Trail Running calendar near Rupert 2025-2026

The Sunapee Scramble is a challenging mountain running event held in Sunapee, New Hampshire, serving as the 2025 USATF National Classic Mountain Championship and the Collegiate Mountain Running National Championships. The race covers approximately 9.3 miles with over 3,300 feet of elevation gain, fe..

The Death by Staircase Trail Running Festival, held in Moreau, NY, is a unique trail running event centered around a challenging 3.8-mile loop featuring the notorious "staircase of death." This rugged course climbs over 800 feet in less than a mile before descending sharply and finishing with a fast..

The Drummer Hill Trail Races, held in Keene, New Hampshire, offer runners a choice of distances including 12.5K, 25K, 37.5K, and 50K, based on completing multiple laps of a 12.5K loop. The course features varied terrain, from technical single track to old jeep roads, with significant elevation chang..

The TSR Trail Half Marathon will take place in Adams on Sunday 15 June 2025. You can run between 10 and 21 kilometers.

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 Free to Run Trail Races, hosted by the Berkshire Ultra Running Community for Service (BURCS), take place in Pittsfield State Forest, Massachusetts. Scheduled for June 21, 2025, the event offers three distances: 15K, 25K, and 50K ultramarathon. The challenging course features a double-loop figure..

The Onion River Outdoors Birdland 5K is an exciting running event set in the scenic Vermont forest, featuring rolling hills and vibrant vegetation. Participants will start near the Montpelier Rec Pool and navigate a challenging course that includes 95% single track with technical roots and rocks, of..

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 Rochester 5K Trail Run/Walk takes place at River Brook Park in Rochester, Vermont. The well-marked course features a scenic route starting and finishing at the park, crossing a bridge behind the fire station and winding through single-track trails such as Chantrea Field, Chanterea Hill, and the..

The Springfield Stars & Stripes 7.4K is a festive Independence Day event held in Springfield, Vermont, starting and finishing at the Toonerville Trail trailhead. Participants can choose between a mostly flat 7.4K run or a 4K walk along the scenic Black River. The event supports the Springfield High..

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, held in Windsor, Massachusetts, is a multi-day ultrarunning event featuring various race durations including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours. The course is a scenic, well-maintained 1.9-mile perimeter loop trail around Notchview, with runners pas..

The Goshen Gallop is an annual trail running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont. Celebrating its 47th year, the race offers 5K and 10K distances along well-marked courses featuring rugged gravel roads and cross-country ski trails within the Moosalamoo National Recreat..

The Vermont 100 Endurance Race, held annually in July in Vermont, is one of America's oldest 100-mile ultramarathons and part of the Grand Slam of Ultrarunning. The challenging course features 17,000 feet of climbing over country roads, forested trails, and scenic views of the southern Green Mountai..

The Moosalamoo Ultra is a popular trail running event held in Goshen, Vermont, starting and finishing at the scenic Blueberry Hill Inn. It offers two race distances: a challenging 36-mile ultra with over 5,000 feet of elevation gain, and a 14-mile "Heavy Half" featuring about 2,400 feet of climbing...

The Magnificent Bastards Challenge, held in Corinth, Vermont, is a grueling endurance event honoring fallen Marines. It features a Last Man Standing race with 1-mile loops that include 300 feet of climbing, each to be completed within 20 minutes, repeated until only one runner remains. A special fas..

The Barre Heritage Trail 5K is a scenic trail race held in Websterville, Vermont, through the historic Barre Granite Quarries. The course features primarily single-track trails with wooded, rocky terrain and many roots, offering a challenging and natural running experience. Walkers are welcome to pa..

The Wakely Dam Ultra is a challenging 55K ultramarathon held in Piseco, New York, within the Adirondack Park wilderness. The race follows a remote, technical trail along the Northville Placid Trail between Piseco Lake and Wakely Dam, featuring 3,300 feet of elevation gain. It is a self-supported eve..

The Ragged 75 Stage Race and 50K is a challenging trail running event held in Danbury, New Hampshire, centered around the scenic SRKG Greenway near Lake Sunapee. The 75-mile stage race spans three days, featuring steep climbs and technical single-track trails with about 15,500 feet of elevation gain..

The Nagdeo Lodge 15K Twilight Trail Run & Revelry is a scenic trail running event held in Chelsea, Vermont. Covering a distance of 15 kilometers, the race offers participants a unique twilight experience through natural terrain. The course is set around the Nagdeo Lodge area, providing runners with..