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!
October 2026
November 2026
A themed 5k trail run and walk on the West River Trail in Londonderry, VT, with costumes encouraged and an aid station offering water and first aid.
Trail running at Hard'ack recreation area in St Albans on November 1, 2026, with 3k and 5k options, changing courses, post-race refreshments and a raffle.
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.
A Thanksgiving morning run/walk on the Cambridge Greenway Trail with 3.1 and 1.2 mile options; proceeds support Cambridge Recreation programs.
December 2026
A nighttime 5K in Morrisville, VT on December 11, 2026 along the Lamoille Valley Rail Trail with lights, a riverside finish celebration, and age group awards.
February 2027
A multi-day winter endurance race in Pittsfield, VT with snow terrain, physical obstacles and unknown start and end times; entry is by application only.
Historic Stowe Derby features 6 km and 20 km ski races from Mt. Mansfield to Stowe Village with classic, skate, and fixed heel divisions.
April 2027
April 10, 2027 Runamuck 50K at Saskadena Six in South Pomfret VT features mostly dirt roads, 3,726 ft of climbing, multiple aid stations, and an 8 hour cutoff.
May 2027
A multi-distance trail ultramarathon at Riverside Farm in Pittsfield, Vermont, offering 10M, 50K, 50M, 100M and 200M races on Green Mountain trails.
A multi day trail running festival in Ripton, Vermont featuring races from a 9 mile course up to multi day marathon series and ultra distances. Held at Silver Towers Camp in Green Mountain National Forest with on site camping for a small fee.
June 2027
A 72-hour application-only endurance obstacle race held June 23–26, 2027 at Riverside Farm in Pittsfield, VT, with team options and a GOVX service-member discount.
A three-stage Hurricane Heat endurance event at Riverside Farm in Pittsfield VT offering 4 hour, 12 hour, and 24 hour options with tickets from USD 79.
An endurance event at Riverside Farm in Pittsfield VT offering a 24 Hour Challenge and a Last Spartan Standing format with 45 minute loop intervals and 970 feet of gain per loop.
Cirque Series at Killington is an 8.2 mile trail race with 3,010 feet of vertical gain, featuring Sport, Expert and Pro divisions and gear and cash prizes.
Trail ultrarun at Trapp Family Lodge near Mount Mansfield offering 25k and 50k courses, three aid stations, and a nine hour time limit.
July 2027
A community 4th of July 5k trail run and walk in Rochester, VT with a well marked course on single track and connector trails.
A two day trail relay at Ascutney Outdoor Center with single track and switchbacks, camping options, and team formats for 2 to 8 runners.
Annual trail race at Blueberry Hill Outdoor Center offering 5+ km and 10+ km backcountry courses, scenic views, and post race pizza and pond activities.
July ultramarathon in Vermont offering 100 mile and 100 kilometer options, 17,000 feet of climbing, with proceeds supporting Vermont Adaptive Ski and Sport.