Trail Running calendar near Wading River 2025-2026

We have found 88 Trailruns within 80 miles of Wading River. See below where and when you can find the races.

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..

August 2025

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 trail run offers participants a scenic and challenging course through the beautiful People's Forest. The event is open..

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with stunning views along the Hudson River. The race consists of four loops, including a..

The Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This event features a 5K race along with a Children's 1/2 Mile, catering to young participants aged 10 and under. The race begins on the track at Stonington High School, followed by a scenic..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique trail running experience with courses ranging from 5.5 miles to 50K. Participants can enjoy a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced r..

The Dirty Dozen 50K is a challenging ultramarathon held in New York City’s Forrest Park. Participants are tasked with completing a 50-kilometer race that involves running 12 hilly loops, testing both endurance and mental toughness. Known for its difficulty, the event attracts serious trail runners s..

September 2025

The FallApple event in South Orange, NJ, is a diverse running competition scheduled for September 6, 2025. Participants can choose from various distances, including a 5K, 10K, half marathon (13.1 miles), marathon, 50K, and 50 miles. The course features a mix of fire roads, single-track trails, hills..

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

The Macedonia Trail Race, held annually in Macedonia Brook State Park near Kent, Connecticut, offers a unique trail running experience with challenging climbs, technical single-track trails, and scenic viewpoints. Now in its 7th year, the race features three distances: 12K, 25K, and 50K, with the la..

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 navigate a scenic loop course that combines pavement, grass, and single-track trails..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, CT. This event invites participants to enjoy a scenic route around Clark Pond and through the beautiful coastal forests of the preserve. Proceeds from the race support the maintenance and c..

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..

The Charlie Stavros Memorial Beach Run is a free, end-of-summer 3-mile running event held at Westerly Town Beach, Rhode Island. Organized by the Westerly Track Club and the Stavros family, the race features a scenic route that includes a 1.5-mile out-and-back course along the beach at low tide. This..

The Cockaponsett Trails to a Cure is a running event taking place in Chester, Connecticut, featuring two trail races: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The course includes challenging terrain with roots, rocks, and hills, and is designed to accommodate runner..

The Angevine Farm Trail Festival in Warren, Connecticut, offers a scenic and challenging trail running experience set amidst farmland, state forest trails, and seldom-used single track. The event features multiple races, including a half marathon, 8-hour endurance race on a farm loop, and a 5K canic..

The Front Runners New York Cross Country 5K is an exciting running and walking event scheduled to take place at Van Cortlandt Park in the Bronx on September 27, 2025. This event invites participants of all skill levels to enjoy a scenic course while promoting fitness and community spirit. The 5K run..

October 2025

The IronHike Endurance Series is a unique multi-day event taking place at Mohawk Mountain in Cornwall, CT, from October 2 to October 5, 2025. Participants can choose from various challenges, including individual and team formats, with distances ranging from 15 to over 152 miles, featuring significan..

The Run for the Pumpkins Trail Run is part of the WTAC Fall Race Series, taking place at Bradford Preserve in Westerly, Rhode Island. Scheduled for October 4, 2025, the event features a 10K, a 5K, and a children's 1K run for participants aged 10 and under. The courses showcase the natural beauty of..