| Num | Date | Teams | Newspaper Boxscore | Extended Boxscore |
|---|---|---|---|---|
| 1 | 2019-08-02 18:00:00 | Bourne 2 @ Falmouth 3 |
 |
|
| 2 | 2019-08-02 18:45:00 | Cotuit 7 @ Wareham 8 |
|
|
| 3 | 2019-08-02 19:00:00 | Yarmouth-Dennis 7 @ Orleans 6 |
|
|
| 4 | 2019-08-02 19:00:00 | Harwich 1 @ Chatham 0 |
|
|
| 5 | 2019-08-03 16:00:00 | Wareham 2 @ Cotuit 22 |
|
|
| 6 | 2019-08-03 16:00:00 | Orleans 7 @ Yarmouth-Dennis 11 |
|
|
| 7 | 2019-08-03 17:30:00 | Chatham 2 @ Harwich 4 |
|
|
| 8 | 2019-08-03 18:00:00 | Falmouth 1 @ Bourne 3 |
|
|
| 9 | 2019-08-04 18:00:00 | Bourne 2 @ Falmouth 8 |
|
|
| 10 | 2019-08-04 18:30:00 | Cotuit 4 @ Wareham 1 |
|
|
| 11 | 2019-08-05 16:00:00 | Harwich 5 @ Yarmouth-Dennis 1 |
|
|
| 12 | 2019-08-05 18:00:00 | Cotuit 5 @ Falmouth 0 |
|
|
| 13 | 2019-08-06 16:00:00 | Falmouth 0 @ Cotuit 0 | unavailable | |
| 14 | 2019-08-06 18:30:00 | Yarmouth-Dennis 0 @ Harwich 0 | unavailable | |
| 15 | 2019-08-07 16:00:00 | Falmouth 3 @ Cotuit 5 |
|
|
| 16 | 2019-08-07 18:30:00 | Yarmouth-Dennis 1 @ Harwich 5 |
|
|
| 17 | 2019-08-08 18:30:00 | Cotuit 7 @ Harwich 6 |
|
|
| 18 | 2019-08-09 16:00:00 | Harwich 3 @ Cotuit 10 |
|
|