Trail Running calendar near Milton 2026-2027

Trail marathon and half marathon at Trapp Family Lodge in Stowe, VT, on October trails featuring runnable double track, rugged single track, steep climbs, and a summit at 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.

Trail races in Cap Saint-Jacques on October 18 2026, with distances from 1 km to 21.1 km. Certified courses, limited on-course water, and personalized medals available during online registration.

An uphill run at Stowe Mountain Resort hosted by the Mansfield Nordic Pro Team on June 21 and October 18, 2026. The 1.7 miles course climbs from Midway Lodge to Cliff House and raises funds for the pro team.

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 family oriented trail event on Île Saint-Bernard offering 1 km for children, 5 km and 10 km, with entertainment and a sponsor village. The 10 km is dedicated in memory of a long-time volunteer with fundraising for stroke research.

Community focused 36 hour trail festival at Catamount Outdoor Family Center with two repeatable loops of about 3 and 4 miles, donation based entry and long distance buckles.

Krampuslauf brings a Krampus-themed running event to Dartmouth Skiway in Lyme, New Hampshire, with 5K and 10K loops and a 9 hour 10K lap challenge. Finishers receive medals and lap runners collect pins and a 50K medal.

An indoor 5 km run through Montreal's underground network from Carrefour Industrielle Alliance to Complexe Desjardins, with wave starts, timing, a refill station at 3 km and limited cloakroom facilities.

A multi day trail running festival in Ripton, Vermont featuring races from a 9 mile course up to multi day marathon series and ultra distances. Held at Silver Towers Camp in Green Mountain National Forest with on site camping for a small fe..

Trail races from 1 km to 21.1 km take place at Parc Frédéric-Back in Montreal on 23 May 2027. The courses are certified, feature limited aid stations and on-site amenities, and offer standard and personalized medal options.

A multi-distance trail ultra at Riverside Farm in Pittsfield, Vermont, with races from 10 miles to 200 miles across Green Mountain terrain.

A 1 km cross-country loop at Centennial Park near the marina offering 1 km, 2 km and 5 km options. The event features manual timing, personalized bibs by deadline, on-site refreshments and a finish medal for all participants.