Trail Running calendar near Orleans 2025-2026

We have found 39 Trailruns within 80 miles of Orleans. See below where and when you can find the races.

The Groton Forest Trail Run, held in Groton, Vermont at Boulder Beach State Park, offers scenic and challenging trail races. In 2025, the event features two distances: a 15-mile race and a 6.2-mile race. Recently taken over by Onion River Outdoors, a Montpelier-based gear shop and community organize..

The NCVRC Run for Hope will take place in Morrisville on Saturday 13 September 2025.

The Kismet Cliff Run, held annually in September in North Conway, New Hampshire, offers two challenging trail races set in the scenic White Mountains. Participants can choose the Little Beast 5 Miler, featuring technical single-track trails with steep ascents and descents around Echo Lake State Park..

The Défi Everest Orford will take place in Orford on Thursday 18 September 2025.

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

The Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, within the White Mountain National Forest. It offers three distances: 50 miles, 25 miles, and 25 kilometers, each featuring rugged, remote terrain with significant elevation gains—approximately 7,500 feet per..

The TAM Trek is an annual trail race and fun run held in Middlebury, Vermont, designed to support the Trail Around Middlebury (TAM), a scenic 19-mile footpath encircling the village and connecting conserved lands, schools, and local landmarks across Middlebury, Cornwall, New Haven, and Weybridge. Th..

The Royal (multi) Mile Hill Run is a 5K trail race held in Lincoln, New Hampshire, as part of the 50th Annual NH Highland Games & Festival. The challenging course features 800 feet of elevation gain across dirt trails, service roads, and ski trails at Loon Mountain. Participants receive a race shirt..

The Westmore Mountain Challenge is a one-day, 26-mile trail running and hiking event in Vermont's Northeast Kingdom, featuring five mountains: Moose, Hor, Pisgah, Haystack, and Bald. Participants traverse steep, scenic public trails with a cumulative elevation gain of about 6,142 feet. The course in..

October 2025

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

The Bromont Ultra is a renowned trail running and mountain biking event held in Bromont, Quebec, Canada, set amidst the scenic Eastern Townships. Since 2014, it has combined physical endurance challenges with philanthropy, raising over $4 million for various causes. The event features diverse race d..

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with approximately 1,900 feet of elevation gain and loss..

The Randolph Ramble is a challenging 10-kilometer trail race set in the scenic Great North Woods of Randolph, New Hampshire, located at the base of the Northern Presidentials. This self-supported race emphasizes participants' self-sufficiency, as there are no aid stations along the course. Runners a..

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a festive Halloween atmosphere encouraging participants to wear co..

November 2025

The Blackout 5k/10k is an exciting mountain race held at Cranmore Resort in North Conway, New Hampshire. This nighttime event features 5K and 10K distances, with courses running along a mix of access roads and ski trails. The route is uniquely marked with reflective flagging and LED lanterns, creati..

RutFest is an annual 36-hour running and hiking festival held at the Catamount Outdoor Family Center in Williston, Vermont. The event features two scenic trail loops of 3 and 4 miles, offering stunning views of Camel's Hump and Mt. Mansfield.Participants can run or walk these loops repeatedly at the..

The Jackson 5k Turkey Trot & Kids Fun Run is a Thanksgiving morning event held in Jackson, New Hampshire. It features a 5k trail run through scenic areas including the Jackson Nordic Trails and Eagle Mountain House golf course, starting at Jackson Falls Bridge. There is also a 1k Kids Fun Run for ch..

December 2025

The Krampuslauf is a unique running event held in Lyme, New Hampshire, featuring 5K, 10K, and a challenging 9-hour race. Set on the Dartmouth Ski Way, the course includes two distinct 5K loops on Holt’s and Winslow sides of the mountain, starting and finishing near a scenic ski lodge. The 9-hour rac..

May 2026

Infinitus is a unique endurance event held in Ripton, Vermont, set amidst the scenic Green Mountain National Forest. The race offers a wide range of distances, from 9 miles up to an extreme 888 kilometers (551 miles), including marathons, ultra-marathons, and multi-day challenges like the Deca-Marat..