New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 142 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
A 53 mile ultramarathon in the Catskills with about 15,000 ft of climbing, rocky trails, limited aid stations and extended self-sufficiency requirements.
A Last One Standing trail event at Clark Reservation State Park on June 19, 2027, using two short loop courses with descending lap cutoffs and USATF sanctioning.
A lakeside 5K at Camp Talooli on June 21, 2027 featuring single track trail, country roads and the Oswego Recreation Trail; walkers welcome.
A free Naples Trail Day challenge of marked hill-climb loops around Naples with GPS-based times and a 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 event at Newtown Battlefield State Park in Elmira, NY, on a one mile loop with about 300 feet of elevation gain per lap, plus aid station, food, and awards.
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.
A scenic 5K at Pindar Vineyards in Peconic with a post race party featuring live music, food trucks and award winning wine.
1K tasting walk and 5K run/walk at Liberty Vineyard & Winery with on-course wine samples, finish-line wine, a 5K medal, food trucks and parking fees.
Trail festival in Honeoye Falls NY on July 24 to 25 2027 offering solo 100 mile, 50 mile, daytime and nighttime 50k, shorter races, and 99 mile and 50 mile relays.
A remote 30 km singletrack mountain race in the Catskills with significant elevation gain, strict qualifying standards, volunteer-supported aid, and a six hour finish limit.
LIC Wellness Fest Hurricane Fit Race in Long Island City features a one block, 20-obstacle course with live results, finish line photos, wellness activities, and cash awards.
A backyard ultra at Mt. Van Hoevenberg on July 31, 2027 where runners complete repeating 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 in Wading River on August 7, 2027, with live results, free finish photos, and proceeds benefiting the 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.
An ultramarathon on the Erie Canal towpath from Wide Water's Marina offering 25, 50 and 100 mile loop distances with staffed aid stations.
Trail races of 50K, half marathon and 10K take place on the Mt. Van Hoevenberg trails in Lake Placid with forest routes, steep climbs and summit views.
Trail event at Belleayre Resort in the Catskills with a rugged 25K (about 15 miles, 5,000+ ft) and an 8K on ski slopes, supporting donations and carbon offsets.
A 5K held inside Yankee Stadium on August 8, 2027 with in-person and virtual options, chip timing, and a race medal and shirt for participants.