Trail Running Calendar New York 2025-2026

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, all set against a backdrop of scenic trails that feature diverse terra..

The VCP 50K 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 appro..

A Run to Remember is a community-focused running event taking place at The Farm Trails at Greig Farm in Red Hook, NY. Scheduled for May 3, 2025, the event features a 5K Trail Run and a 5K Walk, designed to honor loved ones who have passed away while promoting health and togetherness. Participants ca..

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 Medved Madness Trail Races is an annual spring event held at Mendon Ponds Park, featuring two main races: a Long Course of approximately 13 miles and a Short Course of about 5 miles. Participants can also enjoy a free Kids K Trail Race. The event includes a post-race barbecue, allowing runners t..

The Bruynswick Winery Run for UCSPCA is a 4.5-mile cross-country race organized by the Shawangunk Runners, taking place at the scenic Kiernan Farm/Bruynswick Winery in Gardiner, NY. This event aims to support the Ulster County SPCA, which is facing increasing demands due to the rising number of anim..

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

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, with options for the "Senior Prom" (8 to 20 miles) and the new "Junior Prom" (4 to..

The Towpath Trail Run is a running event scheduled for May 10, 2025, in Saint Johnsville, NY. Participants can choose between a 10K run and a 5K run/walk, both taking place on a fully paved, flat, and fast course. The event is organized with timing managed by TNT Timing, and results will be availabl..

The Miner Legacy RuN is a running event scheduled for May 10, 2025, in Chazy, NY. This event features both a 5K and a 10K run/walk, designed to honor the contributions of nurses during National Nurses Week. Organized in collaboration with the Miner Institute and the CVPH Foundation, the race aims to..

The Black River Trail 15K is an exciting running event scheduled for May 10, 2025, in Watertown, NY. Participants can choose from three distances: 5K, 10K, or a 15K combo, with options for rucking as well. The race takes place on a scenic, fully paved trail, offering beautiful views of the Black Riv..

The Mayfly Ultra is an exciting running event taking place in Stony Creek, NY, featuring a challenging 49K ultra marathon and a 27K mini run, along with a relay option for teams of four. Set against the stunning backdrop of the Adirondack Park, participants will navigate both paved and unpaved roads..

The Sand to Serengeti is a trail running event held at Green Lakes State Park, featuring two race distances: a 10-mile and a 3-mile course. The race begins at the sandy beach, winding around Round Lake and up towards the scenic Serengeti area before returning to the beach. Participants in the 10-mil..

The Sehgahunda Trail Marathon, Marathon Relay, and Vale of Three Falls is a running event taking place at Letchworth State Park in Portageville, NY, from May 17 to May 18, 2025. Participants can choose from various events, including a 26.3-mile trail marathon, 2-person and 4-person relay teams, and..

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 2.6-mile loop. The event emphasizes camaraderie and..

The Loop the Lemur event at the Ross Park Zoo is a unique running experience scheduled for May 18, 2025. Participants can choose from various timed events, including a 6-hour, 2-hour, and 1-hour loop, as well as a family-friendly Fun Run. The course is a .8-mile loop within the zoo, where runners ca..

The Nassau Suffolk Trail Marathon & 15 Miler is a premier running event taking place in Farmingdale, NY, on May 18, 2025. This event features two main races: a full marathon and a 15-mile trail run, both set in the scenic Bethpage State Park. Participants will enjoy a well-marked course that include..

The Vale of Three Falls event, organized by YellowJacket Racing, 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. Each race o..

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 area's..