New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 153 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
May 2027
A technical trail race in Beacon NY with a half and full marathon featuring heavy elevation gain, exposed climbs, aid stations, and strict aid station support rules.
A multi-hour trail ultra in Winona Forest, NY with 6, 12, 24 hour options and a 3 person 24 hour team on a 2.65 mile loop; camping and aid station provided.
A 5k and 1.5 mile walk at Millbrook Vineyards & Winery on May 15, 2027, featuring a mostly grass cross country course and a post run wine pour.
A 5K run and walk at Bethpage State Park with live results, free finish line photos, soft trail terrain and awards for top overall finishers.
A community 5K in Ellenville starting and finishing at Aroma Thyme Bistro, with a course along the base of the Shawangunk Mountains and a stretch on the newly resurfaced Rail Trail. Proceeds benefit local food pantries and youth scholarships.
Trail races at Green Lakes State Park on May 16, 2027, with 10 mile and 5 mile beach-to-lake routes, water aid, awards, and support for NAMI Syracuse.
A 5K trail run and walk at Blydenburgh County Park with in-person and virtual options, refreshments, and proceeds benefiting the Never Stop Running Foundation.
A chip timed 5K at Brooklyn Cider House on May 22, 2027 combining a run or walk with local cider, a shirt, medal, donut and a pour of cider.
A marathon and half marathon at Whiteface Mountain on May 22, 2027, featuring alpine and flume loops with technical footing and significant elevation gain.
A 5 mile trail race at Muscoot Farm on May 23, 2027 with two kids races on farm trails. The event is organized by Run the Farm Races and is sanctioned by USA Track and Field.
Timed endurance event at Holiday Valley on May 30, 2027 offering 7, 14, 21 and 28 mile trail options plus weighted divisions.
A Last Runner Standing style event on May 30, 2027 in Powder Mills Park with repeated one mile loops, 25 cutoff laps, a final all out lap, and family friendly facilities.
A lakeside, fully accessible 5K and a rugged 10K up Hook Mountain with 1,300 ft of climb, marked trails, limited field of 200, and adaptive support.
Trail ultramarathons near Ithaca, NY offering 50K and 50M courses with extensive singletrack, waterfalls, staffed aid stations, and drop bag support.
Backyard Ultra at Trenton Fish and Game Club in Holland Patent, NY where runners run a 3 1/3 mile loop every hour until one runner remains, with a 30 hour limit.
Mountain races on Plattekill in Roxbury NY on June 6 2027, featuring a 6.5 mile mountain course with 3500 ft gain and a steep 5k.
Trail races at Ward Pound Ridge Reservation on June 6, 2027 include a half marathon and a 10k that pass the summit where the historic fire tower is being reconstructed. Proceeds support Friends of the Fire Tower for accessibility and educational impr..
Trail races at Robert Treman State Park on June 6, 2027, with a half marathon, 10K and 5K over wooded singletrack and on-course support.