Trail Running calendar near Plymouth 2025-2026

The Mt. A Trail Challenge is an annual running event taking place at Mount Agamenticus in York, Maine. Scheduled for September 20, 2025, the event features two courses: a 5K and a 1-mile challenge, allowing participants to run, hike, or stroll.The race is timed traditionally with stopwatches, and wh..

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 Hooksett Kiwanis 5K Trail Race is an exciting running event taking place in Hooksett, NH, featuring a 5K race for all runners and walkers, as well as a Kid's Fun Run for children aged 12 and under. The race begins at Heads Pond trail and follows a scenic route through wooded conservation areas,..

The Kilkenny Ridge Race, taking place in Stark, New Hampshire, features a challenging course that follows the Kilkenny Ridge Trail. Participants can choose from three distances: 50 miles, 25 miles, and 25K, each offering significant elevation gains and rugged terrain. The race is designed for experi..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

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 Vermont 50 Ultra Run is an annual event held in West Windsor, Vermont, featuring a variety of races including a 50-mile ultra run, a 50K run, and several mountain biking options. Established in 1993, the event supports Vermont Adaptive Ski and Sports, promoting confidence and independence for in..

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,..

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 fee..

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..

The Groton Town Forest Trail Races, organized by the Squannacook River Runners and Groton Trails Committee, feature two scenic courses of 9.5 miles and 3.4 miles through the picturesque Groton Town Forest. The trails are well-marked and consist of narrow dirt roads and winding paths, presenting a mi..

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 festive celebration featuring live music, a beer tent, delicious food, and family-friendly g..

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, from easy trails to st..

The Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, New Hampshire, featuring three challenging race options: 100-mile, 50-mile, and 30-mile courses. Set against the stunning backdrop of autumn in New England, the race follows the historic Midstate Trail, cross..

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 in the picturesque Green Mountains at the Trapp Family Lodge in Stowe, Vermont. Participants can choose between a half marathon and a full marathon, both of which feature a mix of winding single track and rugged dirt trails,..

The Ghost Train Trail Races, taking place in Brookline, New Hampshire, is a unique running event that features a 30-hour ultramarathon, relay races, and shorter distances of 15 miles and 30 miles. Established in 2009, the event serves as a fundraiser for local conservation efforts, with all profits..

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..