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New York Trail Running Calendar 2026-2027

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Explore the best trail runs in New York for 2026-2027! Our updated list features 137 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!

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 on November 1, 2026 where teams run sequential 2-mile loops; entry includes shirt, 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.
Community 5K and untimed fun run on November 7, 2026 at Sachem North High School with T-shirts, live results, finish line photos, and age group awards.
A 46th annual 4K cross country at the VA Golf Course in Northport with proceeds supporting hospitalized and homeless veterans; includes a free short fun run and a virtual 4K.
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 5K trail race through Willowbrook Park and around Willowbrook Lake with marked trails and proceeds supporting the Greenbelt Conservancy.
An eleventh annual trail event at Ward Pound Ridge Reservation on Nov 8, 2026 featuring a 10k course to Raven Rocks Overlook and a November 100k virtual challenge.
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, and proceeds supporting the Never Stop Running Foundation.
Cross country championship 8K at Bethpage State Park on November 8, 2026, for Open, Masters and Para Athletic divisions with age-group and team awards.
Hoof-It For Heroes offers 2.2 miles in person and virtual options to raise awareness of veteran suicide and support EquiCenter veteran programs.
A scenic second-annual 5K at the New York Botanical Garden on November 8, 2026, combining road and trail sections with post-run festivities and garden views.
Race 5 is the STXC Championships of the 2026 five race Southern Tier Cross Country Series at Chenango Valley State Park, featuring team scoring and off road courses.
A three day trail stage race at Mendon Ponds Park offering 3, 5.5 and 11 mile stages, series awards, and finishers' apparel and swag.
Night trail running at Dryer Road Park with glow-marked trails, offering a 5 miles main course and a 1.5 miles fun run for kids and families plus a post-race party.
An ultra trail event on Staten Island offering 50 Mile, 50K and Half Marathon loop courses and benefiting the Greenbelt Conservancy.
Six hour trail ultra on a 1.72 mile loop at Finger Lakes Community College, raising funds for the Shortsville dog park; leashed dogs are welcome.
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