Trail Running calendar near Middlebury 2026-2027

A 10 km race at Power Dam Recreation Area in Perkinsville, VT on August 30, 2026, part of the Western NH Trail Running Series. Online registration closes August 28, 2026; youth entries are free and age-based fees apply.

A mountain fundraiser in Stowe on August 30, 2026, featuring a 4.3 mile climb to Mt Mansfield for runners, hikers, and cyclists, plus a kids run, team options, donations, and event merchandise supporting the Catamount Trail Association.

A weekly trail running race at Catamount Outdoor Family Center in Williston, VT, offering 5 km and 2.5 km courses with adult and youth categories. Races run rain or shine and follow a clear thunder and bib policy.

A lakeside trail run in Goshen, New Hampshire on September 5, 2026, with 3 mile and 5.7 mile courses, awards, swag, and a raffle. The longer distance awards points in the Western NH Trail Running Series.

A two-day trail running festival at Jay Peak, Vermont, with seven races from a kids trail to a 53.1 km ultra featuring significant elevation gain and varied terrain, plus on-site lodging and resort amenities.

A 50K trail ultramarathon through the Wilcox Lake Wild Forest near Stony Creek, NY, following a lollipop route from Harrisburg Lake. It features two stocked aid stations, 3028 feet of elevation change, and requires experience verification v..

Three events at the Springfield Dam on 09/12/2026 include a kids 0.5 mile, a one-mile Maniac Mile for ages 10+, and a 3.1 mile trail run with views of Mt. Ascutney. Food vendors and family activities are planned.

Sep 19-20, 2026 in Killington, VT: Spartan obstacle races across steep, off-trail terrain in the Green Mountains. Events include Sprint 5 km, Beast 21 km, Ultra 50 km and kids races; tickets start from $29.

A scenic 5K cross-country race and a 2 mile fun run and walk at Crown Point State Historic Site. The event includes awards for 5K participants, on-site facilities and a waived registration fee for students 18 and under.

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

An 8.5 mile trail race at Merck Forest and Farmland Center in Rupert, VT featuring about 1,800 ft of climbing and two aid stations. A 0.75 mile kids loop circles the farm and all proceeds support Merck Forest and Farmland Center.

One day across five Westmore peaks covering up to 26 miles and about 6142 feet of climb, with shuttle drop offs, staffed water and rest stations, limited entries to protect trails, and post-hike services at the NorthWoods campus.

A 7.1 mile mountain trail race at Jay Peak, Vermont with about 3,044 ft of vertical and a technical summit ridge. The field is capped at 500 runners and the course is clearly flagged with a strict summit cutoff.

A trail event at Ascutney Outdoors offering 50 mile and 50K ultra runs, team relays, mountain bike races and kids fun races. Proceeds support Vermont Adaptive and registration details are published for the 2026 race weekend.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A 3.1-mile race at Shelburne Farms on 09/27/2026 with a course that mixes gravel paths (not loose), wooded trails, fields and dirt roads. Field limited to 200 racers; registration through Racevermont.com includes a finishers medal.

The 4th annual Paine Mountain races in Northfield Vermont on September 27, 2026 include the Anchor Challenge 6k, a 7.5 mile summit race and free youth races. Proceeds benefit the Northfield Town Forest and Norwich cross country program.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

A 50 kilometer trail ultramarathon around Lake George starting and finishing at Camp Chingachgook in Kattskill Bay. The course climbs about 9,000 feet and crosses four peaks; prior ultra trail experience is required and registration closes..