Trail Running calendar near Milton 2026-2027

The Runamuck 50k returns to the hills of Vermont. This challenging 50K course starts and finishes at Saskadena Six, featuring 27 miles of rolling dirt roads. Be prepared for variable footing and classic New England spring weather.

Celebrate spring in the Adirondacks with a scenic half marathon or a family friendly 5k trail race. Support local healthcare while following a historic route from Keene Valley to Elizabethtown.

The Mucker offers a choice of trail adventures in Hubbard Park, from a 5k hike or ruck to a 5k or 5-mile run. It's part of the Montpelier Mudfest weekend. A kids' obstacle course event runs concurrently on the State House lawn.

This 6-mile mountain race tackles steep trails and muddy terrain at Cochran's Ski Area. After the run, enjoy pancakes and watch the free kids' race. It's the opener for the USATF-New England Mountain Running Series.

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.

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.

A series of rugged trail races in Ripton, Vermont from May 21 to 31, 2026 offering distances from 9 miles to 250 miles plus multi‑marathon and ultra challenges. Camping is available for a one time fee; the event is cup free and no refunds.

BougeBouge offers multiple trail running distances at Montreal's Frédéric-Back Park. The courses are certified trail runs with one water station. Participants receive a souvenir medal and a finisher's prize.

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.

The Black Fly Trail Run in Westmore, Vermont offers scenic trail distances from a 5k to a half marathon. Runners can expect hilly, mixed-terrain courses through the Northeast Kingdom. The day finishes with a local meal, craft beer, and a ba..

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.

Race to the Top of Bradford offers a 5K trail climb up Wright's Mountain or a 1.5-mile fun run for kids. All proceeds support trail maintenance on the town-owned forest. The event starts in Bradford, Vermont.

Experience trail running at its best in the scenic Parc national du Mont Saint Bruno. Choose from distances ranging from 1 km to 15 km on car free paths surrounded by lakes and forests near Montreal.

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.

Experience a 6.9 mile mountain race at Cannon Mountain featuring 3,080 feet of elevation gain. Run through technical ski trails and rocky ridges to reach a 4,031 foot summit with views of Franconia Notch State Park.

Ultra Obscura is a strategic trail ultramarathon in the heart of Sutton Mountains, Quebec. The 84 km course, with 2660 m of elevation gain, consists of six loops run entirely on trail. The event, limited to 200 participants, is organized by..

Experience a scenic 14K run over the dirt roads of Jeffersonville and Fletcher. Support local Vermont farmers while enjoying live music, fresh food, and community celebrations following the race.

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.

The Catamount Ultra offers 25k and 50k trail races starting from the scenic Trapp Family Lodge in Stowe. The course winds through pastures and forest on the trails beneath Mount Mansfield. It features well-stocked aid stations and a cup-fre..

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.