Trail Running calendar near Ripton 2026-2027

The 4th annual Paine Mountain races in Northfield Vermont on September 27, 2026 include the Anchor Challenge 6k, a 7.5 mile summit race and free youth races. Proceeds benefit the Northfield Town Forest and Norwich 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.

A 50 kilometer trail ultramarathon around Lake George starting and finishing at Camp Chingachgook in Kattskill Bay. The course climbs about 9,000 feet and crosses four peaks; prior ultra trail experience is required and registration closes..

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.

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.

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.

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 technical 14 mile trail race at Moreau Lake State Park in Gansevoort, NY, featuring about 2700 feet of gain on winding singletrack and one aid station near Bonita Lake. The route starts and finishes at the park beach.

The RutFest will take place in Williston on Saturday 31 October 2026. You can run between 3 and 4 miles.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.

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..