Trail Running calendar near Newbury 2025-2026

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.

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 run through Mine Falls Park in Nashua on Sunday, November 23, 2025. Celebrate at Martha's Exchange with raffle prizes and beers while supporting the Nashua Children's Home.

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.

Celebrate Thanksgiving in Springfield VT at Toonerville Trail Turkey Trot, a flat, scenic 5K along the Black River with a virtual option to support local food banks and school teams. Finishers get socks and cider donuts.

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.

Take on the scenic Mount Hood golf course in Melrose with a 3.5 mile cross country race or 2 mile walk, limited to 250 entrants. Enjoy varied terrain, nutcracker awards and post race pasta while supporting local schools and Housing Families..

Join the Tortoise and the Hare Trail Races in Salisbury on April 4, 2026 for trail 10K, 5K and a fun 1 Mile Color Run. Enjoy custom tech shirts, post race music and snacks while supporting Salisbury Parks and Recreation.

The Merrimack River Trail Race will take place in Andover on Saturday 11 April 2026. You can run between 10 and 10 miles.

Runamuck 50K is a rugged trail ultramarathon around South Pomfret, Vermont, weaving hilly dirt roads and scenic backcountry. Expect changeable weather and a true test of endurance on this challenging 50K course.

TARC Spring Classic at Jericho Town Forest in Weston on April 25, 2026. Run 10K, half, marathon or 50K loops on smooth scenic trails, plus a free youth fun run in a relaxed cupless event.

Run laps on a scenic 2 mile single track loop around White Lake in Tamworth, NH with 6, 12 or 24 hour timed options and a beach start and aid station. Costumes encouraged and bring your own hydration.

Run the scenic Dandelion Dash 5K on The Hartsbrook School trails or enjoy the family friendly Mushroom Mile in Hadley, MA. Support school programs in sustainable agriculture and beekeeping or run virtually from anywhere.

Run the scenic but rugged Wapack Trail in Ashburnham, MA with 21.5, 43 or 50 mile options. Expect rocky single track, big climbs, solid aid support and a true trail challenge for experienced runners.