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!
December 2026
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 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.
January 2027
Winter trail run of about 10k at Harriet Hollister Spencer State Recreation Area with likely snow, no aid stations, and a post-race gathering at Birdhouse Brewing.
Winter trail race in Ontario County Park with 4, 8, and 12 mile options, a heated lodge, pancake refreshment, and winter-focused gear recommendations.
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.
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 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 5K trail run and free kiddie clover fun run at Bethpage State Park with a virtual option, finisher shirts, post race refreshments and age group awards.
April 2027
A scenic 5K at Bethpage State Park with in person and virtual options, refreshments, bib mailing, and age-group recognition; proceeds support 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/walk at Blydenburgh County Park in Smithtown, NY, featuring mixed trail surfaces, dog-friendly rules, on-site amenities and proceeds benefiting Last Chance Animal Rescue.
Experience the scenic trails and rare meromictic lakes of Green Lakes State Park in this popular trail race featuring 10 mile, 20 mile, and 50 km distances.
Point-to-point trail runs of 50K and 25K across the Suffolk County Greenbelt Trail, finishing at Heckscher State Park on April 17, 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.
A USATF sanctioned 10K trail race in Cross River, NY on April 25, 2027, with entry by lottery and a $58 fee that includes park entry.