Trail Running calendar near Williston 2026-2027

A weekend of Spartan obstacle races at Killington Ski Resort in the Green Mountains, featuring Sprint, Beast, Ultra and a Kids Race across steep, off-trail terrain. The event listing includes obstacle counts, sample pricing, and participant..

A scenic 5K cross-country course at Crown Point with a 2 Mile Fun Run Walk option, youth accompaniment rules, student fee waiver, pre registration T shirts, and awards for 5K finishers.

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.

Trail along the banks of Reservoir Choinière with rolling, low-technical trails. Distances range from 1 km to 42 km and bib pickup takes place on site during the weekend of 19 and 20 September 2026.

A one day mountain trail challenge visiting five peaks around Westmore, Vermont, covering roughly 26 miles and about 6,142 feet of ascent. Staffed water and aid stations appear along the route and morning shuttles run from 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 mountain bike and ultra running at Ascutney Outdoors near West Windsor offering 50 mile and 50 km races, relay options, and kids fun races. Proceeds benefit Vermont Adaptive and event information includes aid stations and campi..

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.

Trail races in Northfield, Vermont centered at the Norwich Shaw Outdoor Center, featuring a 7.5 mile summit race, an Anchor Challenge 6k, and free youth races. The event raises funds for the Northfield Town Forest and the Norwich cross coun..

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 race on October 3, 2026 in Kattskill Bay NY that crosses four peaks around Lake George with about 9,000 feet of climb, staffed aid stations, and a registration requirement for prior ultra-trail experience.

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.

Devil's Den Ultra in Bradford Vermont runs on a 10K loop on Wrights Mountain with 30 hour, 12 hour and 10K options. Finishers receive themed tarot cards and additional awards for distance milestones.

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 on October 17, 2026. The 13.1 mile loop combines double track and rugged single track with steep climbs up to Round Top Mountain.

Timed endurance running at Champs Campground in Whitehall NY on October 17 and 18, 2026. Choose a 6 hour, 12 hour, or 24 hour race on a flat 0.30 mile loop with aid station, camping, and limited fields.

The Mansfield Uphill will take place in Stowe on Sunday 18 October 2026.

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.