Trail Running calendar near Chesterfield 2025-2026

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trails for both runners and mountain bikers. Participants can enjoy a full day of activities, including a 4-hour run, 10K and 5K runs, and a run/bike duathlon. The festival also offers delicious food from lo..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held in Mansfield, Connecticut, primarily along the beautiful Fenton River. Participants will encounter diverse terrain, including small bridge crossings and a climb to a 50-foot cliff. The event features three water stops and supp..

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, long c..

The Cirque Series - Killington is an exciting running event set to take place in Killington, Vermont. This inaugural race features a challenging 7.2-mile course with an impressive elevation gain of 3,133 feet, summiting three of the resort's six peaks. Participants can choose from three divisions: S..

The F.I.T. Sun Mountain Challenge is an exciting running event taking place at Bromley Mountain in Peru, Vermont. Scheduled for July 5, 2025, the challenge features three race options: a 5K, 10K, and a 25K ultra, catering to participants of all skill levels.Runners will enjoy stunning mountain views..

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 7-11 Slurpee Day Ultra 60k is a unique running event taking place on July 11, 2025, in Connecticut. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pac..

The Goshen Gallop is an annual running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont, featuring 10K and 5K trail races. Celebrating its 47th year, the event emphasizes fun, community, and the enjoyment of nature, with proceeds supporting the maintenance of the trails used during..

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

The Vermont 100 Endurance Race is a premier ultramarathon event held annually in July, attracting endurance athletes from around the globe. This challenging race features a 100-mile course that includes 17,000 feet of elevation gain, winding through scenic country roads and forested trails in the so..

The Moosalamoo Ultra is a popular trail running event held in Goshen, Vermont, starting and ending at the scenic Blueberry Hill Inn. This race features two challenging distances: a 14-mile and a 36-mile course, both offering stunning views and rugged mountain trails within the Moosalamoo National Re..

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 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 single-track trails and steep climbs. Participants can also opt for..

The People's Forest 7-Mile Trail Run, now in its 26th year, is a prominent event in the USATF/CT Mountain Ultra Trail series. Scheduled for August 2, 2025, in Barkhamsted, CT, this race offers participants a scenic and challenging trail experience. The event is dedicated to the memory of Peter Hawle..

The Sweltering Summer Ultra is an annual running event held in Pittsfield, Massachusetts, featuring an 8-hour race on a certified dirt and cinder track. Participants can run or walk as many laps as they choose, with a total of 74 laps required to complete a marathon distance. The event includes a un..

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..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of uphill and downhill terrain. The ev..

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 distances, including 10K, half marathon (13.1M), marathon (26.2M), and ultra marathon (50K). The festival showcases the park's beaut..

The TARC Fall Classic, hosted by the Trail Animals Running Club, takes place at Great Brook Farm State Park in Carlisle, Massachusetts. This popular running event features a variety of distances, including 10K, half marathon, 20 miles, 50K, and 50 miles, along with a free youth fun run. The scenic c..

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