Trail Running calendar near Orleans 2026-2027

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

TAM Trek is a fundraising trail event in Middlebury, Vermont offering a 19 mile loop plus 10K, 5K and a 2 mile fun run. Courses start and finish at Wright Park and include single-track and park trails.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

Trail du parc national de la Yamaska features rolling trails along the Choinière reservoir with distances from 1 km to 42 km and a Backyard Ultra Vertical Perséides edition.

A traditional up and down mountain race in Waterville Valley, NH on September 20, 2026 covering about 7 miles with 3000 feet of ascent; youth entry is available and day of registration is offered.

A one day trail challenge over five mountains in Vermont, with a full route of 26 miles and about 6142 feet of gain. The course features aid stations, shuttle drop-offs, and several shorter route options.

Trail racing at Jay Peak on 09/26/2026 covering 7.1 miles with 3,044 feet of vertical gain, multiple competition divisions, timing with disposable bib chips, aid station hydration, race prizes and points toward 2026 season standings.

Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.

A new trail marathon on September 27, 2026 in East Hereford, Quebec, featuring multiple distances, a relay and a children's race. The route opens access to Forêt Héritage trails and supports conservation and a charity for children.

October 2026

An eighth edition backyard ultra in Center Conway, NH on October 3rd, 2026. Runners loop a mostly forest singletrack course of about 3.5 miles with hourly laps until one person remains, with camping and meals on site.

A trail ultra on Wright's Mountain in Bradford, Vermont on October 10-11, 2026 offering 30 hour, 12 hour and a 10K loop. The course mixes runnable sections with steep, rocky climbs and includes themed tarot card and milestone awards.

The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.

Trail and mountain bike event in Bromont, Quebec focused on fundraising for multiple causes. Distances range from 2 km to 160 km and options include solo and relay teams with some private trail sections.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont. The 13.1 mile loop mixes double-track trails, dirt roads and rugged single-track with significant elevation change.

Cranmore Mountain Race in North Conway, NH offers one and two lap up and down mountain courses on ski slopes, singletrack, and service roads, with the two lap race part of the USATF New England circuit and $7500 in cash prizes.

A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.

A looped endurance walk on Burke Mountain in East Burke, VT on October 25, 2026 offering 7, 14, 21, and 28 mile options across single-track, ridgelines, and ski trails. Options include weighted rucks, timed results, aid stations, and commem..

November 2026

Trail du Mont Ham offers distances from 1 km to 30 km on Mont Ham in the Appalachian region, featuring forests, rocky ridges and a summit with a 360 degree view. ITRA points 1.

Nighttime mountain races at Cranmore Resort on November 7, 2026 featuring 5 km and 10 km courses, reflective markers, required headlamps, and post-event pizza and awards.

A Thanksgiving morning trail event in Jackson NH featuring a 5k on the Jackson nordic trails and a 1k kids fun run for age ten and under, staged at Eagle Mountain House with proceeds supporting local youth programs.

December 2026

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..

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