafton | 1 - 11 | Shrewsbury High School | Recap | - |
| 2020-07-30 17:30:00July 30, 2020 | Holden vs Burncoat | 1 - 2 | Mountview School | Recap | - |
| 2020-07-30 17:30:00July 30, 2020 | Tatnuck vs Douglas | 10 - 3 | Rockwood Field at Worcester State University | Recap | - |
| 2020-07-30 17:30:00July 30, 2020 | Schwartz vs Millbury | 8 - 7 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-08-01 08:00:00August 1, 2020 | Burncoat vs Double Play | 3 - 17 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-01 10:00:00August 1, 2020 | Douglas vs Schwartz | 10 - 2 | Soldiers Field - Douglas | Recap | - |
| 2020-08-01 10:00:00August 1, 2020 | Tatnuck vs Grafton | 4 - 3 | Rockwood Field at Worcester State University | Recap | - |
| 2020-08-01 10:00:00August 1, 2020 | Holden vs South Side | 18 - 4 | Mountview School | Recap | - |
| 2020-08-01 10:00:00August 1, 2020 | Double Play vs Burncoat | 5 - 4 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-01 13:00:00August 1, 2020 | Millbury vs St. Paul | 8 - 12 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-02 08:00:00August 2, 2020 | Burncoat vs Millbury | 4 - 1 | Vernon Hill Park | Recap | - |
| 2020-08-02 10:00:00August 2, 2020 | Tatnuck vs Shrewsbury | 8 - 3 | Rockwood Field at Worcester State University | Recap | - |
| 2020-08-02 10:00:00August 2, 2020 | Schwartz vs Grafton | 3 - 19 | Joe Schwartz Babe Ruth | Recap | - |
| 2020-08-02 10:00:00August 2, 2020 | Millbury vs Burncoat | 0 - 4 | Vernon Hill Park | Recap | - |
| 2020-08-02 10:00:00August 2, 2020 | St. Paul vs Douglas | 2 - 4 | SPM Baseball Field | Recap | - |
| 2020-08-02 10:00:00August 2, 2020 | Double Play vs South Side | 22 - 1 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-02 13:15:00August 2, 2020 | Burncoat vs Douglas | 6 - 7 | Vernon Hill Park | Recap | - |
| 2020-08-03 19:00:00August 3, 2020 | Double Play vs St. Paul | 2 - 15 | Vernon Hill Park | Recap | - |
| 2020-08-04 17:30:00August 4, 2020 | Schwartz vs Shrewsbury | 17:30:005:30 pm | Joe Schwartz Babe Ruth | Recap | - |
| 2020-08-04 17:30:00August 4, 2020 | Douglas vs Burncoat | 17:30:005:30 pm | Soldiers Field - Douglas | Recap | - |
| 2020-08-04 17:30:00August 4, 2020 | Double Play vs Holden | 0 - 4 | Mountview Middle School | Recap | - |
| 2020-08-04 17:30:00August 4, 2020 | St. Paul vs Grafton | 7 - 6 | SPM Baseball Field | Recap | - |
| 2020-08-04 19:00:00August 4, 2020 | Millbury vs South Side | 15 - 0 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-05 17:30:00August 5, 2020 | Douglas vs Shrewsbury | 6 - 5 | Shrewsbury High School | Recap | - |
| 2020-08-06 17:30:00August 6, 2020 | St. Paul vs Tatnuck | 8 - 16 | SPM Baseball Field | Recap | - |
| 2020-08-06 17:30:00August 6, 2020 | Grafton vs South Side | 10 - 0 | Grafton High School | Recap | - |
| 2020-08-06 17:30:00August 6, 2020 | Burncoat vs Shrewsbury | 6 - 17 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-06 17:30:00August 6, 2020 | Douglas vs Holden | 0 - 5 | Soldiers Field - Douglas | Recap | - |
| 2020-08-06 19:45:00August 6, 2020 | Millbury vs Double Play | 2 - 15 | Tivnan Field at Lake Park | Recap | - |
| 2020-08-08 10:00:00August 8, 2020 | St. Paul vs Schwartz | 10:00:0010:00 am | SPM Baseball Field | Preview | - |
| 2020-08-08 10:00:00August 8, 2020 | Douglas vs Double Play | 10:00:0010:00 am | Soldiers Field - Douglas | Preview | - |
| 2020-08-08 10:00:00August 8, 2020 | Burncoat vs Tatnuck | 10:00:0010:00 am | Tivnan Field at Lake Park | Preview | - |
