Wareham
Trail Running Calendar near Wareham 2026-2027
Explore the top trail runs near Wareham for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Family obstacle event in Warren RI with a one mile course, two large mud pits, food, music and a party area; proceeds benefit Thrive Outside.
October 2026
A community 5K and 1 mile fun run on October 11, 2026 supporting Unified programs at Beckwith and Dighton Middle Schools. Fees vary by registration period and registered runners receive T-shirts and awards for top finishers.
Clam Crawl in Barnstable MA on October 11 2026 offers 3 km and 7 km race options, funds three marine biology scholarships, and supports Cape Cod Roller Derby’s youth skating scholarship program. Entry is limited to 100 with online registration closin..
A 3 mile trail run through Sakonnet Vineyard in Little Compton followed by dinner, wine and music among the vines. Race entry includes timing, a t shirt and a souvenir wine glass; dinner only options are also available.
A Fall River trailfest on October 17, 2026, with walks, runs, and a 10-mile ruck through the Bioreserve plus post-race music and family activities.
Free trail run at Caroline Tuthill Preserve in Edgartown featuring a 3.1 mile loop through pitch pine forest, salt marsh and a 160 foot boardwalk.
A rugged 5k trail run, ruck, and walk in Berkley MA on October 25, 2026 that honors military and first responder K9 teams while supporting local charities.
A 14th annual community 5K in Wareham, MA on October 31, 2026 held at AD Makepeace with adult and youth registration categories and published fees.