Trail Running Calendar Vermont 2025-2026

Celebrate New Year’s Eve with a scenic, untimed run or walk along the Burlington bike path with 1 mile, 5K, or 5 mile out and back options. Gather by the ECHO Leahy Center, then enjoy live music, the burning of Champ and fireworks.

Runamuck 50K is a rugged trail ultramarathon around South Pomfret, Vermont, weaving hilly dirt roads and scenic backcountry. Expect changeable weather and a true test of endurance on this challenging 50K course.

Infinitus is a multi day endurance event in Ripton, Vermont from May 21 to 30, 2026, with races from 9 miles to 551 miles for novice to elite ultra runners. Held at Silver Towers near Green Mountain National Forest, camping and dorm lodging..

Tackle the scenic Catamount Ultra at Trapp Family Lodge in Stowe, VT with a 25k route or a two lap 50k that winds through highland pastures and hardwood forest by Mount Mansfield. Expect big climbs, sweeping views, helpful aid stations, and..

Conquer Killington's peaks at the Cirque Series on June 27, 2026, an 8.2 mile mountain run with 3,010 feet of climbing and sweeping Green Mountain views. Expect steep technical terrain, two aid stations and a field capped at 700 entries.

The Harry Corrow Freedom Run will take place in Newport on Saturday 4 July 2026. You can run between 5 and 13 miles.

Run through the Moosalamoo National Recreation Area at the Goshen Gallop, a friendly trail event offering 10K and 5K routes across ski trails and gravel roads. Support local trail stewardship while enjoying a scenic Vermont race.

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

Run five Northeast Kingdom peaks in the Westmore Mountain Challenge, a mountain marathon through peak fall foliage on scenic trails. All proceeds benefit NorthWoods Stewardship Center and local trail conservation.

The Vermont 50 offers rugged 50 mile mountain bike and ultrarun courses around Mount Ascutney in West Windsor, Vermont. Held each September, it raises funds for Vermont Adaptive Ski and Sports and includes relays, a 50K and kids activities.

Take on the von Trapp Mountain Marathon at Trapp Family Lodge in Stowe Vermont with half and full options on a rugged 13.1 mile loop featuring steep climbs and a summit scramble to Round Top. Enjoy sweeping views of Mount Mansfield and a th..

Join the Ghostly Gallop Trail 5K on Sunday October 25 in Milton Vermont for a spooky run along the Laura's Tears trail at Arrowhead Golf Course. Costume friendly with prizes, post race refreshments, and family fun.