Trail Running Calendar Maine 2025-2026

Trust Trail Fest, held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine, offers participants a choice between a 5k walk/run and a 10k run through scenic forest trails. The courses feature natural terrain with rocks, roots, and occasional mud, providing a challenging and i..

The Land of Light 100k is a unique endurance event held in Norway, Maine, featuring a combination of running and cycling across six distinct trail systems. The race covers a total of 100 kilometers, with 25k of running and 75k of cycling, all human-powered without the use of cars between segments. S..

The Frost Fixed-Time Footrace will take place in Orono on Saturday 18 October 2025. You can run between 6 and 6 hours.

The Thorne Head Trail Run, hosted by the Kennebec Estuary Land Trust in Bath, Maine, is a community-focused 4k (2.5 miles) trail race set in the scenic Thorne Head Preserve. The course features a mix of fun single-track and wide trails with riverfront views of the Kennebec River and Whiskeag Creek,..

The Big Brad Ultras, held in Pownal, Maine, offers challenging trail races featuring a 16.5-mile loop through Bradbury Mountain State Park, including Tryon Mountain and Snowman's loop. The course is rugged with hills, rocks, roots, and minimal flat terrain, plus a short stretch of paved and dirt roa..

The Holistic Hustle is an annual running event held at the scenic Emmons Preserve in Kennebunkport, Maine. The 4th edition features timed 5K and 10K run/walk races, along with a kids' half-mile fun run. Participants receive unique wood-burned finisher medals, and top male and female finishers in the..

The Wildlands Summit Run is the 32nd Annual Trail Run held at Great Pond Mountain, featuring a challenging 6.2-mile course that ascends to the summit, offering stunning views and rugged terrain. Established in 1993, this event has evolved over the years, now including a thrilling descent on downhill..

The Bold Coast Bash is a challenging trail running event held in Cutler, Maine, featuring a 50K ultra and a 10.5-mile fun run. The course showcases the stunning Bold Coast cliffs and includes rugged single-track trails with slippery roots, rocks, mud, and unstable bog bridging, demanding careful nav..