Trail Running calendar near Orleans 2026-2027

We have found 69 Trailruns within 80 miles of Orleans. See below where and when you can find the races.

A 50K at Saskadena Six in South Pomfret VT featuring about 27 miles of hilly dirt roads, 3,726 feet of elevation gain, two full aid stations and an 8 hour cutoff; the 2026 race returns after a two year hiatus.

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.

May 2026

A trail half marathon in Gorham, NH that runs mostly on singletrack through the Coös Trails Network and starts and finishes at Big Day Brewing. Proceeds support Coös Cycling Club stewardship and aid stations are planned.

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.

Experience the original Spartan Trail Race through the steep climbs and winding trails of the Green Mountain National Forest. Choose from distances between 10 and 200 miles for a true endurance test in Pittsfield Vermont.

Explore the scenic trails of Whitaker Woods in North Conway with a chip timed 5K or a one mile fun run. This community event supports local health services while offering a mix of flat loops and gradual wooded climbs.

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.

Community road event in Bethel, ME with an in-person 5K on May 16 and a virtual 5K option May 1 through May 16. It supports after school and enrichment activities for K-12 students in MSAD 44.

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.

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.

Trail races in Westmore, Vermont on May 30, 2026 include a half marathon, 10 miler and two 5k options over dirt roads and private trails, with a farm to table meal, live music and an evening barn dance.

June 2026

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 trail event on Wrights Mountain in Bradford, Vermont on June 6, 2026, with a 5K summit climb and a 1.5 mile fun run for ages 13 and under. Proceeds support the Friends of Wrights Mountain Fund.

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 six-loop trail event at Mont Sutton that offers multiple distances, technical terrain, and a format focused on strategy and sustainability. Entries are limited to 200 participants.

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.