Trail Running calendar near Jackson 2025-2026

The Royal (multi) Mile Hill Run is a challenging race held in Lincoln, New Hampshire, as part of the NH Highland Games & Festival. Participants tackle a course featuring an elevation gain of 800 feet across various terrains, including dirt trails and ski roads. Each runner receives a race shirt, a c..

The Farm to Farm Ultra is an exciting running event taking place in Freeport, Maine, featuring multiple race distances including a 50 Miler, 50K, and 25K, as well as relay options. Set against the backdrop of beautiful fall foliage, the course consists of mostly rolling hills on paved roads, with se..

Bubba's Backyard Ultra is an exciting running event held in Center Conway, NH, featuring the Last Person Standing format. Participants tackle a challenging 3.5-mile loop course that includes forest trails, snowmobile paths, and logging roads, with an elevation gain of approximately 250 feet per lap...

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 Trapp Lodge Mountain Marathon is a challenging trail running event held in the picturesque Green Mountains of Vermont, specifically at the Trapp Family Lodge. Participants can choose between a half marathon and a full marathon, both of which feature a mix of winding single track and rugged dirt..

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..