Trail Running calendar near Chatham 2025-2026

The Nagdeo Lodge 15K Twilight Trail Run & Revelry is a scenic trail running event held in Chelsea, Vermont. Covering a distance of 15 kilometers, the race offers participants a unique twilight experience through natural terrain. The course is set around the Nagdeo Lodge area, providing runners with..

The Jigger Johnson Ultras is a challenging trail running event held in the White Mountain National Forest, starting and finishing in Waterville Valley, New Hampshire. It offers three race distances: 100 miles, 50 miles, and 20 miles, each featuring rugged, technical mountain terrain with significant..

The Firebird Trail Races, held in Falmouth, Maine, offer challenging trail running events with distances of 13 miles, marathon, and 50K. The courses feature a technical 10-mile loop through Lowell Preserve and North Falmouth Community Forest, with additional loops in East Windham Conservation Area f..

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 running events: a 50K ultra marathon and a 10K race called the Bald Pate 10K. The 50K is part of the Loon Echo Race Series and caters to both seasoned ultra runners and newcomers seeking a tough endurance challenge. T..

The Fall Trail Running will take place in Gorham from Monday 1 September 2025 to Friday 10 October 2025.

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 technical single-track trails with steep ascents and descents around Echo Lake State Park..

The Mt. A Trail Challenge is an annual running event taking place at Mount Agamenticus in York, Maine. Scheduled for September 20, 2025, the event features two courses: a 5K and a 1-mile challenge, allowing participants to run, hike, or stroll.The race is timed traditionally with stopwatches, and wh..

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 Hooksett Kiwanis 5K Trail Race is an exciting running event taking place in Hooksett, NH, featuring a 5K race for all runners and walkers, as well as a Kid's Fun Run for children aged 12 and under. The race begins at Heads Pond trail and follows a scenic route through wooded conservation areas,..

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, each featuring rugged, remote terrain with significant elevation gain—approximately 7,500 feet per d..

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 demanding one-day trail running event in Vermont's Northeast Kingdom, covering 26 miles and summiting five mountains: Moose, Hor, Pisgah, Haystack, and Bald. The course features steep terrain with a cumulative elevation gain of approximately 6,142 feet, traversin..

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 significant elevation gains and technical single-track terrain. Participants tackle steep climbs, including 1,700 feet over 2 miles up Bald Peak and another 1,900 feet over 2.5 miles on the Southwest Ridge..

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..