Trail Running calendar near Orleans 2025-2026

The Groton Forest Trail Run, organized by Central Vermont Runners, features a marathon, 25K, and 10K trail running events set in the scenic Boulder Beach State Park in Groton, Vermont. Scheduled for September 6, 2025, this event promises a challenging and enjoyable experience for runners of all leve..

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 Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, featuring three race distances: 50 miles, 25 miles, and 25K. The course follows the remote and rugged Kilkenny Ridge Trail through the White Mountain National Forest, with significant elevation gains and techn..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

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 trails with significant elevation gains, including a marathon option that extends..

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, from runnable sections to steep, rocky, and root-filled trails, including a climb to the mountain peak and a wooded downhill. Runner..

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 2/3 double track and dirt roads, and 1..

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 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 is set to take place at Arrowhead Golf Course in Milton, Vermont. This event features a 5K race on the scenic Laura’s Tears trail, welcoming runners aged 12 and older. Participants can pre-register online, with a fee of $15, and GMAA members receive a discount...

The Blackout 5k/10k is a mountain race held at Cranmore Resort in North Conway, NH, on November 1, 2025. Participants can choose between a 5K or 10K course, which features a mix of access roads and ski trails, illuminated with reflective flagging and LED lanterns. The event includes check-in, bib pi..

RutFest is the fifth annual Richmond Ultra Trail Festival held in Williston, Vermont. This 36-hour community-focused event features two 3-4 mile trail loops at Catamount Outdoor Family Center, offering scenic views of Camel's Hump and Mt. Mansfield.Participants can run or hike the loops at their own..

The Jackson 5k Turkey Trot & Kids Fun Run is a Thanksgiving morning event held in Jackson, New Hampshire. The race 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..

The Krampuslauf is an exciting running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour endurance race. Participants will navigate scenic mountain trails, starting at the ski lodge and tackling both Holt's and Winslow sides of the mountain. Runners can earn..