New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 174 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
March 2027
A chip-timed 5K run and walk at Three Brothers Wineries & Estates in Geneva, New York on March 27, 2027, with race swag, a cider donut and a pour of cider included; results are posted online.
A late-March trail event at Bethpage State Park offering a 5K trail run, a free kiddie fun run, race shirt, on-site refreshments and a virtual participation option.
April 2027
A community 5K run and free kiddie run at Bethpage State Park with trail terrain, a virtual option, and donations benefiting the Never Stop Running Foundation.
A mountain trail event at Harriman State Park near Bear Mountain on April 3, 2027 offering 10K, 10K ruck and 13.1M courses on rugged, technical singletrack with marked routes, aid stations, rucking divisions, and adaptive support.
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 hilly wooded 5K, a 4K walk through the main trail, and a 200 m kids dash on the contest track. Registration opens 8/24/2026 with limited pre-registration t-shirt incentives.
A 5K trail run and walk at Blydenburgh County Park in Smithtown, NY on mixed surfaces through park trails. The event supports Last Chance Animal Rescue and includes onsite hydration, restrooms, same day results and photos.
Trail race at Green Lakes State Park on April 10, 2027 offering 10 miler, 20 miler, and 50 km on a 10.4 mile loop with varied trails and two aid stations.
Shore2Shore in East Islip, NY on April 17, 2027 follows the Greenbelt from north shore to south shore and offers 50K and 25K distances.
A mountain trail run in Ellenville, NY on April 24, 2027 offering a 25K (about 17 miles) and a 10 mile course across technical singletrack, cliffs and carriage roads, with aid stations and support for land conservation charity Run Wild, Inc.
A mountain trail event in the Shawangunk Ridge near Ellenville offering a 25K (closer to 17 miles) and a 10 Miler on technical singletrack and carriage roads, with significant climbing, marked courses, two aid stations, and proceeds supporting land c..
A spring 10K trail race in Cross River NY on April 25 2027, organized by Leatherman's Loop Races. Entry is by lottery with registration Jan 8 to Jan 11 2027 and the $58 fee includes the park entry.
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 single-day endurance walk at Greek Peak in Cortland NY on May 1 2027 offering 7, 14, 21, and 28 mile options with optional 10, 20 or 35 pound ruck weights and a 10 hour finish window. Trails include shaded singletrack and ridgeline views.
A 50 mile ultra, a 26.2 mile trail marathon, and relay options on the Shawangunk Ridge to raise funds for Mohonk Preserve.
A technical trail event near Beacon, NY offering a roughly 14.5 mile half and a 26.5 mile full with large elevation gain, exposed climbs, staffed aid stations, post race food, a shirt and a finisher item.
A timed trail event in Winona Forest featuring 6, 12, and 24 hour options plus a 3-person 24 hour team on a 2.65-mile loop, with camping and on-course aid.
A 5K run/walk through Bethpage State Park featuring soft trails, live timing, free finish-line photos, and advance bib pickup at Orangetheory Fitness Farmingdale.
A community 5K in Ellenville starting and finishing at Aroma Thyme Bistro, with a course along the base of the Shawangunk Mountains and a stretch on the newly resurfaced Rail Trail. Proceeds benefit local food pantries and youth scholarships.