New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 156 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
October 2026
A 5K event on October 31 at Word of Life Ranch in Pottersville with trail and road sections, guaranteed shirts for early registrants, awards for top finishers and costumes, and finish-line refreshments.
November 2026
A 5 mile trail race through varied terrain in Saratoga Spa State Park on November 1, 2026, with limited entries, age group awards, and post race drawings. Registration options include online pre-registration and cash or check on race day.
Three-person trail relay at Brantling Ski Mountain in Sodus NY on 11/01/2026, each teammate runs a 2 mile loop; entry $90.00 includes an event shirt, finisher medal and post race beer.
Experience a single loop marathon or half marathon on historic carriage roads in the Rockefeller State Preserve. Enjoy views of the Hudson River and stone bridges on a course with no pavement or cars.
Looped trail races from 5K to 50K at Mendon Ponds Park with marked courses, mid-loop aid, and a 350-runner field limit.
Memorial community event at Lewiston-Porter CSD High School on Nov 7, 2026 offering a 5k, a 1 mile walk, and family and team entry options.
A community 72nd anniversary event in Lake Ronkonkoma with a timed 5K run/walk and an untimed fun run on mixed pavement, grass and trail surfaces.
A 4K grass cross country event at the Northport VA Golf Course with military and youth categories, a short fun run, awards, and proceeds supporting local veterans.
A 5K run/walk through Audubon Community Nature Center trails in Jamestown, featuring boardwalks and flat glacial-valley terrain, with proceeds supporting Animal Ambassadors.
A flat, marked 5K trail run around Willowbrook Lake in Staten Island supporting the Greenbelt Conservancy with on-site bib pickup and trail marshals.
A trail 10k at Ward Pound Ridge Reservation on November 8, 2026 plus a monthlong November Raven 100k Challenge with a wooden finisher medallion.
A third annual Veteran's Day 5k trail run at Clear Path for Veterans in Chittenango, NY, featuring peaceful trails and wide views to the Adirondack foothills. The event supports Clear Path's programs for veterans and their families.
A community 5K at Belmont Lake State Park on November 8, 2026 with in person and virtual options, a free kiddie dash, post race refreshments, and proceeds supporting NSRF.
USATF Long Island 8K Open and Masters Para Athletic XC Championships on November 8 2026 at Bethpage State Park Playground in Bethpage NY
A 2.2 mile in-person and virtual challenge by EquiCenter to raise awareness of veteran and active military suicide and support local veteran programs.
Three-day trail stage race at Mendon Ponds Park featuring 3, 5.5, and 11 mile stages with timing and post-race food.
Ultra trail event in Staten Island with 50 Mile, 50K and Half Marathon on Nov 14, 2026 benefiting the Greenbelt Conservancy.
A six-hour looped ultra at Finger Lakes Community College on November 14, 2026, raising funds for Shortsville's free dog park; dogs allowed on short leash.
A family 5K trail run and virtual option at Bethpage State Park on November 14, 2026 with a free kiddie dash, post-race refreshments, and proceeds supporting the Never Stop Running Foundation.
A trail event in Manorville Hills with 3, 6, 12 and 24 hour options on a runnable 5K loop featuring about 270 feet gain per loop.