Trail Running calendar near Chatham 2026-2027

Run the trails at the ACT Trail Fest in Arundel, Maine. Choose from a 5k, 10k, or half marathon course on scenic woodland paths. All participants get a medal and shirt, with post-race food and a live band.

Farm to Farm Ultra offers an in-person looped trail race in Freeport, Maine on September 27 and virtual options from September 14 to October 12, with distances from 5 to 50 miles plus relay events.

Trail event on a 10K loop near Bradford Vermont offering 30 hour, 12 hour and 10K race formats, a 100-runner cap, pre registration the night before, and tarot-themed finish awards.

Mountain trail race at Cranmore Mountain Resort in North Conway, NH, offering a 10K over two loops and a 5K single loop with substantial elevation gain and one aid station.

A timed walking challenge on Burke Mountain in East Burke, VT offering 7, 14, 21, or 28 mile loop options with optional weighted vests. Complete within 10 hours to earn finisher items and Level 3 or 4 Grey Wolf recognition.

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.

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.