Trail Running calendar near North Fork 2025-2026

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..

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..

The Nipmuck Trail Marathon, organized by the Shenipsit Striders, is a challenging 26.4-mile trail race held in Ashford, Connecticut. The course follows a rugged segment of the Nipmuck Trail, featuring rocks, roots, mud, and wood bridges, offering a demanding experience for trail runners. Participant..

The Run the Vineyards - Pindar Fall 8K is a scenic running event set in the picturesque Pindar Vineyards in Peconic, NY. Participants can choose between an 8K and a 5K race, both featuring flat courses primarily on hard-packed dirt trails and grass, making them walker-friendly. The event includes ch..

The KMT Fall Foliage Frenzy is a trail running event held in Montebello, NY, featuring 3-hour and 6-hour timed races. Participants run on a scenic 2.33-mile loop with approximately 660 feet of vertical gain, offering stunning views of the changing leaves in Kakiat Park near Harriman State Park. The..

The Tesla Hertz Run is a multi-distance ultramarathon event held in Rocky Point, NY, on October 10, 2025. Participants can choose from various races, including 150-mile, 100-mile, 100K, 50-mile, 50K, and 10-mile distances, with some races starting as early as Friday evening and others on Saturday an..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This ultra run offers various distance options, including 26.2M, 50K, 50M, 100K, and 100 miles, allowing runners to challenge themselves at..

The Mohawk Mountain Race, organized by Steep Endurance, takes place at Mohawk Mountain Ski Area in Cornwall, CT. This challenging trail event features multiple race options, including a 5K, 10K, Half Marathon, and Marathon, with courses that incorporate the ski mountain's steep ascents and descents,..

The Paine to Pain Trail Half-Marathon is an annual trail running event held in Westchester County, New York, typically in October. It features a challenging course that winds through the woods and trails of five different parks, with most of the race on dirt, rocks, and roots, offering a scenic and..

Run The Farm is a trail running event scheduled for October 19, 2025, at Muscoot Farm in Katonah, NY. The event features a 5-mile race for adults and two kids' races: one for ages 7-12 and another for children aged 6 and under. Participants can enjoy the scenic beauty of the farm while promoting awa..