Trail Running calendar near Orleans 2026-2027

We have found 38 Trailruns within 80 miles of Orleans. See below where and when you can find the races.

Trail race in Goshen, Vermont beginning and ending at Blueberry Hill Inn. It offers 14 and 36 mile mountain single track routes with significant elevation gain, summit views, aid stations and primitive camping.

A mountain ultramarathon weekend in Waterville Valley, New Hampshire featuring 108 mile, 58 mile, and 20 mile trail courses through the White Mountain National Forest. Mandatory safety gear, GPS navigation, and specific qualifications apply..

A biannual mountain trail race on Mount Mansfield near Stowe, Vermont, covering about 11 miles and 5,000 feet of climbing over technical and exposed trails. Entry is capped at 70 and requires a recent qualifying time.

Two days of off-road racing in Bromont featuring triathlons, duathlons, gravel and trail runs, plus youth events and XTERRA World Championship qualification slots.

On August 29, 2026 in Waterville Valley, NH, the Black Bear Trail Races offer 50K, 23K, 4 Mile and 1 Mile courses across White Mountain trails, with aid stations, mandatory 50K gear checks, and finishers' awards.

An annual fundraiser at Stowe Mountain Resort, Race to the Top of Vermont invites runners, bikers, and hikers to climb Mt. Mansfield along a 4.3 mile course with 2,564 feet of gain. The 2026 event marks the race's 20th anniversary.

September 2026

A timed walking and trekking event on Cannon Mountain in Franconia, NH with 7, 14, 21, and 28 mile loop options across forest, rocky scrambles, and ridgelines. Optional weighted vests are allowed and finishers within 10 hours earn patches o..

The Kismet Cliff Run will take place in Conway on Sunday 13 September 2026. You can run between 5 and 13 miles.

Event Overview The Kilkenny Ridge Race is a trail running event offering three distances: 50 miles, 25 miles, and 25 km. It takes place in the White Mountains near Stark, New Hampshire, utilizing the remote Kilkenny Ridge Trail. Distances a..

A community trail race on September 20, 2026 offering a 19 mile course, 10K and youth 10K, a 5K, and a 2 mile fun run around Wright Park in Middlebury, Vermont.

The Westmore Mountain Challenge is a scenic fall marathon traversing five peaks in Vermont's Northeast Kingdom. Choose from a full marathon or a 20-mile trail-only option on a course of single track and dirt roads. The event supports the no..

October 2026

Trail event on a 10K loop near Bradford Vermont offering 30 hour, 12 hour and 10K race formats, a 100-runner cap, pre registration the night before, and tarot-themed finish awards.

Bromont Ultra The Bromont Ultra is an annual sporting and philanthropic event held in Bromont, in the Eastern Townships of Quebec, Canada. Its primary purpose is to raise funds for various causes. Since 2014, the event has raised over five..

A trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont featuring single track, a climb to Round Top Mountain, multiple aid stations, and significant elevation change.

Mountain trail race at Cranmore Mountain Resort in North Conway, NH, offering a 10K over two loops and a 5K single loop with substantial elevation gain and one aid station.

Run the Ghostly Gallop Trail 5K in Milton VT on October 25. This Halloween themed, costume friendly trail race on Laura's Tears at Arrowhead Golf Course offers prizes, post race refreshments, and family friendly fun for ages 12 and up.

A timed walking challenge on Burke Mountain in East Burke, VT offering 7, 14, 21, or 28 mile loop options with optional weighted vests. Complete within 10 hours to earn finisher items and Level 3 or 4 Grey Wolf recognition.

December 2026

Krampuslauf at Dartmouth Skiway brings a Central European Krampus run to New England with 5K, 10K, and a 9 hour 10K lap option. Finishers receive medals and lap runners earn pins and a 50K medal.