Trail Running calendar near Winchendon 2025-2026

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, feature two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful views...

The 4K Trail Run is a unique running event taking place in Boston, Massachusetts, on May 21 and 22, 2025. Participants can register as individuals or as part of corporate teams, making it a versatile option for runners of all backgrounds. The event not only promotes physical fitness but also support..

The Ocean State Ultra is an exciting running event taking place on May 24, 2025, at Big River State Management Area in West Greenwich, Rhode Island. Participants can choose from three race categories: 100 miles, 12 hours, and 6 hours. The course features a mix of desert, pavement, and trails, totali..

The Taunton Trail Half Marathon is an exciting running event featuring an ultra-flat and fast course, ideal for both beginners and experienced trail runners. Set against the backdrop of Taunton's picturesque waterways, participants can enjoy a thrilling experience while challenging themselves. The e..

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Sunapee Scramble is an exciting mountain running event scheduled for June 1, 2025, at Mount Sunapee in New Hampshire. Participants will tackle a challenging course that spans approximately 9.4 miles with an elevation gain of 3,250 feet, featuring two laps that include both service roads and tech..

The Drummer Hill Trail Races, taking place in Keene, NH, offers a variety of race distances including 50K, 37.5K, 25K, and 12.5K. Participants can choose how many laps of the 12.5K course they wish to complete, allowing for a flexible and personalized racing experience. The course features technical..

The Norbrook Farm Brewery Trail Festival is an exciting outdoor event featuring a variety of trail races and mountain biking activities. Set in the picturesque Norbrook Farm Brewery, participants can enjoy a day filled with adventure, including a 4-hour run, 10K and 5K runs, and a run/bike duathlon...

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Mansfield, CT. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes th..

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, MA. This event features three race distances: 15K, 25K, and 50K, set in the scenic Pittsfield State Forest. The races aim to support Free to Run, Inc...

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, offering participants three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra and Trail series, providing a..

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 Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 33 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Vermont 100 Endurance Race is one of the oldest 100-mile races in the United States, renowned for its challenging course that features 17,000 feet of elevation gain. Taking place over scenic country roads and forested trails in the southern Green Mountains, the event attracts endurance athletes ..

The Soapstone Assault is a challenging trail running event that takes place around Soapstone Mountain, covering approximately 5 miles. Participants will tackle a rigorous course that requires them to ascend the mountain six times, making it a demanding hill workout. The race features steep, rocky, a..

The Ragged 75 Stage Race and 50K is a challenging running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a total of 75 miles with approximately 15,500 feet of elevation gain, featuring technical single-track trails, steep climbs, and diverse terrain. Participants ..

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 for marathon completion. The event includes a unique aid..