Trail Running calendar near Carlisle 2026-2027

The Pumpkin Pacer 5k is a trail run, walk, or hike through scenic Wrentham conservation land and White Barn Farm. This cup-less, off-road race supports local agriculture and land preservation. It's the final event of the Farm to Trail 5K Se..

A mountain race in Keene, NH featuring four repeated climbs and descents on mostly ski trails and some single-track, totaling 4.9 miles and 1650 feet of elevation. Proceeds support the Keene Community Kitchen and prizes are awarded.

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.

The Holistic Hustle offers a 5K, 10K, and a kids' fun run at Kennebunkport's Emmons Preserve. All finishers get a unique wood-burned medal, and the event features music, games, and refreshments. Proceeds support holistic education.

The TARC Stone Cat Trail Festival offers a classic November trail run through Willowdale State Forest. Choose from a 10K up to a 100K on a rolling, marked loop course. This community-focused event supports local trail conservation and welco..

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.