Trail Running calendar near Morristown 2026-2027

A two day trail running festival at Jay Peak Stateside over Labor Day weekend. Races range from multiple 5 km trail runs to 11 mile, 22 mile and 33 mile ultra distances, with all races starting and finishing at Stateside.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 1 September 2026. You can run 5 kilometers.

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

A three-day Scottish heritage festival at Loon Mountain Resort in mid September featuring music, Highland Dance, heavy athletics, sheep dog trials, seminars and family programming.

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.

An unmarked trail event on Kilkenny Ridge in Stark, New Hampshire, offering 50 mile, 25 mile and 25K courses with significant elevation gain, backcountry aid stations, required mandatory gear, and navigation using GPS tracks.

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.

Trail du Parc National de la Yamaska offers five trail distances on rolling, low technical forest paths along the Choinière reservoir, plus a children's race and on site bib pickup.

A community-focused mountain running event in East Charleston, Vermont on September 26, 2026, crossing five peaks on mainly single-track trails. Timed full marathon and 20 mile trail only options are offered while proceeds support NorthWood..

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..

Devil's Den Ultra in Bradford, Vermont on Oct 10 to 11 2026 uses a 10K loop on Wrights Mountain and offers 30 hour, 12 hour and 10K options. Entries are capped at 100 and finishers receive tarot style awards.

Trail running and mountain biking in Bromont with distances from 2 to 160 km, focused on fundraising for many causes. The 13th edition takes place in October 2026 and channels donations through L'Effet BU.

Trail races at Trapp Family Lodge in Stowe, VT on Oct 17, 2026 include a half marathon and a full marathon that is two laps of a 13.1 mile loop with singletrack, dirt roads and steep climbs to Round Top Mountain.

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 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 trail 5 km Turkey Trot and a 1 km kids fun run in Jackson New Hampshire on November 27, 2025, staged at the Eagle Mountain House lower fields. The course runs through local nordic trails and supports school and youth running programs.

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..