Trail Running Calendar New York 2026-2027

A 6.5 mile trail race at Westmoreland Sanctuary in Mount Kisco on August 23, 2026, with start and finish at the Fox Lane High School campus and a non-perishable food collection for the Mt. Kisco Food Pantry.

Explore the forested trails of Western New York in this second annual event. Choose from 5K, 10K, or the new 25K distance, each offering a mix of hardwood stands, pine plantations, and varied terrain. The event supports trail improvement pr..

A trail marathon and half marathon in Kennedy State Forest near Virgil, NY, featuring rolling single track, significant elevation gain, and age and gender based staggered starts. Aid stations are every 3 to 4 miles and the race is cupless.

A 50K trail ultramarathon in the Wilcox Lake Wild Forest near Stony Creek, NY, run as a lollipop loop from Harrisburg Lake through East Stony Creek Trail and Wilcox Lake. It includes two aid stations, water filter opportunities, and a post-..

Trail races at Ontario County Park in Naples, NY on September 12, 2026, centered at Wilson Lodge. The event features a revised long course and short course format, camping and Friday social events, post-race food, giveaways, and awards.

A trail event near Rosendale New York with 70 mile, 30 mile, and half marathon options along the Shawangunk Ridge. The course is rugged and minimally supported so participants must carry food and water purification.

A trail ultramarathon near Cortland, New York offering 100 mile, 100 mile relay, 50 mile and 50K options. The course features steep climbs, technical singletrack and significant elevation gain, with pacer and crew provisions and a 36 hour l..

Experience a scenic trail run or walk at Sprague Brook County Park to support the Bread of Life Outreach Center. Enjoy groomed trails followed by a wellness fair and community celebration.

Experience an outdoor adventure at Everest Park featuring a four mile obstacle course with forty natural and man made challenges. Families can choose between the full mud run or a specialized mini course for younger children.

Experience a non competitive trail run or walk through 63 acres of scenic trails at a therapeutic riding facility. Choose between 1km and 5km distances and earn a completion medal while supporting a local nonprofit.

Celebrate fitness and recovery at Mendon Ponds Park with a variety of road and trail races. Choose from five kilometer courses or a ten kilometer combination with options for added physical challenges.

Run through the scenic "Grand Canyon of the East" at Letchworth State Park. Choose a 5K or 10K trail course, both starting near the Trout Pond. All finishers receive a medal and post-race food.

Experience the inaugural Greek Peak Running Festival featuring mountain trails and uphill climbs. Choose from diverse distances including night runs and family events at the scenic Greek Peak Mountain Resort.

The Corporate Fun Run Pier 84 Manhattan will take place in New York on Monday 14 September 2026. You can run 5 kilometers.

Trail races in Brookfield New York include a 5K, a 15K loop and a 50K ultramarathon with over 4,600 feet of climb. The 50K runs as three loops and the event features on site food and cash prizes for new records.

The Hook Mountain Ultra is a demanding 50-mile or 27-mile trail race in Upper Nyack, NY. The course features repeated loops with significant climbs, ridge running, and scenic Hudson River views. It includes full aid station support and has..

A 100km trail race around Morgan Hill State Forest in Tully, NY, crossing four counties on mostly single-track trails. The route features ponds, waterfalls, reservoirs, and significant elevation and requires offline navigation and self-suff..

A community 5K and 10K on the Keuka Outlet Trail in Penn Yan with start and finish at Cascade Falls. Courses pass Seneca Mills Falls and the 10K reaches the former Fox Mills site; shirts and medals included.

Experience a scenic five mile run or walk through the Adirondack foothills on wooded trails and seasonal roads. Support local medical scholarships while enjoying the natural beauty of Hinckley with both live and virtual options.

Test your endurance in this unique elimination challenge where participants must run one mile loops under increasingly faster time limits until only one runner remains standing.