| Monday | 9/14/09 | Away | Silver Lake Regional | Silver Lake Regional HS | 3:30 PM (depart 2:00 PM) |
| Monday | 9/21/09 | HOME | Middleboro | Middleboro HS | 3:30 PM |
| Monday | 9/28/09 | HOME | Martha's Vineyard | Hopewell Park | 3:30 PM |
| Monday | 10/05/09 | Away | Mashpee | Mashpee HS | 3:30 PM (depart 2:00 PM) |
| Saturday | 10/10/09 | Away | Cardinal Spellman | Cardinal Spellman HS | 12:00 PM (depart 10:30 AM) |
| Monday | 10/19/09 | HOME | Bishop Feehan | Hopewell Park | 3:30 PM |
| Monday | 10/26/09 | HOME | Dighton-Rehoboth | Hopewell Park | 3:30 PM |
| Monday | 11/02/09 | Away | Apponequet Regional | Apponequet HS | 3:30 PM (depart 2:00 PM) |
| Monday | 11/09/09 | HOME | Somerset | Hopewell Park | 3:30 PM |
| Monday | 11/16/09 | Away | Bishop Stang | Bishop Stang HS | 3:30 PM (depart 2:00 PM) |
| Saturday | 11/21/09 | Away | Taunton | Taunton HS | 12:00 PM |