Trail Running calendar near Winsted 2025-2026

The Summer Solstice Trail Run is a scenic early morning event held in Gay City State Park, featuring 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, offering teams a chance to..

The Brooksvale 12-Hour event is a unique running challenge set in Hamden, CT, featuring a 4.25-mile loop with a total elevation gain of 500 feet. Participants can aim for various distances, including 50 miles, a marathon, or a 50k, making it suitable for runners of all levels. The event includes aid..

The Centurion Ultra Trail Event is a challenging running competition set in the picturesque Roosevelt Forest in Stratford, Connecticut. Scheduled for June 28-29, 2025, this event features multiple race options, including 100 miles, 100K, and 50 miles, with a unique loop course of 2.5 miles. Particip..

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a challenging 60K race, featuring approximately 6,600 feet of elevation gain, or a 15K race with about 1,650 feet of gain. The event promises a vibra..

The Rails to Trails 5K is a scenic point-to-point race held in East Hampton, CT, as part of the Old Home Days celebration. The race begins at the Connecticut Draft Horse Rescue and features a route that includes a shaded stretch along the Air Line Trail. Participants can enjoy a water station along..

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 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 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 Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This race features a 5K course and a Children's 1/2 Mile, catering to participants of all ages. The race begins on the track at Stonington High School, followed by a scenic route that include..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique running experience through the scenic Hudson Valley. Participants can choose from three distances: 50K, 25K, and a 5.5-mile race, all featuring a mix of runnable dirt roads and challenging technical single track...

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 Macedonia Trail Race, held in Macedonia Brook State Park, Kent, CT, offers a unique trail running experience with stunning single track and lush forest trails. Participants can choose from three distances: 12K, 25K, and 50K, each featuring challenging climbs and breathtaking viewpoints. The 25K..

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

The Wahaneeta Trail Run is a 5K trail race taking place in Westerly, Rhode Island, as part of the WTAC Fall Race Series. This event emphasizes a "no frills" approach, foregoing modern amenities like t-shirts and extensive awards to keep costs low and logistics simple. Participants can enjoy a classi..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will run on a scenic loop course that combines pavement, grass, and single track trails,..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event taking place in the Shawangunk Mountains, New York, featuring three divisions: a 70-mile ultra, a 30-mile run, and a half marathon. The trail showcases diverse landscapes, including wetlands, waterfalls, and stunning views across five st..

The Storybook Half Marathon is a friendly and inclusive running event taking place in Stratford, CT, on September 13, 2025. Participants can choose to run, jog, hike, or walk the scenic trail course, which features a mix of single and double track trails with some elevation. The event allows up to f..