Wareham
Trail Running Calendar near Wareham 2026-2027
Explore the top trail runs near Wareham for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 5K and 1 Mile Fun Run at the Dighton Rehoboth High School cross country course raising funds for student Unified programs, with early registration and event awards.
Beach fun run at Sandy Neck Beach with 3K and 5K options that raises funds for marine biology scholarships and local youth programs.
A trail run through Sakonnet Vineyard on October 17, 2026 with an approximately 3 mile course and post-run wine, dinner and music.
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 5K through the cranberry bogs at AD Makepeace in Wareham on October 31, 2026, with online registration open and awards for overall and age group finishers.
November 2026
A 5K off-road run on the Mt Hope HS cross country course in Bristol with start and finish at Bristol Town Beach, with proceeds supporting Mt Hope HS indoor track.