Trail Running calendar near Shelburne 2026-2027

A rugged 50K trail ultra in the Wilcox Lake Wild Forest on September 6, 2026, starting and finishing at Harrisburg Lake. The lollipop route includes two aid stations and requires prior experience and a wait list review.

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.

An 8.5 mile loop at Merck Forest with about 1,800 feet of climbing, two aid stations, and a 0.75 mile kids loop around the farm. Packet pick-up is available in Manchester and at the Sap House start area.

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.

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 weekend of endurance mountain biking and trail ultrarunning at Ascutney Outdoors in West Windsor Vermont, offering 50 mile and 50 km solo races, multiple relay formats, and kids fun races. Proceeds support Vermont Adaptive.

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 on October 3, 2026, near Kattskill Bay, NY, covering four Lake George peaks with about 9,000 feet of climbing. The course starts and finishes at Camp Chingachgook and includes multiple aid stations with ti..

The Trail du Mont Sutton offers four marked trail distances during the Autumn Festival, with water points, aid stations on longer routes, category podiums and free parking.

A trail ultra on Wright's Mountain in Bradford, Vermont on October 10-11, 2026 offering 30 hour, 12 hour and a 10K loop. The course mixes runnable sections with steep, rocky climbs and includes themed tarot card and milestone awards.

Trail and mountain bike event in Bromont, Quebec focused on fundraising for multiple causes. Distances range from 2 km to 160 km and options include solo and relay teams with some private trail sections.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont. The 13.1 mile loop mixes double-track trails, dirt roads and rugged single-track with significant elevation change.

A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.

A looped endurance walk on Burke Mountain in East Burke, VT on October 25, 2026 offering 7, 14, 21, and 28 mile options across single-track, ridgelines, and ski trails. Options include weighted rucks, timed results, aid stations, and commem..

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.