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New York Trail Running Calendar 2026-2027

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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!

June 2027
YMCA Race Weekend in Central New York features a sprint triathlon, duathlon, aquabike, aqua run and an 8K trail race while raising funds for YMCA charitable programs.
A community 5K and 1 Mile family walk at Camp Edey in Bayport with family activities, race amenities, and proceeds supporting Girl Scouts scholarships and programs.
Point to point half marathon from Trumansburg to Cass Park in Ithaca with a net descent, trail sections, aid stations, shuttle service, and race day amenities.
A roughly 45 mile trail ultra in Letchworth State Park using both sides of the gorge, mostly off road, with six aid stations and stretches up to eight miles between them.
A 53 mile ultramarathon through the Catskill Mountains with about 15,000 ft of climbing, remote aid stations and long self supported stretches between Windham and Phoenicia.
A free, self supported hill climb challenge in Naples NY where participants complete marked loops, log times with GPS, and compare combined results 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 3 hour timed trail event at Newtown Battlefield State Park in Elmira, NY with repeated 1 mile loops, a stocked aid station, post run food and participant swag.
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 wine themed running event at Liberty Vineyard & Winery on July 24, 2027 featuring a 1K tasting walk and 5K run with tastings, medal, food trucks and an after party.
A multi-distance trail weekend in Mendon Ponds near Honeoye Falls featuring solo ultras, day and night 50K races, team relays and fundraising for the Blue Foundation.
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.
LIC Wellness Fest Hurricane Fit Race in Long Island City uses a one block mystery obstacle course with 20 obstacles and offers wellness activities, live results, photos, 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 and free finish line photos.
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 in Mannsville NY where runners repeat 4.167 mile loops each hour until one runner remains, with a central aid station and personal crew areas.
A multi distance trail event at Tulip Hill in Green Lakes State Park with 100K, 50K, 25K and a 12 hour timed loop around the lakes.
Trail event in Brookfield NY with 5k, 15k and 50k routes through Charles E Baker State Forest, the 50k has 4,800+ ft elevation.
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