Trail Running calendar near Mount Kisco 2025-2026

The Shawangunk Ridge Trail Run (SRT) is a challenging trail running event held in Rosendale, New York, featuring three race distances: a 70-mile ultra, a 30-mile race, and a half marathon. The course follows the scenic Shawangunk Ridge, a 70-mile trail extending from New Jersey to New York, known fo..

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 Mountain Lakes Trail Run & Walk in Princeton, NJ, is a scenic event held at the Billy Johnson Mountain Lakes Nature Preserve, benefiting the Friends of Princeton Open Space. It features a 5K+ trail run and a 3K walk, both traversing a mix of paved park trails, unimproved service paths, and singl..

The Wild Goose Trail Festival is a multi-day trail running event held at Wawayanda State Park in Hewitt, New Jersey. Taking place over September 20-21, 2025, it offers a wide range of distances including a 1-mile kids run, 10K, half marathon, 50K, 50-mile, 100K, and a 100-mile ultra with a generous..

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 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, held annually in Warren, Connecticut, offers a scenic and challenging trail running experience in the beautiful Northwest corner of the state. The event features multiple race options including a half marathon, a new 8-hour endurance race on a 1.25-mile farm loop, a..

The Water Gap 50k and 25k is a scenic trail running event held in Milford, Pennsylvania, featuring distances of 50 kilometers and 25 kilometers. The race course follows the McDade Trail, a 32-mile route through the Delaware Water Gap National Recreation Area, known for its stunning views of the Dela..

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 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 timed trail running event held in Montebello, NY, near Kakiat Park and Harriman State Park. Participants can choose between 3-hour and 6-hour race options, running on a challenging 2.33-mile loop with approximately 660 feet of vertical gain. The course offers stunnin..

The Tesla Hertz Run, held in Rocky Point, NY, is a multi-distance ultramarathon event featuring races from 10 miles up to 150 miles. The course is a scenic 10.48-mile loop through the pine barrens of Long Island, offering a remote trail experience with minimal outside interaction. Runners benefit fr..

The Forbidden Forest 30 Hour Ultra Run is an epic endurance event held in Stratford, Connecticut, offering runners up to 30 hours to complete distances ranging from a marathon (26.2 miles) to 100 miles. The course features a challenging 2.23-mile loop with roots, rocky terrain, and a notable hill ca..

The Mohawk Mountain Race, held at Mohawk Mountain Ski Area in Cornwall, Connecticut, offers a challenging trail running experience with 5K, 10K, Half Marathon, and Marathon distances. The course features steep ascents and descents on ski mountain trails, including the Wildwood, Timber, Pine, Laurel,..

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, o..

The 2025 Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. The course features shaded trails with a mix of dirt roads and hard-packed surfaces, suitable for first-time trail runners, though strollers and wagons are..

Run The Farm in Katonah, NY, is a scenic 5-mile trail race held at Muscoot Farm, scheduled for October 19, 2025. The event features a main 5-mile race open to ages 6 to 108, along with two kids' races: one for ages 7-12 and another for children 6 and under. The race highlights the natural beauty of..