Vermont
Vermont Trail Running Calendar 2026-2027
Explore the best trail runs in Vermont for 2026-2027! Our updated list features 27 exciting trail runs across the region. Find your next trail run in Vermont below and join the trail community at these great events!
September 2027
Obstacle course weekend at Killington Ski Resort on Sep 18 to 19, 2027 with Sprint 5 km, Beast 21 km, Ultra 50 km and Kids races.
One day trail challenge over five mountains covering 26 miles with aid stations, shuttles, and about 6142 ft of cumulative ascent.
Endurance weekend at Ascutney Outdoors with 50 mile and 50 km runs, mountain bike options, relays, and kids races supporting Vermont Adaptive.
October 2027
Fourth Annual CLTA 5K in Bondville, VT on October 2, 2027 honors Major General KO Sanborn; proceeds support veterans' charities and The Mountain School.
Foliage 5K and Little Leaf Dash raised over $11,100 for Winston Prouty Center’s inclusive early childhood, family support and community services; next date October 9, 2027.
Trail half and full marathons at Trapp Family Lodge in Stowe, Vermont, featuring single track, a summit climb, and about 3800 ft total gain for the full marathon.
Time based trail ultra in South Royalton, VT on October 16, 2027 featuring a 3.8 mile loop with 570 ft gain and 6 hour and 12 hour options.