Trail Running calendar near Westmore 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 mountain trail event in North Conway offering a technical 5 mile Little Beast and a half marathon Beast of the East with significant vertical gain and exposed alpine sections. Part of the SKYRUNNER USA Series.

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.

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.

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..

Last person standing trail running on October 3, 2026 in Center Conway, New Hampshire. Runners repeat a roughly 3.5 mile loop with about 250 feet of climb per lap; camping and weekend meals are available.

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.

Teams compete on a 278 yard obstacle course featuring hurdles and a water hazard. This unique event in the Maine mountains rewards the winners with their partner's weight in beer and five times their weight in cash.

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.

The Cranmore Mountain Race is a classic two lap mountain run in New Hampshire. Runners tackle ski slopes and trails for a share of $7500 in prizes. This historic event is part of the USATF New England Mountain Circuit.

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 running event in Ham-Sud on November 1, 2026 featuring forests, rocky ridges and a 360 degree summit view. Distances range from a 1 km kids run to a 30 km course that visits the summit twice.