Trail Running calendar near Newfield 2026-2027

A human powered 100k in Norway, ME combining 25k running and 75k cycling across six trail systems. Solo and duo formats, cupless aid stations, and proceeds supporting local youth and land trust programs.

A coastal 5K at Hermit Island Campground supporting Marine Mammals of Maine, with timed and untimed in-person runs, a weeklong virtual 5K, a kids 1-mile fun run, raffle, and prizes for top human and canine finishers.

A multi format trail event on the Granite Town Rail Trail in Brookline and Milford NH on October 17 and 18 2026, featuring 7.5 mile relays, 15 mile and 30 mile races and a 30 hour ultramarathon. Proceeds support local trail conservation.

Mountain up-and-down race at Cranmore Mountain in North Conway offering 10 km and 5 km options, USATF sanctioned and $7,500 in prize money for 2026.

A trail event at East Windham Conservation Area offering a five loop 50k and a single loop 10k with two aid stations per loop and volunteer support. Finishers receive a cotton event t shirt.

A 4.1 miles trail race in Ravenswood Park, Gloucester, held October 18, 2026, as part of the North Shore Trail Series. The course uses single-track and carriage roads, with online registration closing October 15 and race-day registration av..

A 5K on October 24, 2026 at Stratham Hill Park that runs along Great Bay and benefits Great Bay Stewards; the mostly downhill course includes a race shirt for timely registrants and a bib with a beer or cider coupon.

Holistic Hustle in Kennebunkport features a timed 5K, a trail 10K and a kids half mile fun run at Emmons Preserve on October 31, 2026. The community fundraiser includes music, family activities, finishers medals and a raffle.

A small community 2.5 mile trail run at Thorne Head Preserve on October 31, 2026, with river views, a fall breakfast, and proceeds supporting local trails.

A costumed 5K trail run on October 31 2026 at Wells Reserve at Laudholm. Timed course with water stations and awards, with proceeds supporting coastal conservation and restoration.

Hugs From Vets Trail 10Kish in Henniker, New Hampshire on November 1 features a mixed trail and country road course and raises funds for American Legion Post 78. The field is limited to 150 participants and awards are given to overall and a..

The Hamsterwheel in New Boston, NH features timed 6, 12, 24 and 30 hour events on a scenic 4.0 mile loop along the New Boston Rail Trail, with chip timing, a central aid station, team entries, and buckle awards for 100 miles.

A November trail festival at Willowdale State Forest in Ipswich offering multiple looped distances from a 10K to 100K, a Cider Donut Mile, and a flagged 0.5‑mile youth run, with cupless aid stations and fundraising for local land trusts.

Night-time trail races of 5k and 10k at Cranmore Resort on November 7, 2026, requiring headlamps and featuring reflective course markers and LED lighting.

A community 5K walk and run with a kids fun run at Windham Woods School on November 14, 2026 in Windham, NH.

A community memorial run in Tyngsboro, MA with a 1.5-mile walk and two 5K options, raising funds for a school scholar/athlete award and science scholarships while maintaining a tradition of food donations.

A 4 mile trail race in Mine Falls Park with a post race party, raffle, awards, and proceeds supporting the Nashua Children's Home.

A Thanksgiving morning trail event in Jackson, New Hampshire, featuring a 5 km route through nordic trails and a 1 km kids fun run for ages 10 and under. Awards for top finishers and proceeds benefit local youth programs.

Krampuslauf brings a Krampus-themed running event to Dartmouth Skiway in Lyme, New Hampshire, with 5K and 10K loops and a 9 hour 10K lap challenge. Finishers receive medals and lap runners collect pins and a 50K medal.

Two-day national snowshoe championships in Concord NH with 10K and 5K races, age-group awards, and fleece blankets for top finishers.