Trail Running calendar near Brattleboro 2026-2027

We have found 131 Trailruns within 80 miles of Brattleboro. See below where and when you can find the races.

A weekend trail running event in Brownsville Vermont offering a 5 mile Yellow Loop plus timed 6 hour and 24 hour ultra options on technical singletrack and ski run terrain. Camping at Ragnar Village and on-site amenities are available.

An annual trail race at Blueberry Hill Outdoor Center in Goshen, Vermont, offering 5 km and 10 km plus backcountry courses with forest scenery and a Hogback Mountain viewpoint; proceeds support trail maintenance.

A looped trail ultramarathon in Northfield, NH on July 11, 2026, the Spaulding Woods 50K runs five 10K singletrack loops with aid stations, a ten hour finish limit, and an eight hour cutoff to start the final loop.

A July endurance event in Vermont offering a 100 mile and a 100 kilometer race with 17,000 feet of climbing, a concurrent horse endurance ride, and fundraising that benefits Vermont Adaptive Ski & Sport.

A memorial 5K run and walk at Owen Bell Park in Dayville CT that raises funds for a scholarship for Killingly Ag-Ed seniors. The day includes a 5K, a walk, and a kids fun run on off-road paths with possible trip hazards.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

A 1 mile out and back on the Farmington Canal Heritage Trail with a crushed gravel surface and hand timing. Held July 19, 2026 in East Granby in two waves with limited parking; proceeds benefit charities.

Two trail-focused races at Beartown State Forest in Great Barrington, MA: a 5-mile loop around Benedict Pond and a roughly 13.5-mile half with significant climbing and technical terrain. The event is cupless with limited parking and shuttle..

A 5.5 mile trail race at Soapstone Mountain with six steep ascents, a cupless water stop, strict parking limits and online registration capped at 50 runners; the course is technical and not recommended for novices.

A 3.1 mile lap race at Chris Lewit Tennis Academy near Manchester, Vermont, held on wooded trails beside the West River. Net proceeds support veterans charities and all racers receive a free T shirt; family activities include river swimming..

A community trail run in Bedford, New Hampshire on July 30, 2026 featuring a 5 km course with age-based categories and fees, online registration with a noon deadline, and options to donate or buy merchandise to support the Rotary Club of Be..

A multi-day 75-mile stage race and a point-to-point 50K on the Sunapee Ragged Kearsarge Greenway featuring technical single-track, significant elevation gain, on-course aid stations and transported overnight gear, plus a $35,000 prize purse..

August 2026

Trail ultrarunning in Goshen, Vermont with 36 and 14 mile options. Routes climb to Mount Moosalamoo with views of Lake Dunmore and run mainly on Green Mountain National Forest trails.

A few miles of mud and about a dozen muddy obstacles at the 508 INTL Adventure Sports Center in Charlton, MA on August 1, 2026. Race entries include a finisher medal and festival access, with VIP upgrades and a Buy One Give One donation pro..

A 12 km trail race on August 1, 2026 in Hanover, NH, using Oak Hill XC and Trescott Trails with 1,446 ft of climbing. The event offers pre-registration and race-day entry with course support and timing services.

A five mile trail race on the Gurney Lane Trails in Queensbury, NY featuring single track terrain, chip timed results, age group awards, a post race celebration and proceeds benefiting the Under the Woods Foundation.

A community fundraising day in Groton, MA on August 5, 2026 featuring an 8.4 mile three-person relay, kids single-loop race and Little Lambs mini runs, followed by barbecue and activities, with proceeds to six local charities.

An 8 hour track ultramarathon at Clapp Park in Pittsfield on a certified 0.355 mile dirt and cinder loop with chip timing, a bottle drop aid system, age group awards, and proceeds benefiting the AYJ Fund.

A trail event at Noon Hill Reservation in Medfield offering a 10 mile loop plus 50K and 40 mile ultra options, mostly singletrack with roots, rocks, and a scenic Noon Hill vista; proceeds benefit The Trustees of Reservations.

Trail run and fundraiser in Poultney Vermont featuring an 8K, a half marathon and a kids fun run on singletrack and double track trails. Cup free aid stations offer refills, with awards, snacks and a post race raffle.

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