| Date | Location | Result | |
| Aug 10, 2008 | Harwich, Mass. | Harwich 1, Orleans 0 | Box score |
| Aug 09, 2008 | Orleans, Mass. | Harwich 4, Orleans 3 | Box score |
| Aug 07, 2008 | Orleans, Mass. | Orleans 9, Chatham 4 | Box score |
| Aug 06, 2008 | Harwich, Mass. | Harwich 5, Orleans 3 | Box score |
| Aug 05, 2008 | Orleans, Mass. | Falmouth 5, Orleans 3 | Box score |
| Aug 04, 2008 | Falmouth, Mass. | Orleans 5, Falmouth 0 | Box score |
| Aug 03, 2008 | Bourne, Mass. | Bourne 9, Orleans 4 | Box score |
| Aug 02, 2008 | Orleans, Mass. | Harwich 3, Orleans 1 | Box score |
| Aug 01, 2008 | Orleans, Mass. | Chatham 9, Orleans 4 | Box score |
| Jul 31, 2008 | Orleans, Mass. | Wareham 3, Orleans 1 | Box score |
| Jul 29, 2008 | Chatham, Mass. | Chatham 9, Orleans 8 | Box score |
| Jul 28, 2008 | Orleans, Mass. | Orleans 6, Brewster 5 | Box score |
| Jul 25, 2008 | Wareham, Mass. | Orleans 7, Wareham 4 | Box score |
| Jul 22, 2008 | Brewster, Mass. | Orleans 0, Brewster 0 | Box score |
| Jul 21, 2008 | Orleans, Mass. | Yarmouth-Dennis 5, Orleans 4 | Box score |
| Jul 20, 2008 | Chatham, Mass. | Orleans 5, Chatham 4 | Box score |
| Jul 19, 2008 | Orleans, Mass. | Orleans 6, Cotuit 0 | Box score |
| Jul 18, 2008 | S Yarmouth, Mass. | Orleans 5, Yarmouth-Dennis 0 | Box score |
| Jul 16, 2008 | Hyannis, Mass. | Orleans 9, Hyannis 8 | Box score |
| Jul 15, 2008 | Orleans, Mass. | Orleans 4, Brewster 3 | Box score |
| Jul 14, 2008 | Chatham, Mass. | Orleans 2, Chatham 1 | Box score |
| Jul 13, 2008 | Orleans, Mass. | Orleans 3, Bourne 2 | Box score |
| Jul 12, 2008 | Cotuit, Mass. | Orleans 4, Cotuit 4 | Box score |
| Jul 11, 2008 | Orleans, Mass. | Orleans 10, Harwich 5 | Box score |
| Jul 10, 2008 | Orleans, Mass. | Hyannis 1, Orleans 0 | Box score |
| Jul 09, 2008 | Brewster, Mass. | Orleans 13, Brewster 2 | Box score |
| Jul 08, 2008 | Orleans, Mass. | Orleans 8, Yarmouth-Dennis 2 | Box score |
| Jul 07, 2008 | S Yarmouth, Mass. | Orleans 10, Yarmouth-Dennis 7 | Box score |
| Jul 06, 2008 | Harwich, Mass. | Orleans 2, Harwich 1 | Box score |
| Jul 04, 2008 | Orleans, Mass. | Orleans 5, Chatham 2 | Box score |
| Jul 03, 2008 | Orleans, Mass. | Orleans 4, Wareham 2 | Box score |
| Jul 02, 2008 | Harwich, Mass. | Harwich 11, Orleans 3 | Box score |
| Jul 01, 2008 | Orleans, Mass. | Orleans 7, Brewster 3 | Box score |
| Jun 30, 2008 | Orleans, Mass. | Orleans 5, Cotuit 4 | Box score |
| Jun 29, 2008 | Orleans, Mass. | Yarmouth-Dennis 5, Orleans 0 | Box score |
| Jun 28, 2008 | Bourne, Mass. | Bourne 1, Orleans 0 | Box score |
| Jun 27, 2008 | Orleans, Mass. | Orleans 1, Hyannis 0 | Box score |
| Jun 26, 2008 | Falmouth, Mass. | Orleans 2, Falmouth 0 | Box score |
| Jun 23, 2008 | Brewster, Mass. | Brewster 6, Orleans 5 | Box score |
| Jun 22, 2008 | Cotuit, Mass. | Cotuit 11, Orleans 5 | Box score |
| Jun 21, 2008 | Orleans, Mass. | Bourne 6, Orleans 1 | Box score |
| Jun 20, 2008 | Hyannis, Mass. | Hyannis 8, Orleans 1 | Box score |
| Jun 18, 2008 | Orleans, Mass. | Orleans 3, Harwich 2 | Box score |
| Jun 17, 2008 | Orleans, Mass. | Orleans 2, Falmouth 1 | Box score |
| Jun 16, 2008 | New Bedford, Mass. | Wareham 2, Orleans 0 | Box score |
| Jun 14, 2008 | S Yarmouth, Mass. | Orleans 5, Yarmouth-Dennis 2 | Box score |