Ashford
Trail Running Calendar near Ashford 2026-2027
Explore the top trail runs near Ashford for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
October 4, 2026 NipMuck Trail Marathon in Ashford CT offers a 26.4 mile trail with rocks, roots and mud, plus a two person relay option.
A community 5K in Bolton, CT on 10/17/2026 along the Hop River rails to trails, with a $30 entry donated to Project Purple to support pancreatic cancer awareness.
A backyard ultramarathon at Waters Farm with a one loop hourly race, a 4.2 mile community run, a free kids fun run, and a full festival day.
A community fundraiser on October 25, 2026 featuring a timed 5K trail, a 1K pre-teen road race, a 5K walk, children's games and a costume contest.
November 2026
A fundraising 5K at Riverside Park supporting Riverfront Recapture's Community Rowing Program with running, rowing, and erg events.
A family friendly run and walk at West Thompson Dam on November 8, 2026 featuring a timed 5K trail run, a 3K untimed walk and a free kids 1/4 mile run; proceeds support local trails, parks and a food pantry.
A multi terrain 5K, a scenic 2 mile walk and a kids loop at Old Sturbridge Village on November 15, 2026 with awards and participant shirts.
Off-road 5 km and 5 mile run plus a 5 km ruck in South Glastonbury on November 28, with a kids fun run and a post-event chili, s'mores and brewery beverages.
March 2027
Trail race on March 28, 2027 in Union CT covering about 16 miles on the Nipmuck Trail through Yale Myers Forest with parking at Bigelow Hollow State Park.
May 2027
June 2027
Elimination trail race near Big River Management Area in West Greenwich RI featuring repeated 3.8 mile loops with about 450 ft elevation gain per loop.