Trail Running Calendar New York 2026-2027

Experience three scenic out-and-back races at Letchworth State Park. Choose from the 5K, 10K, or 15K on a hilly gravel road with river views. Each distance features multiple aid stations, a finisher medal, and an event shirt.

Event Overview The Ledge Rock Hill Wine Run 5K takes place at the Ledge Rock Hill Winery in Lake George, New York. The event features a 5K distance, which is open to participants aged 1 to 99. It is a timed race, with professional timing an..

Celebrate a Hudson Valley tradition dating back to 1983 with the Run Like The Wind 5K in Ellenville. This scenic course runs along the Shawangunk Mountains and features a section on the newly resurfaced Rail Trail. All event proceeds suppor..

A weekend running camp in the Catskill Mountains offering guided coaching, group runs, and mental performance sessions. The schedule includes long runs with significant elevation and meals are provided. It's designed for fit trail runners l..

Experience a refreshing spring trail run or walk through the scenic paths of Blydenburgh County Park. Enjoy a 5K course featuring dirt roads and wooded trails followed by delicious refreshments and professional finish line photos.

This classic trail run offers a choice of distances on a looped course in Highland Forest County Park. Runners will navigate a mix of single-track trails and dirt roads with minimal support. The event features post-run food and a unique for..

A 4 mile out-and-back road and trail race in Forest Park, Queens on May 24, 2026, starting and finishing at Victory Field Track; entries capped at 500, guaranteed technical shirts for pre-registrants, custom medals for finishers and cash aw..

Explore the wooded trails and scenic ridgelines of Ellicottville during this timed multi distance event. Choose from four different distances and earn unique rewards at the post trek lodge celebration.

Experience a series of four mid-week trail races across Monroe County parks with distances ranging from 3.5 to 4.5 miles. Enjoy a low-key atmosphere featuring chip timing and a post-race hot dog cookout.

Cayuga Trails offers a famously scenic 50M/50K course through the gorges and waterfalls near Ithaca, NY. Now in its 14th year, the event supports local trail projects and fosters a strong trail community. Participants receive unique swag an..

Tackle forest trails for a cause at Hoof It on the Hill. This fundraiser for local equestrian trails offers four distances, from 6k to 52k, through the varied landscapes of Boutwell Hill State Forest. Expect muddy fun, generous cutoffs, and..

This 5K cross-country run and walk takes place at Peach Hill Park in Poughkeepsie, reaching the town's highest point. It's open to all ages, with proceeds supporting the park's maintenance. Awards, snacks, and a rain date are part of the co..

Conquer the trails of Lower Robert H. Treman State Park in Ithaca, NY. Choose from a 5K, 6.66-mile, or half-marathon course featuring gorge trails, stairs, and a final single-track descent. Registration includes park entry and post-race ref..

Event Information The Frost Town Trail Festival is a trail running event held at the RMSC Cumming Nature Center in Naples, New York. It features two race distances: a 25 km and a 10 km trail run. The event supports the environmental educati..

The Rockwood Ramble 10K offers a scenic run on carriage roads through the woods of Rockefeller State Park Preserve. The event features a standard 10K and a separate kids' run, with all proceeds supporting trail maintenance.

Tackle the infamous "staircase of death" on a rugged 3.8-mile loop in New York. Choose to run solo, join a relay, or take on the flexible Fun Run over a 12-hour period. Start when you like and run as many laps as you can.

The Levee Loop Trail Race 10K - Islip will take place in Islip on Saturday 6 June 2026. You can run between 5 and 10 kilometers.

A mountain running challenge in Roxbury, NY, featuring a tough 6.5-mile race and a shorter 5k option. Both courses traverse the ski slopes and trails of Plattekill Mountain. Awards are given for top finishers in each race.

Celebrate community superheroes at Seneca Park with a 5K run or a one mile stroll. This family friendly event supports hearing health and developmental services for all ages and abilities.

Experience an evening trail run through Mendon Ponds Park with 4 mile and 8 mile options. This self-sufficient race features a loop course through scenic meadows and eskers followed by a post-race cookout.