Trail Running calendar near Gray 2026-2027

We have found 70 Trailruns within 80 miles of Gray. See below where and when you can find the races.

A 9 mile two lap trail race on Bradbury Mountain featuring hilly, technical single track and classic Maine rocks and roots. The field is limited to 160 runners and the race has a 3 hour cutoff.

Tough Mountain Challenge is a 5K obstacle race at Sunday River in Newry, Maine on July 25, 2026. The course features mud, water, walls and woods and the weekend includes a slopeside music party and lodging discounts.

Trail runs in White Mountain National Forest near Chatham NH featuring a 29 KM two loop option and a 14 KM single loop that cross the Baldfaces. Both routes require mandatory safety gear and involve significant elevation gain with limited a..

A roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

A 5 km trail race at Scribner's Mill on the Crooked River in Harrison, Maine. Pine-lined singletrack and river views, with proceeds supporting Loon Echo Land Trust.

August 2026

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 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

Trail races of 5k and 10k on Kennebunkport Conservation Trust trails, starting and finishing at the Trust headquarters. A post race festival on the Emmons Preserve features music, food, a beer tent, and family activities.

A rugged 12 mile single-track loop at Bradbury Mountain State Park in Pownal, ME, including a technical final two-mile O-Trail section. The field is limited to 160 runners and the event is part of the Bradbury Mountain Trail Race Series.

Jigger Johnson Ultras runs August 14-16, 2026 in Waterville Valley NH with 100 mile, 50 mile and 20 mile mountain courses across the White Mountains, large elevation gains, mandatory mountain safety gear and restricted crew access.

A scenic trail 5K on Wanakee’s 227 acre site in the White Mountains and Lakes Region of New Hampshire, held during Wanakee Homecoming. Proceeds support a camp scholarship fund and facility improvements.

Trail races in Windham, Maine on technical single-track loops with 13M, marathon and 50K options, two aid stations, required participant donation with proof, and a no-refund policy.

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.

A trail ultramarathon at Prospect Acres Ranch where runners complete repeated 2.2 mile laps in 2, 4, or 8 hour formats. Field camping is available Friday evening and registration is $40 with proceeds supporting future events.

A trail race weekend in Waterville Valley NH with a 50K ultra, 23K, 4 mile and 1 mile family fun run. Courses use single and double track, have cup less aid stations, and include finisher awards and podium prizes.

Trail races at Five Fields Farm in Bridgton ME on August 30 2026 offering a three lap 50K and a rugged Bald Pate 10k. Courses run through Bald Pate and Holt Pond Preserves with aid stations and a finish at the apple orchard.

September 2026

A weekly fall trail running and walking series at Great Glen Trails in Gorham, NH from Sep 3 to Oct 8, 2026. Choose from 5 km, 3 km or 1.5 km courses; dogs on leash are welcome and one-time entries are available on-site.

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.

A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering..

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