Trail Running Calendar Vermont 2026-2027

Test your limits at the birthplace of Spartan Race in the Green Mountains of Vermont. Choose from distances ranging from 5km to 50km featuring steep climbs and rugged off trail descents at the iconic Killington Ski Resort.

Experience the scenic Trail Around Middlebury with distances ranging from a 2 mile fun run to a full 19 mile loop. Enjoy single track trails and mountain views in this community event supporting Vermont footpaths.

A mountain trail event near East Charleston, Vermont, crossing five named peaks with timed full marathon and a 20 mile trail-only option. Proceeds support the NorthWoods Stewardship Center and local trail stewardship.

Experience the inaugural Cirque Series at Jay Peak featuring a 7.1 mile course with over 3000 feet of vertical gain. Runners navigate technical terrain and rocky ridges to reach the summit for 360 degree views of the Vermont landscape.

Experience an endurance tradition at Mt. Ascutney featuring 50 mile and 50 km ultra runs, mountain bike races, and team relays. This scenic event supports Vermont Adaptive and includes fun races for kids.

Hit the Trail 2026 offers a timed 5K run/walk or bicycle rides on Vermont's scenic Lamoille Valley Rail Trail. The event raises funds for healthy aging services in Central Vermont. Join the community in Morrisville on September 27 for a day..

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.

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 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..