Trail Running calendar near Wilton 2026-2027

A 72-hour endurance race in Pittsfield Vermont on June 26-28 2026 combining physical obstacles, navigation, and mental challenges. Tickets for the Death Race require a promo code issued after acceptance by the race director.

A three-stage Hurricane Heat endurance event at Riverside Farm on June 26-27, 2026, offering 4, 12, and 24 hour tiers that together form a full 24-hour challenge; entry is 18+ with 40+ challenges and team registration options.

A 24 hour endurance event in Pittsfield, Vermont on June 27 to 28, 2026. Runners repeat a two mile loop with 970 feet of elevation gain as they compete for most laps or aim to last the full 24 hours.

A single 8.2 mile trail race at Killington Resort on June 27, 2026 with 3,010 feet of elevation gain and three summit climbs. The field is capped at 700 runners and includes aid stations, race swag and professional photos.

A well marked 5k trail run and walk in Rochester, Vermont, organized by Pierce Hall Community Center and Ridgeline Outdoor Collective, following single-track trails and local connectors around River Brook Park.

A July Fourth run in Springfield VT along the Black River offering 7.4K and 4K distances plus virtual options, benefiting Springfield High School Cross Country. Family rates, on-site packet pick-up, and post-run refreshments are provided.

Notchview Ultra in Windsor, MA runs July 10-13, 2026 on a 1.9 mile loop with multiple time and distance options, an aid station, campsite planning, event SWAG, and proceeds benefiting local organizations.

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 women only 5K obstacle mud run in Albany, NY on July 12, 2026 featuring more than 18 obstacles. The event welcomes participants aged seven and up and is presented as non competitive with an emphasis on fun and teamwork.

A July ultramarathon in Vermont offering 100 mile and 100 kilometer options, featuring 17,000 feet of climbing over country roads and forested trails. Proceeds benefit Vermont Adaptive Ski & Sport and a concurrent horse race accompanies the..

A 55K self-supported trail ultra on a remote section of the Northville Placid Trail between Piseco Lake and Wakely Dam, with 3,300 ft of elevation gain. Registration requires validation of a recent endurance race; payment is charged after v..

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.

UltraTrax Gore Mountain is a single-day endurance walk in North Creek NY on July 19, 2026 offering 7, 14, 21, or 28 mile loop options with a 10 hour cutoff. Walkers, hikers and ruckers may add optional weight for extra challenge.

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..

Backyard ultra on wooded trails at Mt. Hovenberg in Lake Placid where runners must complete a 4.167 mile loop each hour until only one remains; race features shirts, medals, ribbon sliders, and multiple award categories.

A 30 km singletrack mountain race in the Catskills on July 26, 2026 with about 4,800 ft of climb and a six hour cut off. The remote route has limited aid, wave starts, and entry requires qualifying standards.

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..

Trail races near Middlebury, Vermont offering a 14‑mile and a 36‑mile mountain single track route that climbs Mount Moosalamoo with views of Lake Dunmore.

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.