Trail Running calendar near Canterbury 2026-2027

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

A multi distance trail event on October 17 and 18, 2026 in Brookline NH along the Granite Town Rail Trail, featuring a 30 hour ultramarathon and a 30 mile night race. All profits support local trail conservation.

The Cranmore Mountain Race takes runners up and down the ski slopes of Cranmore Mountain in North Conway, NH. Choose between a 5k or a 10k circuit on mixed terrain, as part of the USATF-New England Mountain Circuit.

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.

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.

Krampuslauf at Dartmouth Skiway brings a Central European Krampus run to New England with 5K, 10K, and a 9 hour 10K lap option. Finishers receive medals and lap runners earn pins and a 50K medal.