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!
June 2027
Weekend multisport event at Green Lakes State Park with Saturday triathlon style races and relays, and Sunday 8K trail racing plus a kids beach run for ages ten and under.
A community 5K race and 1 Mile family walk at Camp Edey in Bayport supporting Girl Scouts scholarships and outdoor programs.
Point to point half marathon from Trumansburg to Cass Park in Ithaca with a net descent along the Black Diamond Trail and staffed aid stations.
A roughly 45 mile trail ultramarathon in Letchworth State Park on June 19, 2027, with predominantly off-road terrain and six aid stations across the course.
A 53 mile Catskills ultramarathon on June 19, 2027 with about 15,000 feet of climbing, rocky terrain, limited aid and phased registration.
A free GPS based hill loop challenge in Naples NY supporting the Naples Trail Collective with marked courses and a post run gathering at Engine 14 Brewery.
July 2027
A free, family oriented memorial 5K in Thousand Island Park on July 3, 2027 with an unpaved, minimally marked course and informal smartphone timing.
A three-hour timed trail challenge at Newtown Battlefield State Park (Elmira, NY) on July 10, 2027, featuring a 1-mile loop with about 300 ft gain per lap, aid station, and post-run food.
A roughly 5 miles trail run through varied terrain at Bowdoin Park in Wappingers Falls, with a 150 runner cap and awards for overall top finishers.
SKECHERS Wicked Wine Run at Liberty Vineyard combines a 1K tasting walk and a 5K run or walk with on-course tastings, finish line wine, contests, food trucks, and an after party.
Remote, technical 30 km trail race in the Northern Catskills with about 4,800 ft of climbing and a six hour cutoff; strict qualifying standards and limited entry.
An obstacle race on a single city block in Long Island City with 20 obstacles, wellness programming, live results and awards including a 500 dollar first prize.
A backyard ultra on wooded trails at Mt. Hovenberg where runners complete repeated 4.167 mile loops each hour until one runner remains.
August 2027
A zero carbon, approximately 100 mile trail race in the Catskills with over 25,000 ft of ascent on technical terrain, with crew and pacer options and strict gear requirements.
A scenic 2.5 mile trail run at Wildwood State Park on August 7, 2027 with live results, free finish line photos, and proceeds benefiting Friends of Wildwood State Park.
Mountain trail race at Swain Ski Resort of about 6.5 miles and 2,500 ft gain, a 2027 USATF Niagara championship event with climb and descent prizes.
Backyard Ultra at Winona State Forest near Mannsville NY where runners repeat a 4.167 mile loop every hour and continue until one runner remains.
September 2027
Trail races at Ontario County Park in Naples NY on September 12, 2026 featuring a half marathon and a 6 mile course with aid stations and post-race food.
October 2027
Trail races at Harriman State Park in Tuxedo New York featuring a 10K and a 13.1 mile course, with registration supporting trail maintenance.