Trail Running calendar near Windham 2026-2027

The Spaulding Woods 50K is a technical trail race on a 5.6-mile loop in Northfield, New Hampshire. Runners complete six laps, with 4,400 feet of elevation gain, within a ten-hour limit. The event supports Spaulding Academy & Family Services..

Experience a focused fell race on the Isle of Man featuring a 4.5 km course with 150 meters of elevation. This Summer Hill league counter event starts from the Ardwhallan Outdoor Pursuit Centre.

Experience technical trail running in New Hampshire with two demanding distances over the Baldfaces and Mount Meader. This event features steep ledges and panoramic views within the scenic White Mountain National Forest.

The Kingman Farm Trail Race is an old-school, show up and race event over 3.8 miles of rolling nordic paths and switchback singletrack. It benefits the Doug Flutie, Jr. Foundation for Autism. Day-of registration is available.

About the Event The Scribners Mill 5k is part of the Loon Echo Trail Race Series. All proceeds from the series benefit the Loon Echo Land Trust, a Bridgton-based nonprofit that conserves land, protects public access to the outdoors, and bui..

The Ragged 75 offers a rugged three-day stage race and a demanding 50k on the scenic SRKG Greenway trails in New Hampshire. Runners summit multiple peaks over technical terrain, with overnight camping and a communal atmosphere. The event ma..

The 5K Race to the Ledges will take place in Concord on Saturday 8 August 2026. You can run 5 kilometers.

Test your endurance in the White Mountains of New Hampshire with distances ranging from 20 to 100 miles. Navigate technical trails and significant elevation gains in this rugged mountain event starting from Waterville Valley.

The Firebird Trail Races in Windham, Maine offer rugged trail running on a technical loop through the Lowell Preserve. Choose from a 13-mile, marathon, or 50K distance on a course marked by rocks and roots. This grassroots event supports lo..

Join the Black Bear Trail Races in New Hampshire's scenic Waterville Valley. Choose from four trail distances, including a 50K with major mountain climbs. All runners receive a finisher's medal and finish near the Town Square.

The Five Fields Farm Races offer a scenic 50K and a challenging 10K on the trails of Maine's Bald Pate and Holt Pond Preserves. Both courses start and finish at the farm's apple orchard. All event proceeds support local land conservation.

A looped trail event at Cherry Hill Farm in Gorham, Maine on September 5, 2026, offering a 50K (12 loops), 25K (6 loops) and 10K (2 loops) on a flat, non technical course.

Experience an untimed trail run through the woods of western Maine featuring 3.6 mile laps of forest roads and single track. Enjoy on site camping and wood fired pizza along the scenic shores of Mirror Lake.

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

The Megunticook Trail Festival offers three distinct trail races in Maine's scenic Camden Hills State Park. Choose from a tough 10K, a gravel-trail 20K, or a comprehensive 50K that covers most of the park's trails. Experience runs where the..

The Kismet Cliff Run is a September trail race in New Hampshire's White Mountains. Choose the brutally scenic Beast of the East half marathon or the technical Little Beast 5 miler. This event is part of the 2026 Skyrunner USA Series, featur..

Event Overview The Big Brad Ultras is a trail ultramarathon event. It takes place on the trails of Bradbury Mountain State Park and the surrounding area in Maine, USA. Course Details The event uses a 16.5-mile loop course. This loop is run..

Experience a historic celebration of Scottish heritage at Loon Mountain Resort featuring heavy athletics, stone lifting, and traditional music amidst New Hampshire's scenic fall foliage.

Experience an unapologetically wild mountain crossing in the White Mountains of New Hampshire. Navigate rugged, unmarked ridgelines across 25K, 25 mile, or 50 mile distances in this remote wilderness challenge.

The Mt. A Trail Challenge is a timed trail run on Mount Agamenticus. Choose from a 5K or 1-mile course, with timing handled by the local high school cross country team. The event raises funds for the mountain's conservation and offers a spe..