Trail Running calendar near Princeton 2026-2027

Tackle the Trail on October 17, 2026 is a point to point trail race along the Air Line Trail State Park between Willimantic and Putnam. Distances include marathon, relay marathon, half marathon and 10K with four staffed relay stations.

Run through history on New Hampshire's Granite Town Rail Trail. This October event offers races from a 15-mile run to a 30-hour ultramarathon, all benefiting local trail conservation. The fall foliage creates a memorable backdrop for this u..

Distances & Overview The event offers two distances: a 10-mile trail race and a 50-kilometer (50K) trail race. The 10-mile course is a single loop, while the 50K course consists of three loops of approximately 10 miles each. Both races..

The Grills Trail Run will take place in Westerly on Saturday 24 October 2026. You can run between 10 and 10 miles.

Run a scenic autumn 5k trail through Wrentham conservation land and a working farm. This cup-less race supports local agriculture and includes family Halloween fun. It's the final event of the Farm to Trail 5K Series.

The Mt. Tom Trail Race will take place in Holyoke on Saturday 24 October 2026. You can run between 5 and 25 kilometers.

Tackle a unique mountain course that goes up and down four times over 4.9 miles. The event offers prize money, age group awards, and benefits the Keene Community Kitchen. Early registration includes a t-shirt.

Rugged 5k trail run, ruck, or walk in Berkley MA on October 25, 2026 with in person and virtual options. Dogs may join on leash with a waiver and proceeds support The Baystate Beagle Club and Give2Those.org.

This fall trail run takes place at Powisset Farm in Dover, MA, featuring four scenic distances through farm and woodland trails. Post-race cider donuts and family activities like pumpkin painting add to the farm atmosphere. It's part of the..

The TARC Stone Cat Trail Festival will take place in Ipswich on Saturday 7 November 2026. You can run between 10 and 100 kilometers.

Test your endurance at this backyard ultra in Winchendon featuring a 4.1666 mile loop through fields and trails. Choose from the last runner standing format, timed races, or a single lap challenge in a relaxed community setting.

A trail race at Burlingame State Park in Charlestown on November 15, 2026, offering 4-mile and 8-mile courses around Watchaug Pond. It is the first race in the WTAC fall trail series with multi-race registration discounts.

The Novemberfest Race for the Nashua Children's Home will take place in Nashua on Sunday 22 November 2026. You can run 4 miles.

TARC Winter Classic offers 8 32 and 40 mile trail races on the rugged Middlesex Fells Skyline Trail with roots, rocky climbs and occasional Boston skyline views. Affordable entry and proceeds support land conservation.

The Mount Hood Nutcracker Challenge will take place in Melrose on Saturday 12 December 2026. You can run 4 miles.