Trail Running Calendar New York 2026-2027

A six-hour run and relay at Belmont Lake State Park honoring Fred von der Heydt with individual and team competition on a 1.50 mile loop and commemorative apparel.

A scored 5K cross country race at Van Cortlandt Park in the Bronx on September 27, 2026, part of NYRR's fall series; includes free youth races for ages 2 to 18 and awards for top finishers across divisions.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

A timed endurance event in Cohoes, NY offering 6-hour, 3-hour and 1-hour solo options plus 6-hour relays, organized by Flutters of Hope Inc to raise awareness and funds for people affected by eating disorders.

A 50 kilometer trail ultramarathon on October 3, 2026 in Kattskill bay, NY, starting and finishing at Camp Chingachgook with about 9,000 feet of climbing across multiple Lake George peaks. Prior ultra-trail experience is required.

Test your endurance at Kissing Bridge with this twelve hour backyard ultra style event. Runners tackle a three mile loop every hour on the hour until the final race determines the winner.

A 3 mile open unattached race in Genesee Valley Park, Rochester, included in the 60th McQuaid Invitational. Online entry runs July 5 to October 2 with a $15 pre race fee and $20 cash on race day.

Run through 300 acres of scenic vineyards on a flat trail course in Peconic. Enjoy live music, food trucks, and a post-race glass of wine at this chip-timed autumn event.

A 4-mile trail race through Irvington Woods on October 4, 2026, starting and finishing at the Irvington High School campus; rain or shine.

A 3.1 mile trail race at the Great Swamp Conservancy habitat center in Canastota NY on October 4, 2026. The course runs on natural trails and crosses a country road; registration opens July 15 and the fee is $20.

Trail half marathon of 13.7 miles with 4,000 ft gain in the Hudson Highlands near Cold Spring NY on October 4 2026; a portion of proceeds support NYNJTC.

A fall trail 5K in Winona Forest that supports Friends Forever Animal Rescue, featuring an all-off-pavement course, on-site timing, awards, a post-race BBQ, and the option to add a donation during registration.

Run a scored 5K race through the scenic trails and varied terrain of Van Cortlandt Park. This Bronx event features divisions for all adults and free youth races for ages 2 to 18.

Trail runs of 3.1 miles and 6.2 miles take place at Genesee County Park and Forest on October 4, 2026. Proceeds support ACORNS and a portion will go to breast cancer research.

A tower run up the Empire State Building's 86 floors and 1,576 stairs in New York with multiple entry categories and specific registration windows.

A four day trail event in Rocky Point centered on a 10.48 mile loop, offering distances from 10 miles to 150 miles with two stocked aid stations, crew and pacer support, and weekend long cut-offs for all races.

Trailwagger at Gilbert Lake State Park on October 10, 2026 features 3, 5 and combined 8 mile courses, a two person team division, and a dog stroll. A portion of proceeds supports a local animal shelter.

Trail runs of 10K and 23K through singletrack and dirt roads in Danby State Forest with views from the Thatcher Pinnacles. The course features marked turns, aid stations, and varied elevation and footing.

A trail race weekend in October 2026 near Hemlock, NY featuring a full marathon, a 15K and a point to point 5K across single track and gravel, with proceeds directed to local trail maintenance.

An off road run at Holiday Valley Resort in Ellicottville on October 10, 2026, with 4 mile and 8 mile options. Entry is limited and Ellicottville Brewing will provide after race refreshments.