New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 141 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
April 2027
Six hour timed trail event at Durand Eastman Park on April 3, 2027 with a ten dollar entry fee and basic water support.
A community trail event in Cross River, NY featuring a 5k trail race, a 4k walk on the same trails, and a 200 meter kids dash on the contest track.
A 5K trail run and walk at Blydenburgh County Park with a mixed-surface course, dog-friendly rules, on-site amenities, and proceeds supporting Last Chance Animal Rescue.
A trail race at Green Lakes State Park offering 50 km, 20 mile, and 10 mile options on a roughly 10-mile loop with two aid stations and event-provided socks and finisher towels.
A community 5K running event in Woodhaven, NY on April 10, 2027 supporting Jamaica College and its Penn Relays Team; registration fee $20.
Point-to-point 50K and 25K across the Suffolk County Greenbelt Trail from Sunken Meadow to Heckscher State Park, featuring five aid stations and shuttle service.
Youth trail run at Katonah Memorial Park for ages 4 to 16 with 0.5 mile and 1 mile options; registration opens January 31, 2027.
A technical trail festival on the Shawangunk Ridge near Ellenville NY offering a 25K (about 17 miles) and a 10 mile course with limited field size and on-course aid stations.
Mountain trail races in Ellenville NY on April 24, 2027 offering technical 25K and 10 mile lollipop courses with limited field and a 6 hour cutoff.
A spring trail event in Cross River NY, Leatherman's Loop is a 10K lottery-entry race with a $58 fee that includes park entry.
A timer-free 5K around Long Pond at Oswegatchie Educational Center with varied trail surfaces, a midway water station, and a free pancake breakfast with registration.
May 2027
VCP 50K is a looped trail ultramarathon in Van Cortlandt Park on 01 May 2027. The 50K course starts with a flats lap then ten cross country loops, with stocked aid stations, drop bag access, finisher medal, singlet, meal and beer.
A 10-hour endurance walking challenge at Greek Peak on May 1, 2027 offering 7 to 28 mile loop options, optional weighted rucks, timed courses, and venue-specific finisher swag.
A trail running fundraiser at Mohonk Preserve with a 50-mile ultra, a 26.2-mile trail marathon, or relay options across carriage roads and ridgelines.
A memorial mud run in Deansboro, NY featuring a 5 Mile timed obstacle race, multiple 5K waves, and a kids mile with parking donations supporting local fire and EMS.
Trail running at Bear Mountain State Park near New York City with 50K, half marathon and 10K options across technical, forested terrain.
A technical trail race in Beacon NY with a half and full marathon featuring heavy elevation gain, exposed climbs, aid stations, and strict aid station support rules.
An elimination style two person team trail race in Fabius, NY on May 8, 2027 offering Senior and Junior distance options and a post race cookout.
A looped trail ultra in Winona Forest, Mannsville NY offering 6, 12, and 24 hour options plus a 3 person team category for the 24 hour race.