Trail Running calendar near York 2026-2027

A trail event at Noon Hill Reservation in Medfield offering a 10 mile loop plus 50K and 40 mile ultra options, mostly singletrack with roots, rocks, and a scenic Noon Hill vista; proceeds benefit The Trustees of Reservations.

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..

A community 5K on August 8, 2026 at Pinkerton Academy in Derry, NH featuring a campus-and-trail course; runners and walkers of all ages are welcome and proceeds support the Pinkerton Fund to benefit students.

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 multi day timed trail event on a Winchendon farm using a roughly two mile loop. Runners choose from six hour day or night, 12 hour, 24 hour, or 48 hour formats under the Sturgeon Moon.

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.

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

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.

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.

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.

Timed loop trails on Wachusett Mountain with 7, 14, 21, and 28 mile options over ski slopes and single-track. Participants have 10 hours to finish, with weighted vest options and marked courses; finishers receive a shirt and patch.

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.

Trail Animals Running Club hosts a multi distance trail event at Great Brook Farm State Park on September 5, 2026. Looped 10K and 10 mile courses cover distances from 10K to 50 miles, plus a youth fun run and a Yeti Mischief Mile.

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 community 5K run and walk in Nashua, NH on September 5, 2026 with free registration for veterans and children, a fee for participants 13 and older, event shirts, donation options and volunteer opportunities. Use #nashua5k for photos.