Trail Running calendar near Greenwood 2025-2026

The Firebird Trail Races is an exciting trail running event held in Falmouth, Maine, featuring three challenging distances: 13 miles, a marathon, and 50K. This grassroots event emphasizes community spirit, requiring participants to donate to a non-profit of their choice in addition to a low registra..

The Black Bear Trail Races will take place in Waterville Valley from Saturday 30 August 2025 to Sunday 31 August 2025.

The Last Man Standing Ultramarathon is a unique backyard ultra race set in the scenic trails of Pineland Farms, New Gloucester, Maine. Participants tackle a 4.2-mile loop with moderate elevation gain, aiming to complete as many laps as possible within an hour each. The event continues until only one..

The Five Fields Farm Races, taking place in Bridgton, ME, features two challenging events: a 50K ultra marathon and a 10K trail run. The 50K is designed for both seasoned runners and newcomers to ultra distances, while the Bald Pate 10K offers a rugged course with steep climbs and technical terrain,..

The Fall Trail Running will take place in Gorham from Monday 1 September 2025 to Friday 10 October 2025.

The Cherry Hill Farm Ultra is an exciting trail running event taking place in Gorham, Maine, featuring a 50K and a 25K race option. The 50K race consists of 12 loops, each measuring 2.6 miles, designed to challenge both novice and experienced runners. The course is flat and non-technical, making it..

The Megunticook Trail Festival, set in Camden, Maine, features three challenging trail races: the Megunticook 50K, Halfast 20K, and Wicked Tough 10K. Participants will experience the stunning landscapes of Camden Hills State Park, where mountains meet the sea. The 50K race is particularly demanding,..

The 2025 ACT Trail Fest, organized by the Arundel Conservation Trust, invites participants to run or walk through scenic trails in Arundel, Maine. Scheduled for September 20, 2025, the event features a 5k, 10k, and half marathon, all set on the beautifully maintained ACT Multi-Purpose Trail and East..

The Kilkenny Ridge Race, organized by Aravaipa Running, features challenging trail races of 50 miles, 25 miles, and 25K in the scenic White Mountain National Forest of New Hampshire. The course follows the Kilkenny Ridge Trail, offering approximately 7,500 feet of elevation gain and traversing remot..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

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..

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 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 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..