Westport
Trail Running Calendar near Westport 2026-2027
Explore the top trail runs near Westport for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A park-based, traffic-free 5K in Highland Park, Attleboro with a grass loop course, a kids 100 yard fun run, on-site activities, awards, and a virtual 5K option.
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.
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.
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 community 5K trail run at East Greenwich High School supporting local families and charities with proceeds to EG Unified Sports Program, Women & Infants NICU and Give Kids The World.
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.