Trail Running calendar near Kennebunkport 2026-2027

A 9 mile trail race at Bradbury Mountain featuring two laps of hilly technical single track, a 3 hour cutoff, and a 180 runner field cap. Part of the Bradbury Mountain Trail Race Series with series prizes and apparel rewards.

Join an obstacle course event at Sunday River Resort in Newry Maine featuring a 5K course through ski trails and wooded mountain terrain.

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.

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.

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.

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.

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.

Experience a scenic trail run through Vineyard Hill Reservation and Bradley Palmer State Park. Choose between 5 km and 10 km distances on a rolling course featuring wide trails and the open landscapes of Shaw Field.

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.

The TARC Fall Classic will take place in Carlisle on Saturday 5 September 2026. You can run between 10 and 50 miles.

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.