| 04/28/2026 | Brewster Whitecaps (Maratea) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 04/28/2026 | Y-D Red Sox (Hanlon) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 04/28/2026 | Harwich Mariners (Reedy) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/01/2026 | Chatham Anglers (Earner) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/01/2026 | Y-D Red Sox (Hanlon) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/01/2026 | Brewster Whitecaps (Maratea) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/05/2026 | Orleans Firebirds (Driscoll) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/05/2026 | Brewster Whitecaps (Maratea) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/05/2026 | Cotuit Kettleers (Marchildon) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/08/2026 | Harwich Mariners (Reedy) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/08/2026 | Chatham Anglers (Earner) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/08/2026 | Y-D Red Sox (Hanlon) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/12/2026 | Harwich Mariners (Reedy) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/12/2026 | Cotuit Kettleers (Marchildon) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/12/2026 | Y-D Red Sox (Hanlon) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/15/2026 | Orleans Firebirds (Driscoll) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/15/2026 | Chatham Anglers (Earner) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/15/2026 | Cotuit Kettleers (Marchildon) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/19/2026 | Orleans Firebirds (Driscoll) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/19/2026 | Chatham Anglers (Earner) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/19/2026 | Harwich Mariners (Reedy) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/22/2026 | Brewster Whitecaps (Maratea) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/22/2026 | Cotuit Kettleers (Marchildon) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/22/2026 | Orleans Firebirds (Driscoll) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 05/29/2026 | Brewster Whitecaps (Maratea) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 05/29/2026 | Cotuit Kettleers (Marchildon) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 05/29/2026 | Orleans Firebirds (Driscoll) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 06/02/2026 | Chatham Anglers (Earner) | Y-D Red Sox (Hanlon) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 06/02/2026 | Brewster Whitecaps (Maratea) | Harwich Mariners (Reedy) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 06/02/2026 | Orleans Firebirds (Driscoll) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 06/05/2026 | Harwich Mariners (Reedy) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 06/05/2026 | Chatham Anglers (Earner) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 06/05/2026 | Y-D Red Sox (Hanlon) | Cotuit Kettleers (Marchildon) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |
| 06/09/2026 | Cotuit Kettleers (Marchildon) | Chatham Anglers (Earner) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 2 |
| 06/09/2026 | Y-D Red Sox (Hanlon) | Orleans Firebirds (Driscoll) | 5:45PM - 7:45PM | Woodworth Little League Complex / WW Field 1 |
| 06/09/2026 | Harwich Mariners (Reedy) | Brewster Whitecaps (Maratea) | 5:45PM - 7:45PM | Osborne / Oz Field 1 |