| 04/30/2019 | Red Sox | Yankees | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/01/2019 | Marlins | Falmouth 2 | 5:30PM - 7:00PM | Falmouth LL Legion Fields / Field 2 | |
| 05/04/2019 | Red Sox | Yarmouth 1 | 9:00AM - 10:30AM | Yarmouth - Tobiason Field - Softball / Tobiason | |
| 05/04/2019 | Falmouth 1 | Marlins | 12:00PM - 1:30PM | Greely Middle School Softball Field / Field 1 | |
| 05/04/2019 | Yankees | Falmouth 2 | 2:00PM - 3:30PM | Falmouth LL Legion Fields / Field 2 | |
| 05/06/2019 | Yankees | Marlins | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/07/2019 | Falmouth 1 | Red Sox | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/11/2019 | Falmouth 3 | Yankees | 11:00AM - 12:30PM | Greely Middle School Softball Field / Field 1 | |
| 05/11/2019 | Red Sox | Yarmouth 2 | 2:00PM - 3:30PM | Yarmouth - Tobiason Field - Softball / Tobiason | |
| 05/11/2019 | Marlins | Falmouth 2 | 2:00PM - 3:30PM | Falmouth LL Legion Fields / Field 2 | |
| 05/15/2019 | Yankees | Falmouth 3 | 5:30PM - 7:00PM | Falmouth LL Legion Fields / Field 2 | |
| 05/16/2019 | Marlins | Red Sox | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/18/2019 | Falmouth 1 | Red Sox | 9:00AM - 10:30AM | Greely Middle School Softball Field / Field 1 | |
| 05/18/2019 | Marlins | Falmouth 3 | 1:00PM - 2:30PM | Falmouth LL Legion Fields / Field 2 | |
| 05/18/2019 | Yankees | Yarmouth 1 | 3:00PM - 4:30PM | Yarmouth - Tobiason Field - Softball / Tobiason | |
| 05/20/2019 | Yankees | Red Sox | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/22/2019 | Falmouth 1 | Marlins | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/28/2019 | Yankees | Marlins | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 05/29/2019 | Red Sox | Falmouth 3 | 5:30PM - 7:00PM | Falmouth LL Legion Fields / Field 2 | |
| 06/01/2019 | Red Sox | Falmouth 3 | 9:00AM - 10:30AM | Falmouth LL Legion Fields / Field 2 | |
| 06/01/2019 | Yankees | Falmouth 1 | 2:00PM - 3:30PM | Falmouth LL Legion Fields / Field 2 | |
| 06/01/2019 | Yarmouth 2 | Marlins | 2:00PM - 3:30PM | Greely Middle School Softball Field / Field 1 | |
| 06/04/2019 | Falmouth 2 | Yankees | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 06/05/2019 | Red Sox | Marlins | 5:30PM - 7:00PM | Greely Middle School Softball Field / Field 1 | |
| 06/08/2019 | Yarmouth 1 | Marlins | 9:00AM - 10:30AM | Greely Middle School Softball Field / Field 1 | |
| 06/08/2019 | Falmouth 1 | Yankees | 12:00PM - 1:30PM | Greely Middle School Softball Field / Field 1 | |
| 06/08/2019 | Falmouth 2 | Red Sox | 2:00PM - 3:30PM | Greely Middle School Softball Field / Field 1 | |