Trail Running calendar near Jay 2026-2027

Celebrate 20 years by running, biking, or hiking 4.3 miles up Mount Mansfield, Vermont's highest peak. This event is the largest fundraiser for the Catamount Trail Association. It's also the final race in a series with cash prizes for top r..

Join this weekly trail running series at the Catamount Outdoor Family Center featuring distances from 5k to 10k. There are special categories for children and water stations available on site for all runners.

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..

Experience a historic celebration of Scottish heritage at Loon Mountain Resort featuring heavy athletics, stone lifting, and traditional music amidst New Hampshire's scenic fall foliage.

Experience an unapologetically wild mountain crossing in the White Mountains of New Hampshire. Navigate rugged, unmarked ridgelines across 25K, 25 mile, or 50 mile distances in this remote wilderness challenge.

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.

Traverse five peaks across 26 miles of spectacular Vermont terrain in this mountain trail challenge. This community event offers multiple distance options and over 6,000 feet of elevation gain through the Northeast Kingdom.

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..

The Devil's Den Ultra challenges runners on a rugged 6.4-mile Vermont trail loop. Choose from a 30-hour, 12-hour, or single-loop 10K race. Every finisher earns a unique Devil tarot card, with more cards awarded for major milestones in the t..

Join a premier trail running and mountain biking event in the scenic Eastern Townships of Quebec. Challenge your limits on technical courses up to 160 km while contributing to an impactful philanthropic fundraiser.

A fall trail marathon and half marathon on the scenic Trapp Lodge trail system in Stowe, Vermont. The course features a mix of wide paths and rugged single track with significant climbs and descents. Participants will run through the colorf..

Experience a unique trail and obstacle race based on police training to support pediatric research. Open to all ages and fitness levels, this event offers distances from 1 km to 10 km in Montreal and Quebec City.

Join BougeBouge Cap Saint Jacques in Montreal on October 18 for trail runs from 1 km to a half marathon through the scenic Grand parc de l Ouest. Certified courses and a Quebec Athletics Federation partnership bring official results and pod..

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.

Experience a unique indoor run through Montreal's famous RESO underground city. This 5 km challenge takes you from Cours Mont-Royal to Complexe Desjardins away from the winter cold.