Trail Running calendar near Chester 2025-2026

The Aliza Lapierre Fan Club Trail Race is an annual charity event organized by the Richmond Trail Running Club, celebrating community and outdoor exploration. Scheduled for August 16, 2025, the race features two challenging courses: a 50k route that includes 8 miles of road and 23 miles of rugged tr..

The Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

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

The Groton Forest Trail Run, organized by Central Vermont Runners, features a marathon, 25K, and 10K trail running events set in the scenic Boulder Beach State Park in Groton, Vermont. Scheduled for September 6, 2025, this event promises a challenging and enjoyable experience for runners of all leve..

Wilcox Wild is an exciting 50K ultra trail run set in the stunning Adirondack Park Wilderness, taking place on September 13, 2025. The race features a challenging course that begins and ends at Harrisburg Lake, traversing beautiful trails through the Wilcox Lake Wild Forest. Participants will encoun..

The Bear Brook Trail Races, set in the scenic Bear Brook State Park in Allenstown, NH, offers participants a choice of three challenging races: a 10K, Half Marathon, and Marathon. The event showcases the park's beautiful trails, including single tracks and steep hills, with a focus on minimizing lit..

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Sunday 14 September 2025. You can run between 5 and 5 kilometers.

The Pisgah Mountain Trail Races, organized by the Red Clover Rovers, feature a 50K and a 23K trail race set in Pisgah State Park, Chesterfield, New Hampshire. This event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mission. Participants can enjoy t..

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 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 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..

Run for Nature is a community-focused running event taking place at Shedd Park in Lowell, MA, on September 28, 2025. Participants can choose from a 5K Run/Walk, a 10K Trail Run, or a Kids 1-Mile Fun Run. The event aims to support the Lowell Parks and Conservation Trust's efforts in conservation and..

The Flutters and Foliage Endurance Run is an annual fundraising event held in Cohoes, NY, organized by Flutters of Hope Inc., a nonprofit supporting individuals and families affected by eating disorders. This year marks its third edition, featuring various endurance challenges, including a 6-hour ru..

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 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 on October 11-12, 2025, in New Ipswich, New Hampshire. This challenging race features three distance options: 100 miles, 50 miles, and 30 miles, all traversing the scenic landscapes of central Massachusetts and crossing into..

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 Mt. Tom Trail Race is an exciting running event set against the stunning backdrop of Mt. Tom, featuring challenging terrain and breathtaking views, particularly during peak foliage.Participants can choose from a solo 25k, a 2-person 25k relay, or a solo 10k. The race supports the Kestrel Land Tr..

The Hamsterwheel is an exciting ultrarunning event taking place in New Boston, NH, featuring races of 6, 12, 24, and 30 hours. Celebrating its 11th year, participants will run a scenic 4-mile loop along the New Boston Rail Trail, with a turnaround point at Lang's Station. The event encourages both i..