Trail Running calendar near Chesterfield 2025-2026

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 elevation gain, winding through country roads, forested trails, and scenic views..

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..

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

The Slate Valley Scramble will take place in Poultney on Saturday 9 August 2025. You can run between 8 and 13 miles.

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 loop. The trail combines single and double-track paths along with jeep trails, offering a moderately challenging terrain. The event has a relaxed, f..

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 Tarc Summer Classic will take place in Medfield on Saturday 16 August 2025. You can run between 10 and 40 miles.

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 challenging 4.2-mile course featuring woods, fields, and an apple orchard, with an elevation change of 830 feet per lap, split evenly between uphil..

The Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

The Triple Dam 10K is a scenic running and walking event held at the Power Dam Recreation Area in Perkinsville, Vermont. The course features a beautiful loop on gently rolling terrain along the Black River, incorporating grassy trails, dirt roads, and single track paths. The route starts and finishe..

The TARC Fall Classic will take place in Carlisle on Saturday 6 September 2025. You can run between 10 and 50 miles.

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, starting in West Suffield and ending in New Haven along the scenic, flat Farmington Canal Heritage Trail. This non-competitive challenge supports Mental Health Connecticut thro..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Sunday 14 September 2025. You can run between 5 and 5 kilometers.