Trail Running calendar near Brattleboro 2025-2026

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 an Independence Day fun run and walk 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 benefits the Springfield H..

The F.I.T. Sun Mountain Challenge is an annual trail running event held at Bromley Mountain in Peru, Vermont. It offers three race distances: 5K, 10K, and a challenging 25K ultra.The course features beautiful mountain trails with gradual ascents and descents, including over 1,400 vertical feet per 3..

The 7-11 Slurpee Day Ultra 60k is a unique, self-supported ultramarathon held in Vernon, Connecticut, covering approximately 37.5 miles along mostly road routes. Participants run between seven 7-11 convenience stores across towns including Vernon, Manchester, East Hartford, West Hartford, Newington,..

The Notchview Ultra is a multi-day ultrarunning event held in Windsor, Massachusetts, featuring a variety of 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 aid sta..

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 Spaulding Woods 50K is a challenging trail race held in Northfield, New Hampshire, featuring a technical 5.6-mile loop with rocks, roots, and footbridges. Runners complete six laps totaling approximately 34 miles with 4,400 feet of elevation gain, primarily on singletrack trails. The event suppo..

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 race features a challenging course with 17,000 feet of climbing over country roads, forest trails, and scenic views of the southern Gre..

The Moosalamoo Ultra is a popular trail running event held in Goshen, Vermont, starting and finishing at the scenic Blueberry Hill Inn near Middlebury. 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 f..

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 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 People's Forest 7-Mile Trail Run is an annual trail running event held in Barkhamsted, Connecticut. It features a challenging 7-mile course through scenic forest trails, offering runners a chance to experience natural beauty and varied terrain. The race is part of the USATF Connecticut Mountain..

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..

The Slate Valley Scramble, organized by Slate Valley Trails, is a trail running event taking place on August 9, 2025. Participants can choose between an 8k and a half marathon, both set on scenic singletrack and double-track trails in Vermont's Slate Valley. A Kid's Fun Run is also available for chi..

Lover's Lane in Chester, Vermont, is a unique 6- or 12-hour running event featuring a 1.8-mile loop course with 280 feet of elevation gain and loss per lap. The trail combines single and double-track paths along with jeep trails, offering a moderately challenging terrain. The race starts and finishe..

The Sweltering Summer Ultra is an annual running event held at Clapp Park in Pittsfield, Massachusetts. The 13th edition features an 8-hour race on a certified 0.355-mile dirt and cinder track, with runners switching directions halfway through. Participants can run or walk as many laps as they choos..

The GTA Challenge will take place in Greenfield on Saturday 16 August 2025.

The Webb Forest Wander is a family-friendly 5K race held in the scenic Webb Forest trail system in Wilmot, New Hampshire. Organized by the Wilmot Learning Place, a nonprofit preschool, the event offers a well-marked course through a beautiful nature preserve maintained by the New London Conservation..

The Tarc Summer Classic is a trail running event held at Noon Hill Reservation in Medfield, Massachusetts, featuring multiple race distances including 10 miles, 50K, and 40 miles. The course is a scenic, mostly forested loop with undulating terrain, roots, rocks, and a notable viewpoint at Noon Hill..

The Jug End Loop Ultra is a 6-hour ultra running event held at Jug End State Reservation in Egremont, Massachusetts. Participants run multiple laps of a scenic 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap. The course includes uphill and..