Trail Running calendar near Greenfield 2025-2026

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run is a 5-mile running event taking place along the scenic Cheshire Rail Trail, starting from the original Fitzwilliam Railroad Depot to the newly restored Troy Depot. This event celebrates the historical significance of the rail trail, whic..

The Sunapee Scramble is a challenging mountain running event taking place in Sunapee, New Hampshire, on June 1, 2025. This race will serve as the 2025 USATF National Classic Mountain Championship and the sole selection race for the US Classic Up/Down Mountain Running Team, which will compete in Spai..

The Chocorua Mountain Race is a challenging 23K trail race held in the White Mountain National Forest in Tamworth, New Hampshire. Featuring approximately 4,800 feet of elevation gain, the course includes rugged singletrack, steep ledges, rocky terrain, and a loop over Mount Chocorua’s summit at 3,47..

The Drummer Hill Trail Races, set in Keene, NH, offers a unique trail running experience with multiple distance options: 50K, 37.5K, 25K, and 12.5K. Participants can choose how many 12.5K laps to complete, allowing for a customizable challenge. The course features a mix of technical single track and..

The TARC Blue Hills Skyline Trail Run is a challenging 12K race set in the scenic Blue Hills Reservation in Milton, Massachusetts. Participants will tackle approximately 2,300 feet of elevation gain on a rugged course featuring rocky terrain, steep climbs, and technical descents, all while enjoying..

The Edge Hill Trail Race, scheduled for 2025, is a collaborative event with the Franklin Land Trust, celebrating the scenic trails and dirt roads of Ashfield. This race emphasizes a relaxed atmosphere, encouraging participants to enjoy the natural beauty while challenging themselves physically and s..

The Flat Rock Trail Race is a new trail running event taking place in Dunstable, Massachusetts, with proceeds benefiting the Humane Society for Greater Nashua's building expansion. Participants will navigate a scenic 5-mile loop featuring nearly 600 feet of elevation gain, including diverse terrains..

The Free to Run Trail Races, organized by the Berkshire Ultra Running Community for Service (BURCS), will take place on June 21, 2025, in Pittsfield State Forest, Massachusetts. This event features three race distances: 15K, 25K, and 50K, designed to challenge participants with scenic trails and sig..

The Cirque Series - Killington is an exciting running event set to take place in Killington, Vermont, featuring a challenging 7.2-mile course with an elevation gain of 3,133 feet. Participants can choose from three divisions: Sport (beginner/intermediate), Expert, and Pro, catering to various skill..

The Springfield Stars & Stripes 7.4K is a festive running and walking event held on Independence Day in Springfield, Vermont. Participants can choose between a 7.4K run or a 4K walk along the scenic Black River, starting and finishing at the Toonerville Trail trailhead. This inaugural event benefits..

The Ordination Rock Run is a family-friendly 5k fun run held annually on July 4th in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. This event celebrates the historical significance of Ordination Rock, where Samuel Hidden was ordained in 1792. Participants enjoy a scen..

The F.I.T. Sun Mountain Challenge, taking place in Peru, Vermont, offers a thrilling experience for runners of all levels with events including a 5K, 10K, and a 25K ultra challenge. Set against the stunning backdrop of Bromley Mountain, participants can enjoy beautiful trails and breathtaking mounta..

The Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 34 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Loon Mountain Race is a challenging mountain trail event held in Lincoln, New Hampshire, covering approximately 6.03 miles with a 3,066-foot elevation gain. The race ascends the slopes of Loon Mountain, featuring diverse terrain such as trails, grass ski slopes, and cat tracks. Notable for its s..

The Vermont 100 Endurance Race is a prestigious ultramarathon held annually in July, attracting endurance athletes from around the globe. This challenging event features a 100-mile race and a 100-kilometer option, with participants navigating a course that includes 17,000 feet of elevation gain thro..

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

The Kingman Farm Trail Race is a welcoming and challenging running event designed for participants of all skill levels. Spanning approximately 3.6 miles, the course features Nordic-style paths and switchback singletrack, making it an exciting experience for runners. This event is organized by acidot..

The Ragged 75 Stage Race and 50K is an exciting running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a challenging 75 miles with approximately 15,500 feet of elevation gain, featuring technical trails, steep climbs, and diverse terrains. Participants can also op..