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Trail Running Calendar near Somers 2026-2027

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Explore the top trail runs near Somers for 2026-2027! We've gathered 21 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Charity 5K run and 1.5 mile walk in Huntington MA on a mixed pavement, field and trail course that finishes at Littleville Dam.
A 56 mile group run along the Farmington Canal Heritage Trail from West Suffield to New Haven on September 12, 2026, fundraising for Mental Health Connecticut with mostly self support.
A community fundraiser in Pomfret Center with a trail 5K and a 0.5 mile kids run supporting the Pomfret Community School PTO. Early and later registration fees differ and awards plus finisher medals are given.
A 5K trail run at Winding Trails in Farmington on the designated course around Walton Pond, with registration from February 20 to September 20 and a $35 fee; overall and age-group awards plus a prize for the first local finishers.
October 2026
Lake Wallace Fall Fest on October 3, 2026 in Belchertown offers a 5K, a 1K accessible run, a Roll & Stroll, vendors, live music, and fundraising for trail accessibility.
Trail marathon in Ashford CT on October 4, 2026, offering a 26.4 mile trail race and a two-runner relay on the Nipmuck Trail.
Join the annual Run Stanley event at Stanley Park for a variety of trail races including a 5K K9 run and an accessible 1 mile stroll. Support local wildlife sanctuary maintenance while enjoying a community day in the park.
A fall 5K and 2 mile walk at Ashley Reservoir in Holyoke supporting Legacy Equine Center & Sanctuary with scenic water views and local wildlife.
Experience a point to point trail race in Northeast Connecticut on the Airline Trail. Choose between marathon, half marathon, and 10K distances with individual or relay team options to support local student education.
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.
Trail race at Mt. Tom on October 24, 2026 offering 25k, 25k relay, 10k and 5k on rugged single-track trails supporting Kestrel Land Trust.
A multi-terrain 5K, a scenic 2 Mile walk, and a short kids loop at Old Sturbridge Village on October 25, 2026, with event shirts, limited medals, and age-group prizes.
November 2026
10K trail race in Bloomfield, CT on Nov 1, 2026 featuring technical single-track on the Metacomet Trail and proceeds partly to NAMI.
A 5K fundraiser at Riverside Park offering run, walk, erg and rowing options to support Riverfront Recapture's community rowing program.
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.
An accurately measured 8K cross-country race at the MDC Reservoir Complex in West Hartford with gravel, trails and fields and USATF sanction pending.
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
A roughly 16 mile out and back trail race on the Nipmuck Trail in Union CT with minimal aid and proceeds supporting local trail stewardship.
April 2027
A point to point 123 mile ultramarathon across Connecticut from East Thompson to Southport with trails, roads, aid stations, and a 36 hour cutoff.
Trail races of 50K and 17K in Bloomfield CT with rocky single track on the Metacomet Trail, a cupless aid policy, and a nine hour cutoff for the 50K.
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