Westport
Trail Running Calendar near Westport 2026-2027
Explore the top trail runs near Westport for 2026-2027! We've gathered 8 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A one-mile obstacle course with two giant mud pits, a family party area, and fundraising for Thrive Outside in Warren, RI on September 19, 2026.
Ocean State 5K Trail Run at Goddard Park in Warwick, RI on September 26, 2026 features a fast, flat 5K along the bay and grasslands with on-site vendors and amenities.
October 2026
A 5K fall trail run and walk at Ryan Park in North Kingstown on October 3, 2026, benefiting the North Kingstown Firefighters Association. Registrations before September 14 include a race day t shirt and top finishers receive medals.
A 5K run and fitness walk at Highland Park in Attleboro on October 4 2026. The traffic free grass course uses two laps of a 1.55 mile loop and includes a kids 100 yard dash plus a virtual 5K option.
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.
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.
Trailfest at Fall River Bioreserve with walk, run and ruck options from 2 miles to 10 mile 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.