Trail Running calendar near Mount Washington 2025-2026

The Race to the Top of Vermont will take place in Stowe on Sunday 24 August 2025. You can run between 4 and 4 miles.

The Black Bear Trail Races, hosted by White Mountain Endurance, take place in scenic Waterville Valley, New Hampshire. This event offers multiple distances to suit all levels, including a challenging 50K ultra with 7,700 feet of elevation gain around 4,000-foot peaks, a 23K course through the oldest..

The Last Man Standing Ultramarathon is a unique backyard ultra race set in the scenic trails of Pineland Farms, New Gloucester, Maine. Participants tackle a 4.2-mile loop with moderate elevation gain, aiming to complete as many laps as possible within an hour each. The event continues until only one..

The Five Fields Farm Races, held in Bridgton, Maine, feature two challenging trail events: a 50K ultra and a 10K race. The 50K is a three-lap figure-8 course through the Bald Pate and Holt Pond Preserves, including steep climbs, technical singletrack, and a finish through an apple orchard. Each lap..

The Groton Forest Trail Run, held at Boulder Beach State Park in Groton, Vermont, offers two challenging trail distances: a 15-mile and a 6.2-mile run. This event is designed to introduce participants to the scenic and rugged terrain of Groton Forest, featuring rocky and root-filled trails that test..

The Cherry Hill Farm Ultra, held in Gorham, Maine, is a trail race featuring 50K, 25K, and 10K distances. The main 50K race consists of 12 flat, non-technical loops of 2.6 miles each around Cherry Hill Farm, totaling 31.2 miles. A 25K option includes 6 loops.The course offers a single aid station at..

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 rugged, technical single-track trails with steep ascents and descents around Echo Lake St..

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 ACT Trail Fest, held in Arundel, Maine, is an annual trail running event featuring 5k, 10k, and half marathon distances. Set on the scenic Arundel Community Trails and Eastern Trail, the courses offer beautiful woodland and stream views. The race starts and finishes at the Arundel Municipal Buil..

The Bear Brook Trail Races, held in Allenstown, New Hampshire, showcase the scenic beauty of Bear Brook State Park with its single-track trails, steep hills, and blueberry fields. The event offers three distances: a 10K following "Mindy's Loop," a Half Marathon, and a Marathon, with marathoners runn..

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, all following the rugged Kilkenny Ridge Trail. The course features approximately 7,500 feet of eleva..

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 a cumulative elevation gain of about 6,142 feet, enjoying stunning au..

The Farm to Farm Ultra is a scenic ultramarathon held in Freeport and Brunswick, Maine, featuring distances of 25K, 50K, and 50 miles, along with relay options. The course consists mainly of rolling hills on paved roads with about 2 miles of runnable trail per 25K loop, connecting Wolfe's Neck Farm..

The Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring technical single-track trails and scenic views along Pleasant Mountain’s iconic ridge. The course includes significant elevation gains, with a steep 1700-foot climb over 2 miles up Bald Peak, followed by a..

The Bobcat Ridge 25k is a trail running event held at the Edwin L. Smith Preserve in Kennebunkport, Maine. This 25-kilometer race takes participants through scenic trails within the preserve, offering a challenging and beautiful outdoor experience.The event supports the Kennebunkport Conservation Tr..

Bubba's Backyard Ultra is an endurance running event held in Center Conway, New Hampshire, at 564 Stark Rd. The race features a Last Person Standing format where participants run a 3.5-mile loop consisting mainly of forest singletrack, with sections of snowmobile trails, fields, and logging roads, i..

The Little Duck 50k is a trail running event held in Windham, Maine, at the scenic East Windham Conservation Area. Scheduled for October 5, 2025, it offers two race distances: a challenging 50k ultra-marathon consisting of five 6.5-mile loops with nearly 1,000 feet of elevation gain per loop, and a..

Trust Trail Fest, held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine, offers participants a choice between a 5k walk/run and a 10k run through scenic forest trails. The courses feature natural terrain with rocks, roots, and occasional mud, providing a challenging and i..

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..