Trail Running Calendar New York 2026-2027

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.

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.

UltraTrax Greek Peak is a single day endurance walk in Cortland, NY offering 7, 14, 21, and 28 mile loop options on forest single track, with optional weighted rucks and a 10 hour finish window.

UltraTrax Holiday Valley is a single-day endurance walk in Ellicottville with 7, 14, 21, and 28 mile options, a 10-hour finish window, and optional 10, 20, or 35 lb rucking; trails are marked and aid stations are provided.

The Denfit Ultra will take place in Cape Vincent on Sunday 9 May 2027. You can run between 50 and 100 kilometers.

A timed trail ultra in Winona Forest near Mannsville, NY offering 6 hour, 12 hour, 24 hour and 3 person team formats on a 2.65 mile loop with a manned aid station and camping options.

A chip timed 5K at Ledge Rock Hill Winery in Lake George on May 16, 2027, run and finish on a mostly grass cross country course with mildly challenging terrain. Registration includes a T shirt, collapsible wine glass, finisher medal, and a..

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 scholarship..

A 5K trail run and walk at Blydenburgh County Park with a free kiddie dash, mixed surface course, finish line hydration and post race refreshments. Virtual participation is available and donations benefit the Never Stop Running Foundation.

An obstacle race weekend at Bethel Woods in June 2027 featuring Sprint, Super and Kids races across rolling hills and classic obstacles; teams can secure shared start times and eligible U.S. service members may receive a discount.

A lake and summit event at Rockland Lake State Park combining a fully accessible 5K paved loop with a rugged 10K trail up Hook Mountain that gains about 1,300 ft and includes steep, rocky sections and one aid station.

A mountain trail event at Plattekill in Roxbury NY on June 6, 2027, featuring a 6.5 mile course with 3500 ft ascent and a steep 5k. Awards and finisher swag are planned for top finishers.

YMCA Race Weekend at Green Lakes State Park in Fayetteville, NY offers multisport events on June 12 and an 8K trail race plus a kids fun run on June 13, 2027.