Trail Running calendar near Chester 2025-2026

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 Bear Brook Trail Races, held in Allenstown, New Hampshire, showcase the scenic beauty of Bear Brook State Park with its single-track trails, steep hills, and blueberry fields. The event offers three distances: a 10K following "Mindy's Loop," a Half Marathon, and a Marathon, with marathoners runn..

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 endurance event held at Ascutney Outdoors in West Windsor, Vermont, typically on the last weekend of September. Established in 1993, it features a challenging and scenic course through Vermont's landscape. The event offers multiple race options including a 50-mi..

Run for Nature in Lowell, MA, is a community-focused running event held at Shedd Park, featuring a 10K trail run, a 5K run/walk, and a 1-mile Kids Fun Run/Walk. The course winds through scenic trails in Shedd Park and Rogers Fort Hill Park, including a stretch along the Concord River Greenway, with..

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is an annual fundraising event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. The race features multiple endurance challenges, including 1-hour, 3-hour, and 6-hour runs, with options f..

Amy’s Adventure Race for the Lake is an annual trail running event held in Bolton Landing, New York, organized by the Lake George Land Conservancy. The race features two challenging courses: a 4.5-mile and a 10-mile route, both winding through scenic forests and rugged single-track trails with rewar..

The Groton Town Forest Trail Races will take place in Groton on Sunday 5 October 2025. You can run between 3 and 9 miles.

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, NY, along the scenic southern Adirondacks near Lake George. The course features rugged, remote trails that traverse four of Lake George's tallest peaks, including Buck Mountain, Sleeping Beauty, Black Mountain, and Erebus..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, from runnable sections to steep, rocky, and root-filled trails, including a climb to the mountain peak and a wooded downhill. Runner..

The Midstate Massive Ultra Trail is a challenging point-to-point ultra running event held in New Ipswich, New Hampshire, traversing the Appalachian Midstate Trail through central Massachusetts and crossing into New Hampshire, Rhode Island, and Connecticut. Scheduled for October 11-12, 2025, the race..

The Ghost Train Trail Races, held in Brookline, New Hampshire, is the state's original 30-hour ultramarathon event along the historic Granite Town Rail Trail. Participants can choose from multiple race distances including a 30-hour ultramarathon, a 30-hour 7-person relay, a 30-mile night race, a 15-..

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 in New Boston, NH, is a unique ultrarunning event featuring 6, 12, 24, and 30-hour races, including relay options. The course is a scenic, largely flat 4-mile loop starting near the Hillsborough County Fairground, running along the New Boston Rail Trail by the Piscataquog River to L..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Taking place on November 1, 2025, the course features approximately 2,700 feet of elevation gain over technical, winding singletrack trails, making it a demanding event suited for experienced trail..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event set in the scenic Saratoga Spa State Park. Participants can enjoy a challenging course that features a mix of hills, ridges, and single-track trails, showcasing the park's natural beauty. The race encourages runners to em..

The Mount Ascutney Vertical Backyard is a challenging "Last Person Standing" endurance event held in Brownsville, Vermont. Participants repeatedly ascend and descend 1,209 vertical feet each hour via two course options: three laps on the 403-foot T-bar path or one lap on a longer 1,209-foot green lo..

The Novemberfest Race is an annual 4-mile running event held in Nashua, New Hampshire, featuring a scenic course through Mine Falls Park. This community-focused race supports the Nashua Children's Home, with all proceeds benefiting the organization. The event also includes a raffle held at Martha's..

The Krampuslauf is a unique running event held at the Dartmouth Skiway in Lyme, New Hampshire, featuring 5K, 10K, and a challenging 9-hour race. The course begins at the ski lodge base and includes two distinct 5K loops on Holt’s and Winslow sides of the mountain. The 5K race covers Holt’s side, whi..