Trail Running calendar near Chatham 2026-2027

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.

Experience the scenic beauty of the Crooked River Forest in Harrison Maine with this 5k trail race. Run through red pines and past a historic sawmill to support local land conservation efforts.

A three-day stage race around Lake Sunapee covering 75 miles with ~15,500 ft gain, plus a 50k option. The format includes overnight camping, organizer gear transport, stocked aid stations, mandatory safety gear, and a $30,000 prize purse.

A 12 km trail race on August 1, 2026 in Hanover, NH, using Oak Hill XC and Trescott Trails with 1,446 ft of climbing. The event offers pre-registration and race-day entry with course support and timing services.

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

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

Trust Trail Fest offers 5k and 10k races on forest trails at the Kennebunkport Conservation Trust headquarters, followed by music, food, a beer tent and family activities. Proceeds support the Trust in Education programs.

A technical *12-mile* single track loop at Bradbury Mountain State Park featuring rocks, roots, hills, and a challenging final O-Trail. Entry is capped at 180 runners with no transfers or same day registration.

Multiple trail ultras in the White Mountain National Forest centered at Waterville Valley on August 14-16, 2026. Routes include a 108 mile option with 29,000 ft of gain plus 58 mile and 20 mile courses on technical mountainous terrain.

Trail races in Windham, ME on technical single-track loops offer 13M, marathon and 50K options with two aid stations and a well marked course. The event supports local trails and requires a minimum participant donation with proof.

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

Trail races in Waterville Valley, New Hampshire with multiple distances including a 50K with 7,700 feet of climbing around nearby 4,000 foot peaks. Courses start and finish at Town Square and the event is cupless.

Experience the largest climb in GBF history at Mount Washington in New Hampshire. Choose between ten and twenty mile routes while carrying a twenty pound load through significant elevation gains.

Experience technical trail running through ancient pine forests and apple orchards at Five Fields Farm. Choose between a rugged 10k or a multi lap 50k ultra to support local land conservation in Maine.

Test your endurance at Pineland Farms in Maine with this backyard ultra trail race. Run a 4.2 mile loop through pristine wooded trails and see how many laps you can complete in this last person standing format.

Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.

The DownForTrailRunning will take place in Newfield on Saturday 5 September 2026. You can run between 5 and 20 kilometers.

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..

Trail races at Bear Brook State Park on September 12, 2026 featuring a Half Marathon and a variable ultramarathon between 50k and 100k, GPX only navigation and no cup aid stations.

A mountain trail event in North Conway offering a technical 5 mile Little Beast and a half marathon Beast of the East with significant vertical gain and exposed alpine sections. Part of the SKYRUNNER USA Series.