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 Allegany Adventure Run is an annual trail running event held in the scenic Art Roscoe Trail System of Allegany State Park, Salamanca, NY. Participants can choose from three challenging distances: a 5K, a 13K, and a 27K, each offering unique terrain and beautiful views. The event features well-ma..

The Sterling Squatch Half Marathon, part of the Squatchywaska Mountainfest, offers participants a challenging and scenic experience through the stunning trails of the Shawangunk Ridge. With two course options—25K and 10 miles—runners will navigate rugged terrain, steep climbs, and breathtaking views..

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

The AdironDUCK Trail Run is a fun-filled event taking place in Croghan, NY, featuring a 5K trail run, walk, and bike ride. Scheduled for April 27, 2025, participants can enjoy a scenic course while engaging in a community-oriented atmosphere. The event encourages all fitness levels, with most partic..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, NY, attracting participants of all ages from 7 to 107. The event is known for its scenic course and community spirit, and entry is determined through a lottery system due to high demand. The registration fee includes the par..

The Conquer The Trail 5k is an annual running event celebrating its 10th year, taking place at Mercy University in Dobbs Ferry, NY. This year, the race will feature a flat and fast out-and-back course along the Old Croton Aqueduct Trail, with a single hill before the finish. Proceeds from the event..

The 45th Annual Doc Lopez Run for Health is set to take place in Elizabethtown, NY, featuring a half marathon and a 5K trail run. This event aims to benefit the University of Vermont Health Network - Elizabethtown Community Hospital. Participants can enjoy scenic views along the challenging half mar..

The Bear Mountain Trail Challenge is an exciting running event set in 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 terrains, including short climbs..

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 race held in Beacon, NY, on May 4, 2025. The event features a half marathon (~14.5 miles, 4,800’ gain) and a full marathon (~26.4 miles, 9,000’ gain), both offering technical terrain, steep climbs, and breathtaking..

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 is known for its festive atmosphere, including a..

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..

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 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 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..

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..

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..