New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 141 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
December 2026
Ugly Sweater 5K in Canajoharie is an annual December community run on the Erie Canal bike trail with age-group prizes and proceeds supporting the Community Youth Center.
A looped ultramarathon in Prospect Park offering 50 mile and 50K options, one aid station per lap, a 15 hour cutoff, and finisher belt buckles.
A trail only 8K at Sunken Meadow State Park in Kings Park, NY on December 6, 2026, with a post-race raffle and holiday cookie fest; proceeds support local charities.
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 backyard ultra at Blydenburgh County Park: runners repeat a 4.167 mile loop each hour until one completes the final loop; proceeds support Long Island trail maintenance.
A 5 km park race at Van Cortlandt Park on December 12, 2026, presented by Race The Bronx and Cash Cow NYC with race T shirts and bag check.
A 5 mile winter trail race at Mountain Lakes Park in North Salem NY with start and finish in the Yurt Village, a central firepit, and proceeds supporting park trail projects.
A winter 9 mile trail run at Highland Forest near Fabius with snowy, icy terrain and optional shortcuts, followed by a pancake breakfast with gluten free options by request.
January 2027
Winter trail run at Harriet Hollister Spencer State Recreation Area on January 9, 2027, an approximately 10k loop and the first race of the Common Ground Winter Trail Series.
Winter trail race at Ontario County Park offering one to three loops of a 4 mile course, a snowshoe option subject to conditions, and post-race pancakes and hot drinks.
Traditional Stone Wall snowshoe races in Mannsville with mass starts for 5K and 10K, loaner snowshoes, post race food and awards for top finishers.
February 2027
Winter trail races at Mendon Ponds Park with 5 mile, 25k and 50k options and a lodge aid station serving hot drinks and food.
A winter ultramarathon in Lockport NY with 25, 50 and 100 mile options, paved towpath running, aid stations and warming facilities at Wide Water's Marina.
A winter road race in Cape Vincent offering 10k, half and full marathon on a flat out and back course along the St. Lawrence with limited entry.
March 2027
Trail events at Sunken Meadow State Park on a roughly 1.4 mile loop with one hour and three hour formats awarding titles for greatest distance covered.
A chip timed 5K at Osprey's Dominion Vineyards in Peconic, NY on March 20, 2027 with a cross country grass course, wine pour, race shirt, cup, and medal.
A chip timed 5K run and walk at Three Brothers Wineries and Estates in Geneva NY on March 27 2027 with a T shirt, cider pour, medal and donut.
A trail 5K at Bethpage State Park with a free kiddie run, virtual option, post-race refreshments, and age-group recognition.
April 2027
A trail 5K with a free kiddie run at Bethpage State Park, refreshments and a virtual entry option; proceeds support the Never Stop Running Foundation.
Mountain 10K and half marathon in Bear Mountain NY on rugged technical trails with steep climbs, scrambling, and mandatory safety gear.