Trail Running calendar near Red Hook 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 in Kent, Connecticut, offers trail runners a unique experience with its lush forest trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on clear..

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..

The Shawangunk Ridge Trail Run (SRT) is a challenging ultramarathon event that spans 70 miles along the scenic Shawangunk Mountains, from High Point State Park in New Jersey to Rosendale, New York. The trail features diverse terrain, including rocky sections, waterfalls, wetlands, and iconic white c..

The Storybook Half Marathon is a friendly trail running event held in Roosevelt Forest, Stratford, Connecticut. The course consists of 1.64-mile loops repeated eight times, totaling the half marathon distance of 13.1 miles. Runners, joggers, hikers, and walkers are all welcome, with a four-hour time..

The Wild Goose Trail Festival is a multi-day trail running event held at Wawayanda State Park in Hewitt, New Jersey. Taking place September 20-21, 2025, it offers a variety of race distances including a 1-mile kids run, 10K, half marathon, 50K, 50-mile, 100K, 100-mile, and a 36-hour endurance challe..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Angevine Farm Trail Festival, held annually in Warren, Connecticut, offers a scenic and challenging trail running experience in the Northwest corner of the state. The event features multiple distances including a half marathon, a new 8-hour race on a 1.25-mile farm loop, and 5K races including a..

The Water Gap 50k and Half is a scenic trail running event set in the picturesque Delaware Water Gap, Pennsylvania. Participants can choose between a 50k or 25k distance, with the course primarily following the McDade Trail, known for its mix of cinder paths and singletrack trails. This event not on..

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

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 NJ Trail Series One Day is a multi-day running event taking place at the Sussex County Fairgrounds in Augusta, NJ, from October 2 to October 5, 2025. Participants can choose from various race formats, including 72-hour, 48-hour, 24-hour, 12-hour, and 6-hour races, as well as marathons and 50K ev..

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is an annual fundraising event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. The race features multiple endurance challenges, including 1-hour, 3-hour, and 6-hour runs, with options f..

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 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, held at Mohawk Mountain Ski Area in Cornwall, Connecticut, offers challenging trail running events including a marathon, half marathon, 10K, and 5K. The course features steep ascents and descents on ski mountain trails and rolling paths through Mohawk State Forest, providin..

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..

The Mt. Tom Trail Race is an exciting running event set against the stunning backdrop of Mt. Tom, featuring challenging terrain and breathtaking views, particularly during peak foliage.Participants can choose from a solo 25k, a 2-person 25k relay, or a solo 10k. The race supports the Kestrel Land Tr..

Big Bear Squatchtoberfest is a trail running event held in Harriman State Park near Tuxedo, New York, on October 19, 2025. It offers a challenging half marathon and 10K course through rugged, technical trails featuring steep climbs, rocky terrain, and scenic views, especially during peak fall foliag..