Trail Running calendar near Chatham 2025-2026

The Trust Trail Fest is an exciting running event hosted by the Kennebunkport Conservation Trust, featuring 5k and 10k races on scenic forest trails. Participants will enjoy a festive atmosphere at the KCT headquarters, complete with music, a beer tent, delicious food, and family-friendly games. The..

The Devil's Den Ultra is an exciting running event taking place in Bradford, Vermont, featuring a challenging 6.4-mile loop course on Wright's Mountain. Participants can choose from three race lengths: a 30-hour, a 12-hour, or a 6-mile race. The course offers a mix of terrain, from easy trails to st..

The Land of Light 100k is a unique running and cycling event taking place in Norway, ME, featuring a challenging course that combines 25k of running and 75k of cycling across six different trail systems. Participants can compete solo or in relay teams, with the race designed to promote local non-pro..

The Randolph Ramble is a challenging 10-kilometer trail race set in the scenic Great North Woods of Randolph, New Hampshire, located at the base of the Northern Presidentials. This self-supported race emphasizes participants' self-sufficiency, as there are no aid stations along the course. Runners a..

Big Brad Ultras is an exciting running event taking place in Pownal, Maine, featuring three challenging race distances: 50 Miler, 50K, and 25K. The course consists of a scenic 16.5-mile loop through Bradbury Mountain State Park, showcasing the beautiful Maine landscape with tough terrain, including ..

The Blackout 5k/10k is an exciting mountain race held at Cranmore Resort in North Conway, NH. Scheduled for November 1, 2025, this event features both 5k and 10k courses that traverse a mix of access roads and ski trails, illuminated by reflective flagging and LED lanterns. Participants are required..

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, NH, featuring 5K, 10K, and a challenging 9-hour endurance race. Participants will navigate scenic mountain trails, starting at the ski lodge and tackling both Holt's and Winslow sides of the mountain. Runners can earn me..