Trail Running calendar near Chesterfield 2025-2026

The Nipmuck South Trail Race is a 15.7-mile out-and-back trail run held at Mansfield Hollow State Park in Mansfield, Connecticut. The scenic course follows the Fenton River and features varied terrain including small bridge crossings, a climb to a 50-foot cliff, fields, and woods. Runners navigate t..

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 Flat Rock Trail Race, held in Dunstable, Massachusetts, features a challenging 5-mile loop with nearly 600 feet of elevation gain. The scenic course includes landmarks such as the Arched Bridge Conservation Area, an old railroad bed, a former granite quarry and farm, and climbs to the tops of Bl..

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 Woodland Trail Series, hosted by Tri-Valley Front Runners, is a well-established trail running event held at West Hill Dam in Uxbridge, Massachusetts. Celebrating its 27th year, the series features three races on different dates in June, July, and August, with distances of approximately 5, 4.6,..

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

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 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 challenging course features 17,000 feet of climbing over country roads, forested trails, and scenic views of the southern Green Mountai..

The 12 Hours of Lawrence Woods is a half-day ultrarunning event held in Medford, Massachusetts, within the scenic Lawrence Woods section of the Middlesex Fells Reservation. Participants run a roughly 5-mile loop course that stays within the woods without crossing over itself, sharing only one inters..

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 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 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..