New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 155 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
A 5K race at Van Cortlandt Park on December 12, 2026, with tiered registration pricing, bib pickup at the Tortoise and Hare Statue, 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.
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 with one to three 4 mile loops, an added snowshoe option, and post-race pancakes and warm drinks.
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 road race in Cape Vincent along the St. Lawrence offering 10k, half and full marathon courses, hot showers, aid stations, medals and limited fields.
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. Entry includes a t-shirt, collapsible wine glass, finisher medal, chip timed bib and a pour of wine.
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 and free kiddie fun run at Bethpage State Park with a lucky shirt, postrace refreshments including beer for 21 plus, and a virtual participation option.
April 2027
A 5K trail run and free kiddie run at Bethpage State Park with a virtual option, refreshments, bib mailing, and age group awards supporting the Never Stop Running Foundation.
Mountain trail races at Bear Mountain on April 3, 2027 offering 13.1 mile, 10K and 10K ruck on rugged technical singletrack with significant elevation gain.
Six hour timed trail event at Durand Eastman Park on April 3, 2027 with a ten dollar entry fee and basic water support.
A community trail event in Cross River, NY featuring a 5k trail race, a 4k walk on the same trails, and a 200 meter kids dash on the contest track.
A 5K trail run and walk at Blydenburgh County Park in Smithtown supporting Last Chance Animal Rescue, with varied trail surfaces, facilities, and dog friendly rules.
Trail race at Green Lakes State Park in Fayetteville, NY offering 50km, 20 mile, and 10 mile looped courses with aid stations and time cutoffs.
Point to point trail run along the Suffolk County Greenbelt Trail offering 50K and 25K courses from Sunken Meadow to Heckscher State Park on April 17, 2027.
Youth trail run at Katonah Memorial Park for ages 4 to 16 with 0.5 mile and 1 mile options; registration opens January 31, 2027.
Two mountain trail races in Ellenville NY on April 24 2027, offering a technical 25K and a 10 mile route with a 6 hour cutoff and limited entry.
25K and 10 mile technical trail races on the Shawangunk Ridge near Ellenville NY, marked courses with cliff views, 6 hour cutoffs, capped at 150 participants.