| 2020-08-08 10:00:00August 8, 2020 | Grafton vs Holden | 10:00:0010:00 am | Grafton High School | Preview | - |
| 2020-08-08 10:00:00August 8, 2020 | South Side vs Shrewsbury | 10:00:0010:00 am | Hadwen Park | Preview | - |
| 2020-08-09 10:00:00August 9, 2020 | Burncoat vs Schwartz | 10:00:0010:00 am | Tivnan Field at Lake Park | Preview | - |
| 2020-08-09 10:00:00August 9, 2020 | Grafton vs Double Play | 10:00:0010:00 am | Grafton High School | Preview | - |
| 2020-08-09 10:00:00August 9, 2020 | South Side vs Tatnuck | 10:00:0010:00 am | Hadwen Park | Preview | - |
| 2020-08-09 10:00:00August 9, 2020 | Shrewsbury vs Holden | 10:00:0010:00 am | Shrewsbury High School | Preview | - |
| 2020-08-09 10:00:00August 9, 2020 | Millbury vs Douglas | 10:00:0010:00 am | Vernon Hill Park | Preview | - |
| 2020-08-09 13:00:00August 9, 2020 | Schwartz vs Burncoat | 13:00:001:00 pm | Tivnan Field at Lake Park | Preview | - |
| 2020-08-10 17:30:00August 10, 2020 | Tatnuck vs Burncoat | 17:30:005:30 pm | Vernon Hill Park | Preview | - |
| 2020-08-11 17:30:00August 11, 2020 | Grafton vs Millbury | 17:30:005:30 pm | Grafton High School | Preview | - |
| 2020-08-11 17:30:00August 11, 2020 | South Side vs Schwartz | 17:30:005:30 pm | Hadwen Park | Preview | - |
| 2020-08-11 17:30:00August 11, 2020 | Shrewsbury vs Double Play | 17:30:005:30 pm | Shrewsbury High School | Preview | - |
| 2020-08-11 17:30:00August 11, 2020 | Holden vs Tatnuck | 17:30:005:30 pm | Mountview School | Preview | - |
| 2020-08-11 19:00:00August 11, 2020 | Burncoat vs St. Paul | 19:00:007:00 pm | Tivnan Field at Lake Park | Preview | - |
| 2020-08-13 17:30:00August 13, 2020 | Schwartz vs Tatnuck | 17:30:005:30 pm | Joe Schwartz Babe Ruth | Preview | - |
| 2020-08-13 17:30:00August 13, 2020 | Millbury vs Holden | 17:30:005:30 pm | Vernon Hill Park | Preview | - |
| 2020-08-13 17:30:00August 13, 2020 | St. Paul vs Shrewsbury | 17:30:005:30 pm | SPM Baseball Field | Preview | - |
| 2020-08-13 17:30:00August 13, 2020 | Douglas vs South Side | 17:30:005:30 pm | Soldiers Field - Douglas | Preview | - |
| 2020-08-13 17:30:00August 13, 2020 | Burncoat vs Grafton | 17:30:005:30 pm | Tivnan Field at Lake Park | Preview | - |
| 2020-08-15 10:00:00August 15, 2020 | Douglas vs Grafton | 10:00:0010:00 am | Soldiers Field - Douglas | Preview | - |
| 2020-08-15 10:00:00August 15, 2020 | South Side vs St. Paul | 10:00:0010:00 am | Hadwen Park | Preview | - |
| 2020-08-15 10:00:00August 15, 2020 | Shrewsbury vs Millbury | 10:00:0010:00 am | Shrewsbury High School | Preview | - |
| 2020-08-15 10:00:00August 15, 2020 | Holden vs Schwartz | 10:00:0010:00 am | Mountview School | Preview | - |
| 2020-08-15 10:00:00August 15, 2020 | Tatnuck vs Double Play | 10:00:0010:00 am | Rockwood Field at Worcester State University | Preview | - |
| 2020-08-16 10:00:00August 16, 2020 | South Side vs Burncoat | 10:00:0010:00 am | Hadwen Park | Preview | - |
| 2020-08-16 10:00:00August 16, 2020 | Shrewsbury vs Douglas | 10:00:0010:00 am | Soldiers Field - Douglas | Preview | - |
| 2020-08-16 10:00:00August 16, 2020 | Holden vs St. Paul | 10:00:0010:00 am | Mountview School | Preview | - |
| 2020-08-16 10:00:00August 16, 2020 | Tatnuck vs Millbury | 10:00:0010:00 am | Rockwood Field at Worcester State University | Preview | - |
| 2020-08-16 10:00:00August 16, 2020 | Double Play vs Schwartz | 10:00:0010:00 am | Tivnan Field at Lake Park | Preview | - |
