Trail Running calendar near Gray 2025-2026

The Pleasant Mountain Race is an annual running event held in Bridgton, Maine, featuring a challenging 21k course that showcases the stunning fall foliage and technical single-track trails of Pleasant Mountain. Participants will face significant elevation gains, including a steep climb up Bald Peak,..

The Bobcat Ridge 25k is a trail race set in the scenic Edwin L. Smith Preserve in Kennebunkport, Maine. This 25k event aims to promote outdoor activity while benefiting the Kennebunkport Conservation Trust.Registration is limited to 100 participants, with a deadline for shirt-included registration o..

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, fields, and logging roads, with an elevation gain of approximately 250 feet..

The Trust Trail Fest in October offers participants the choice of a 5k walk/run or a 10k run through the scenic trails of the Kennebunkport Conservation Trust. The event culminates at the headquarters with a lively celebration featuring music, a beer tent, delicious food, and family-friendly games...

The Land of Light 100k is a unique running and cycling event taking place in Norway, Maine, featuring a challenging course that combines 25 kilometers of running and 75 kilometers of cycling across six different trail systems. Participants can compete solo or in relay teams, with transitions allowed..

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: a 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, includin..

The Blackout 5k/10k is an exciting running event taking place at Cranmore Resort in North Conway, NH. Scheduled for November 1, 2025, this race features both 5k and 10k distances, designed to challenge participants on a course that includes access roads and ski trails, illuminated by reflective flag..