Trail Running calendar near Portland 2025-2026

The Baldface Scramble is an exciting trail running event taking place in the scenic White Mountain National Forest in Chatham, NH. Participants can choose between two challenging courses: a 29K route that includes two loops over the Baldfaces and Mount Meader, or a 14K single loop over the Baldfaces..

The Jigger Johnson Ultras is a challenging trail running event set in the breathtaking White Mountains of New Hampshire, taking place from August 15 to 17, 2025. Participants can choose from three distances: a grueling 100-mile race featuring a staggering 29,000 feet of elevation gain, a 50-mile cou..

The Firebird Trail Races is an exciting trail running event held in Falmouth, Maine, featuring challenging courses of 13 miles, 50 kilometers, and 50 miles. This grassroots event emphasizes community spirit, requiring participants to donate to a non-profit organization of their choice in addition to..

The Cherry Hill Farm Ultra is an exciting running event taking place in Gorham, Maine, featuring both a 50K and a 25K race option. The 50K race consists of 12 loops around the scenic Cherry Hill Farm, each loop measuring 2.6 miles, making it a total of 31.2 miles. The course is designed to be flat a..

The 2025 ACT Trail Fest, organized by the Arundel Conservation Trust, invites participants to run or walk through scenic trails in Arundel, Maine. This annual event features a 5k, 10k, and half marathon, showcasing the beautiful ACT Multi-Purpose Trail and Eastern Trails. All participants will recei..

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 scheduled for September 28, 2025, in Freeport, Maine. Participants can choose from various distances, including a 50 Miler, 50K, and 25K, with options for relays. The course features beautiful fall foliage, mostly rolling hills on paved roads, and ..

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 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..

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..