| Sat, Sep 13 | Travis Fuller Invitational 2008 | Massachusetts Maritime Academy | Wareham, MA | | | |
| Sat, Sep 20 | UMass Dartmouth "Shriners" Cross Country Invitational 2008 | UMass Dartmouth Cross Country Course | Dartmouth, MA | | | |
| Sat, Sep 27 | Codfish Bowl Cross Country Races - 41st annual 2008 | Franklin Park | Boston, MA | | | |
| Sat, Oct 4 | Pop Crowell Invitational 2008 | Gordon College | Wenham, MA | | | |
| Fri, Oct 17 | Emmanuel College Saints Invitational 2008 | Franklin Park | Boston, MA | | | |
| Sat, Nov 1 | NCAA DIII Alliance/Little East (LEC) Championships 2008 | Stanley Park | Westfield, MA | | | |
| Sat, Nov 8 | ECAC DIII Eastern College Athletic Conf XC Champs 2008 | Colt State Park | Bristol, RI | | | |
| Sat, Nov 15 | NCAA DIII New England Region XC Championships 2008 | Mount Greylock Regional HS | Williamstown, MA | | | |
