Trail Running calendar near Middlebury 2026-2027

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 Buck 50 is a 50 km ultra that tackles four of Lake George's tallest peaks in the southern Adirondacks. With 9000 ft of climbing on rugged trails, it's a demanding point-to-point loop starting and finishing at Camp Chingachgook. The even..

An October 10 to 11, 2026 event in Bradford Vermont with 30 hour, 12 hour and 10K formats on a 10 km loop on Wrights Mountain. The race features assigned pit areas, pre race check in, themed Tarot finish tokens and milestone awards.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, VT, run on a 13.1 mile loop with mixed double-track and rugged single-track that reaches Round Top Mountain. The full distance is two loops.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

This Halloween-themed 5K trail run takes place on the Laura’s Tears trail at Arrowhead Golf Course. Awards are given to the top finishers, and costumes are encouraged. Refreshments and facilities are available.

Experience a timed mountain trek across the rugged ridges of Vermonts Northeast Kingdom. Choose from multiple loop distances and the option to carry weighted gear for an added challenge on the scenic trails of Burke Mountain.

A trail half marathon at Moreau Lake State Park featuring roughly 14 miles and 2700 feet of climbing on technical singletrack, a marked course with one aid station, and park parking near the beach.

A Last Person Standing mountain event in Brownsville, VT where runners repeat hourly climbs totaling large elevation gains. Options include a higher turnaround of about 1,209 feet or repeated t bar repeats; aid and indoor facilities are pro..

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..