New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 179 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
Celebrate Halloween with a 5K trail run or a kids fun run at Green Lakes State Park featuring costumes candy and a festive trunk or treat session.
A community fundraiser at The Y at Watson Woods on 10/25/2026 featuring a two hour lap-based trail race, raffle tickets, a chili cookoff and a costume contest.
A 5K from Dryden Creamery along the Dryden Rail Trail with timed results, finisher treats, and awards for top runners and costume categories.
A Spartan obstacle-course weekend at Sunflower Valley Farm with Sprint, Super, Kids races, workshops, and Hurricane Heat events from Oct 31 to Nov 1 2026.
Test your endurance at Red Wing Recreation Area with a series of looped trail races ranging from 10k to 100k featuring significant elevation gain and constant support.
Experience a technical 14 mile trail race through Moreau Lake State Park featuring 2700 feet of elevation gain on mountain singletrack in Gansevoort.
A Halloween trail event at Fifth Lake Hudson Valley with a timed 5K, a 2K walk and a free 1K kids run, featuring themed medals and spooky course elements.
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.
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 5K and untimed fun run at Sachem North High School on November 7, 2026, offering awards, free finish photos, and guaranteed shirts for early 5K registrants.
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 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 offering an in-person 5K, virtual option, and a free kiddie dash with post-race refreshments.
An 8K USATF cross-country championship for Open, Masters and Para Athletic divisions at Bethpage State Park on November 8, 2026, for athletes aged 18 and older.
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.