Trail Running calendar near Orleans 2026-2027

We have found 24 Trailruns within 80 miles of Orleans. See below where and when you can find the races.

Join Cock a Doodle Shoe on January 18, 2026 at New Land Trust in Saranac NY for a snowy day of fun and fundraising on snowshoes. Tackle a 5K or 10K or bring kids to the free 1/2 mile scramble.

February 2026

Join the Millstone Madness Snowshoe Race on Feb 7 in Websterville VT for a scenic 3 mile loop around old granite quarries on single and double track trails. Snowshoes are required; enjoy friendly competition, prizes, warming fire and raffle..

Take on winter trails at Défi des Collines Enneigé in Sainte-Catherine-de-Hatley on Saturday 21 February, with distances from 5.5 km to 30 km perfect for spring marathon prep. Finish to a medal, post race meal and a friendly community atmos..

May 2026

Infinitus is a multi day endurance event in Ripton, Vermont from May 21 to 30, 2026, with races from 9 miles to 551 miles for novice to elite ultra runners. Held at Silver Towers near Green Mountain National Forest, camping and dorm lodging..

June 2026

Race the Cirque Series at Cannon Mountain on June 13, 2026, a rugged 6.9 mile climb to the 4,031 foot summit with 3,080 feet of gain. Expect rocky, steep trails and sweeping views on this demanding mountain course.

Race The Cog sends runners along the Cog Railway from Bretton Woods to Mount Washington's summit, offering 2.75 mile and 5.5 mile options. Expect steep climbing, dramatic views, and alpine weather for a true mountain challenge.

Tackle the scenic Catamount Ultra at Trapp Family Lodge in Stowe, VT with a 25k route or a two lap 50k that winds through highland pastures and hardwood forest by Mount Mansfield. Expect big climbs, sweeping views, helpful aid stations, and..

Cranmore UltraTrax on June 27 in North Conway NH offers scenic looped trail runs with ridgeline views of the White Mountains. Pick 7, 14, 21 or 28 miles, enjoy aid stations and a finisher shirt, and support the Conservation Lands Foundation..

July 2026

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

Run through the Moosalamoo National Recreation Area at the Goshen Gallop, a friendly trail event offering 10K and 5K routes across ski trails and gravel roads. Support local trail stewardship while enjoying a scenic Vermont race.

Baldface Scramble in the White Mountain National Forest offers 29K and 14K routes over steep ledges and exposed ridge lines, with sections that require scrambling. Expect big climbs, mandatory safety gear and a mountain trail challenge.

August 2026

Run single track up to Mount Moosalamoo with lake views at the Moosalamoo Ultra in Goshen Vermont on August 1, 2026. Choose 14 miles with 2400 feet climb or 36 miles with 5000 plus feet for a rugged Green Mountain challenge.

Jigger Johnson Ultras offers rugged, technical trail races in New Hampshire's White Mountain National Forest, August 14 to 16, 2026. Choose 20, 50 or 100 mile routes that test navigation, endurance and reward big mountain views.

XTERRA Bromont returns Aug 22 to 23 2026 with off road triathlons, gravel races, duathlons and trail runs at Lake Bromont and the Olympic Equestrian Park. Challenging courses, youth events and 28 qualifying slots for XTERRA Worlds make it a..

Take on the Black Bear Trail Races in Waterville Valley on August 29, 2026, with distances from a rugged 50K circling 4,000 foot peaks to a family friendly 1 mile fun run. Scenic trails, big climbs, and alpine views await runners of all lev..

September 2026

Trek Cannon Mountain in Franconia New Hampshire and choose 7, 14, 21 or 28 mile routes with ten hours to finish. Rugged trails, sweeping White Mountain views, camaraderie and a post trek gathering with proceeds benefiting conservation.

Run the rugged Kilkenny Ridge in the White Mountain National Forest with 50 mile, 25 mile or 25K options over remote, scenic summits and huge climbs. The unmarked course requires GPS, mandatory gear and carries limited aid.

Run five Northeast Kingdom peaks in the Westmore Mountain Challenge, a mountain marathon through peak fall foliage on scenic trails. All proceeds benefit NorthWoods Stewardship Center and local trail conservation.

October 2026

The Bromont Ultra will take place in Bromont from Friday 16 October 2026 to Sunday 18 October 2026. You can run 120 kilometers.

Take on the von Trapp Mountain Marathon at Trapp Family Lodge in Stowe Vermont with half and full options on a rugged 13.1 mile loop featuring steep climbs and a summit scramble to Round Top. Enjoy sweeping views of Mount Mansfield and a th..