Trail Running calendar near York 2026-2027

Experience a four part summer trail series at the Dublin School Outdoor Center. Run a scenic 5K loop featuring singletrack and rolling terrain while supporting local charities and community needs.

A 12 hour loop race in Lawrence Woods, Middlesex Fells Reservation on July 18, 2026. Runners follow a 4.24 mile technical loop with about 410 ft gain per lap and use a Bring Your Own Everything support approach with minimal aid.

Trail races in Chatham NH across the Baldfaces with two options, **29KM** (two loops) and **14KM** (single loop); mountain exposure, mandatory gear, aid station for the long course, and a parking area on private property.

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 5k trail run through Crooked River Forest that starts and finishes at historic Scribner's Mill in Harrison, Maine. Proceeds support Loon Echo Land Trust; registration is via UltraSignup and day-of entries are cash or Venmo only.

A community 5K trail race at Legacy Park with professional timing, a post-run gathering featuring grilled burgers and local beer and wine tasting for registrants 21 and over, and a limit of 500 participants.

A multi-day 75-mile stage race and a point-to-point 50K on the Sunapee Ragged Kearsarge Greenway featuring technical single-track, significant elevation gain, on-course aid stations and transported overnight gear, plus a $35,000 prize purse..

A community fundraising day in Groton, MA on August 5, 2026 featuring an 8.4 mile three-person relay, kids single-loop race and Little Lambs mini runs, followed by barbecue and activities, with proceeds to six local charities.

A four mile beach run at low tide on Nantasket Beach in Hull, Massachusetts. The out and back course starts near the Mary Jeanette Murray Bath House and raises funds for Hull Boosters and The Emma Ryan Memorial Fund.

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.

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 5 km run in Derry, New Hampshire on August 8, 2026, with adult and kids categories and online registration closing August 7, 2026.

A 4.5 miles trail race on Frye Island on 08/08/2026 that starts and finishes at the Community Center and loops around the island through wooded trails. Registration opens 07/10/2026 and the fee is $10.

Trust Trail Fest 2026 has been cancelled by the Kennebunkport Conservation Trust due to changing organizational capacity. The page lists partner races this fall and notes that interested organizers may contact the trust to discuss continuin..

A 12 mile single track trail race at Bradbury Mountain in Pownal, ME on August 9, 2026. The course features rugged New England terrain, a 3 hour 36 minute cutoff, and a field limited to 160 runners.

Multi-distance trail ultras in the White Mountain National Forest around Waterville Valley, NH, featuring long climbs, exposed ridgelines, mandatory mountain gear, and live split tracking for the 100, 50, and 20 mile courses.

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.

Wanakee Wilderness 5K on August 15, 2026 is a trail run across 227 acres of hills and woodland valleys in the White Mountains and Lakes Region of New Hampshire. Proceeds support the camp scholarship fund and the day includes a Homecoming BB..

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.