Trail Running calendar near Gray 2026-2027

We have found 73 Trailruns within 80 miles of Gray. See below where and when you can find the races.

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.

September 2026

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.

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..

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.

UTMB Index

Bradbury Badass Races in Pownal ME use a 15.5 mile singletrack loop offered as a Half Pint 25K or a Pounder 50K two lap option, with two aid stations, a 10 hour race cutoff, and a 100 runner cap per race.

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.

Experience the summit of Mount Agamenticus with a 5K or 1 mile trail race. Support local conservation efforts while running or hiking through Maine trails and participate in a raffle for all entrants.

Experience a scenic run through wooded conservation trails finishing at the Hooksett Public Library. This community event features a 5K trail race and a half mile kids fun run to support local youth programs.

Experience the natural beauty of Maine by running or walking through woodland trails in Arundel. This conservation focused event offers 5k, 10k, and half marathon distances along with a kids bike race and live music.

Trail ultrarunning at Wolfe's Neck Farm in Freeport, ME on September 27, 2026. The course is a roughly five mile loop on dirt roads and forest trails with bridges, stairs, and roots, offered in 10, 30, and 50 mile formats plus relays.

Experience an annual half marathon on the tallest mountain in Southern Maine. Run across technical single track and mountain ridges to support local land conservation and trail maintenance.

A virtual 55K challenge linked to the Great Bay 5K in Stratham, New Hampshire. Complete 55 kilometers in one day or between October 1 and October 24, 2026; registration includes a shirt if ordered by October 1 and a bib with a beer or cider..