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!
November 2026
A community 5K run/walk at Belmont Lake State Park on November 8, 2026 with in-person and virtual options and proceeds supporting the Never Stop Running Foundation.
Three day trail stage race at Mendon Ponds Park featuring 3, 5.5 and 11 mile stages. Rolling starts, a headlamp requirement for the night stage, timing, post-race food and a finisher hoodie for those who complete all stages.
Trail races on Staten Island with looped courses of 50 miles, 50K, and a half marathon that support the Greenbelt Conservancy.
Run or walk as many loops as you choose during this 6 hour event on the Manchester Gateway Trail. This dog friendly race features a scenic 2.3 mile course and benefits the local dog park through a dedicated raffle.
A family-friendly 5K trail run and walk at Bethpage State Park on November 14, 2026 with in-person and virtual options and a free kiddie dash.
A scored 5K cross country race at Van Cortlandt Park on November 15, 2026, featuring youth programming, volunteer opportunities, live app tracking, and post-race awards.
Turkey Trot 2026 in Ithaca is a roughly 5.5-mile prediction run with no watches allowed, supporting Loaves and Fishes. Participants predict their time and the closest guesses win pies.
5K and half mile fun run at John J. Burns Park on November 26, 2026 supporting local charities with awards, shirts for early registrants, and post-race refreshments.
Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.
December 2026
An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.
A winter trail festival at Powder Mills Park offering 5, 10, and 15 mile options on a looped single-track course, green-race refill-only hydration, limited registration, and a custom hot cocoa mug for early registrants.
A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.
January 2027
Winter trail race on Jan 2, 2027 at Harriet Hollister with an approximately 10k loop, no on-course aid, and a post-race gathering in Honeoye.
Winter trail races at Ontario County Park offering roughly 4, 8, and 12 mile options, a heated lodge, pancakes and hot drinks, plus a snowshoe demo.
February 2027
Winter trail races at Mendon Ponds Park offering 5 Mile, 25k and 50k options with on‑site aid at Hopkins Point Lodge and a $30 registration fee.
Out-and-back winter races from Cape Vincent Recreation Park to Tibbetts Point Lighthouse offer 10k, half and full marathon options. Heated staging, showers and sheltered aid stations are provided; safety lights are required and fields are capped.
March 2027
Chip timed 5k run and walk at Osprey’s Dominion Vineyards in Peconic, NY on March 20, 2027, over a two lap cross country loop with a postrace wine pour for eligible participants. Registration includes a T shirt, collapsible wine glass and finisher me..
A free morning group run on March 20, 2027 at Mendon Ponds Park with a 5 km hike option and a 10 km run, cake, informal surprises, and volunteer opportunities.