Trail Running Calendar New York 2025-2026

Squatchywaska Mountainfest is an exciting trail running event taking place in Ellenville, NY, featuring two challenging courses: a 25K and a 10-mile race. Participants will navigate stunning mountain singletracks, experiencing breathtaking views of the Catskills and the iconic Verkeerder Kill Falls...

The Muddy Sneaker 20K Trail Run is a challenging trail race held in the Hi Tor Wildlife Management Area in Naples, NY. Celebrating its 25th anniversary, this event features a rugged course with significant elevation changes and various natural obstacles, including rocks, roots, and stream crossings...

Leatherman's Loop is a popular 10k trail race held annually in Cross River, New York. The event is known for its scenic course and community spirit, attracting participants of all ages, from 7 to 107. Due to its popularity, entry is determined through a lottery system.The registration fee includes t..

The AdironDUCK 5K Trail Run Walk or Ride is a fun-filled event taking place in Croghan, NY, featuring a 5K trail run, walk, and bike ride. Scheduled for April 27, 2025, this event encourages participants of all fitness levels, as most attendees choose to walk. Registration is priced at $15 and inclu..

The VCP50k is an ultramarathon event taking place in Van Cortlandt Park, Bronx, NY, designed to cater to both novice and experienced runners. Established in 2023, the race features a challenging course consisting of ten loops of a classic cross-country track, with an overall elevation gain of approx..

The Bear Mountain Trail Challenge is an exciting running event held at Bear Mountain State Park, located just an hour from New York City. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K. The course features a diverse range of terrain, including short climbs..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical ..

The 18th Annual Medved Madness Trail Races will take place at Mendon Ponds Park in Honeoye Falls, NY. This exciting spring event features two main races: a Long Course of approximately 13 miles and a Short Course of about 5 miles, with an early start option available for the Long Course. Participant..

Hoof It on the Hill is a trail running event taking place in Boutwell Hill State Forest, Cherry Creek, NY, on May 10, 2025. This fundraising race supports the Chautauqua County Equestrian Trail System and features multiple distances: 52k, 26k, 12k, and 6k. Participants will navigate through diverse ..

Trail Prom is an exciting running event organized by Salt City Trail Racing, taking place in Fabius, NY. This unique race features an elimination-style tournament format where participants compete in two-person teams across scenic Central New York trails. Runners can choose between the "Senior Prom"..

The Mind The Ducks 12 Hour event is an ultramarathon taking place in Webster, NY, where participants aim to run as many laps as possible within a 12-hour timeframe. Each lap measures 1.01203 miles, and only complete laps are counted towards the total distance. The event is organized by The Greater R..

The Sand to Serengeti is a scenic trail running event held at Green Lakes State Park, featuring two race distances: a 10-mile and a 3-mile run. The course begins at the beach, winding around the lakes and through beautiful landscapes, culminating back at the beach. Participants in the 10-mile race r..

The Sehgahunda Trail Marathon, Marathon Relay, and Vale of Three Falls event will take place at Letchworth State Park from May 17 to May 18, 2025. Participants can choose from various events, including a solo trail marathon, 2-person and 4-person relay teams, and three distances in the Vale of Three..

Winona Forest's Chase The Day Trail Ultra is a 24-hour running event set in Mannsville, NY, designed for participants of all abilities. Runners can compete solo or in teams of three, aiming to complete as many laps as possible on a well-maintained, approximately 2-mile loop. The event emphasizes cam..

The Macho Trail Run is an exciting running event taking place at Stillwell Woods Preserve in Woodbury, NY. Scheduled for May 17, 2025, the event features two main races: a 5-mile Adult Trail Run for participants aged 19 and older, and a 5-mile High School or Youth Trail Run for those aged 18 and und..

The Spring Run The Farm event, scheduled for May 18, 2025, in Katonah, NY, features a 5-mile trail race and two kids' races. The main event is open to participants aged 6 and older, while the kids' races cater to ages 7-12 and 6 and under. The race takes place at Muscoot Farm, showcasing the park's ..

Loop the Lemur at the Ross Park Zoo is a unique running event scheduled for May 18, 2025, in Binghamton, NY. Participants can choose from various timed events, including a 6-hour, 2-hour, and 1-hour loop, as well as a family fun run. The course features a .8-mile loop within the zoo, where runners c..

The Vale of Three Falls event features three running distances: a 5K, 10K, and 15K, set in the scenic Letchworth State Park. Participants can enjoy an out-and-back course that showcases beautiful views of the Genesee River and the park's natural beauty. The event includes post-race food and drinks, ..

Cayuga Trails is a scenic running event organized by Red Newt Racing, taking place at Old Y Camp in Robert Treman State Park, Ithaca, NY. Participants can choose between two challenging distances: a 50-mile race with approximately 10,203 feet of elevation gain and a 50K race with around 6,882 feet o..

Lucifer's Crossing is an exciting running event hosted by Red Newt Racing, taking place at Old Y Camp in Robert Treman State Park, Ithaca, NY. Participants can choose from three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features stunning scenery a..