Trail Running calendar near Milton 2026-2027

Fourth annual Paine Mountain Trail Races feature a technical Anchor Challenge 6k and a 7.5 mile summit course, plus free youth races. The event raises funds for the Northfield Town Forest and Norwich University 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.

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 is a trail event on Wright's Mountain in Bradford, VT on October 10 and 11, 2026. Runners complete laps of a 10K loop on mixed rocky and rooty terrain, with a 100 runner cap and themed tarot awards.

Le Cross des Couleurs on October 11, 2026 features secured courses of 1, 2, 5 and 10 km with timing mats, free photos, parking 500 meters from the finish and medals for finishers and age group podiums.

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, VT. A 13.1 mile loop mixes runnable trails, single track and steep climbs, including a climb to Round Top Mountain amid autumn foliage.

Trail running at Cap-Saint-Jacques offering distances from 1 km to 21.1 km with official timing, limited water refill points and group discounts. Practical details include parking options and eco-responsible rules.

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.

The UltraTrax Burke Mountain will take place in Burke on Sunday 25 October 2026. You can run between 7 and 28 miles.

A 36 hour community trail festival at Catamount Outdoor Family Center in Williston, VT featuring two repeating 3 to 4 mile loops with views of Camel's Hump and Mt. Mansfield. Entry is donation based and participants help at the aid station.

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..

A 5 km indoor run through Montreal's underground network, featuring a 3 km refill point, limited cloakrooms, pre-event bib pickup and group pricing options. Results are timed and categorized by age.

Trail running at Parc Frédéric-Back in Montreal with certified distances from 1 km to 21.1 km. Limited refill stations, bib and medal pickup rules, and on-course waste and safety measures apply.