Trail Running calendar near Henniker 2025-2026

Test your endurance at the Hamsterwheel in New Boston, NH on Nov 1. Choose 6 to 30 hour solo or relay divisions on a scenic, mostly flat 4 mile loop along the rail trail, and earn a special belt buckle for reaching 100 miles.

Light up the trails at Cranmore Resort in North Conway with 5K and 10K night runs over ski trails and access roads. Trails are marked with reflective flags and LED lanterns, headlamps are required, and pizza and apres follow the finish.

The TARC Stone Cat Trail Festival is a renowned trail running event held annually in Ipswich, Massachusetts, within Willowdale State Forest. Offering a variety of distances including 10K, half marathon, marathon, 50-mile, and 100K races, pl..

Join the Holistic Hustle 5K and 10K at Emmons Preserve on Nov 1 for scenic runs and a kids fun run. Earn a wood burned finisher medal, enjoy music, games and treats, and enter a raffle supporting School Around Us.

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

Run the 21st annual GFRC Busa Bushwhack on November 2, 2025 in Framingham, tackling scenic, technical trails in Callahan State Park over 5.3 or 10 miles. Finish at Brophy Elementary, grab a cooling towel and compete for log trophy awards.

Push your limits at Race for DFL, a backyard ultra at Kenty's Farm in Winchendon MA where runners repeat 4.1666 mile laps until only one remains. Choose 6, 12 or 24 hour options and enjoy themed laps, fun gear and great camaraderie.

Get muddy and celebrate at Hoppy Trails 6K on November 8 at Adams Farm in Walpole, MA. Two scenic wooded loops finish with a beer garden, food trucks and adidas demos for a fun post race party.

Run scenic single track and forest roads at the Upton 10.5K and Half Marathon, a hilly, technical trail challenge in Upton State Forest. Enjoy a small field, post race fire pits, hot soup and chocolate, and support local charities.

Join the TARCkey Trot, a six hour timed challenge at Wright Locke Farm on November 15, 2025, running multiple 5K trail loops over rocky rollers. Tackle as many laps as you like while supporting land conservation.

Join Windham Woods School for the 2nd annual Thankful Trails 5K Run and Walk through scenic campus trails, plus a free Kids Fun Run on the Lower Field for ages 8 and under. Family friendly with raffle, awards, and lunch to celebrate communi..

Test your grit at the Mount Ascutney Vertical Backyard, a Last Person Standing uphill race in Brownsville VT where runners repeat hourly laps of steep ascent until only one remains. Aid, indoor facilities and camping are available.

Challenge yourself on a hilly 5K at Melrose High School's home cross country course in Melrose, MA while supporting the school's XC teams. Expect rugged terrain, post race snacks, and lively local race day energy.

Join the 27th annual Novemberfest Race, a scenic 4 mile through Mine Falls Park to benefit the Nashua Children's Home. Finish at Martha's Exchange for a lively post race party, raffle and beer proceeds supporting the cause.

Celebrate the season with the Jackson 5k Turkey Trot and kids 1k on scenic trails in Jackson, New Hampshire. This family friendly event brings the community together while raising funds for Jackson Grammar School and Girls on the Run.

Join a scenic road and rail trail run with prizes for top finishers. Route may change for weather and the event will be canceled if it snows. Entry is donation based; proceeds benefit a local dog rescue and community theater.

Join the Toonerville Trail Turkey Trot, a flat 5K along the Black River in Springfield on Thanksgiving, with in person and virtual options. Proceeds and a food drive support local food shelves, and finishers receive a pair of Turkey Trot so..

Celebrate the Sunday after Thanksgiving at Gorge après Gorge in Chesterfield Gorge with a timed 5k, family fun walk, and new kids race. Finishers earn locally baked cookie medals and a warm postrace potluck to benefit Hilltown Land Trust.

Take on the TARC Winter Classic at Middlesex Fells with 8, 32 and 40 mile Skyline Trail loops featuring roots, climbs and occasional Boston skyline views. Limited spots, cupless aid and winter trail conditions make this a true test for expe..

Join Krampuslauf in Lyme NH for a festive mountain trail run from the Dartmouth Ski Way lodge, offering 5K, 10K and a 9 hour multi lap challenge. Finish loops to earn a 10K medal with pins and upgrades to a 50K medal.