Trail Running calendar near Waterville Valley 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..

Trust Trail Fest October is a trail running event held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine. Participants can choose between a 5k or 10k race that winds through scenic forest trails featuring natural terrain such as rocks, roots, and occasional mud. The course..

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, including steep climbs..

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 Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with approximately 2/3 double track and dirt roads, and 1..

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..

The Big Brad Ultras is a challenging trail running event held in Pownal, Maine, featuring multiple race distances: 50 Miler, 50K, and 25K. Participants will navigate a scenic 16.5-mile loop through Bradbury Mountain State Park, including rugged terrain with hills, rocks, roots, and scenic vistas, es..

The Blackout 5k/10k is a mountain race held at Cranmore Resort in North Conway, NH, on November 1, 2025. Participants can choose between a 5K or 10K course, which features a mix of access roads and ski trails, illuminated with reflective flagging and LED lanterns. The event includes check-in, bib pi..

The Hamsterwheel is an annual ultrarunning event held in New Boston, NH, featuring races of 6, 12, 24, and 30 hours, including relay options. Runners traverse a scenic, largely flat 4-mile loop along the New Boston Rail Trail, starting near the Hillsborough County Fairground. The event encourages pa..

The Mount Ascutney Vertical Backyard is a unique "Last Person Standing" running event held in Brownsville, VT. Participants will ascend and descend 1,209 vertical feet each hour, with options for different lap lengths. The challenge continues until only one runner remains, with the goal of matching..

The Krampuslauf is an exciting 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..