Trail Running Calendar New York 2026-2027

A winter road race along the St. Lawrence in Cape Vincent offering 10k, half and full marathon options on a flat out and back to Tibbetts Point Lighthouse, with showers, aid station, finisher medal and a capped field.

Snowshoe races at Moreau Lake State Park on February 28, 2026, with 15K and 4.7 mile single loops plus a kids 1 mile out and back. Snowshoes are mandatory and limited rentals are available on a first come first serve basis.

A 3 x 2 mile cross country relay at Sunken Meadow State Park in Kings Park, NY, marking the 47th running of the event. The program includes a youth division, a costume contest with prizes, post race refreshments and multiple age categories.

Looped hill races at Sunken Meadow State Park where the most distance in a three hour loop crowns the King and Queen, and a separate one hour event crowns the Prince and Princess.

This 5K trail run at Bethpage State Park offers a scenic, mostly flat course through the park's soft trails. Participants receive a themed shirt and can enjoy post-race refreshments, including a free beer for those 21+. The event supports t..

Run or walk a 5K through the scenic Osprey's Dominion Vineyards in Peconic. Registration includes a wine glass, a medal that works as a wine stopper, and a pour of wine. The event is open to all ages and even welcomes leashed dogs.

Run a rugged 10k trail race through the historic paths of Van Cortlandt Park in the Bronx. It's billed as the first true five-borough trail run. Finish line prizes include famous carrot cake, and part of your fee supports local park trails.

Run the perimeter of Heckscher State Park on smooth trails. Choose a 7-mile or 14-mile loop for a cupless, manually timed race. All finishers get a wooden medallion and a bucket hat.

Trail race at Harriman State Park near Bear Mountain, NY on April 4, 2026. Features a technical 10K with 1,400 ft gain and a half marathon with over 2,600 ft, plus a 10K rucking division and a six hour cutoff.

The Three Brothers Spiked Apple 5K is a scenic run/walk through vineyards and orchards at a Finger Lakes estate. Registration includes a t-shirt, finisher medal, cider donut, and a pour of cider, with awards for age groups. It's a community..

A 5K run and walk at Bethpage State Park on April 4, 2026 with a free kiddie run and a virtual 5K window, trail terrain, on-site amenities, and proceeds benefiting the Never Stop Running Foundation.

This scenic 5K trail run takes place through the vineyards and groomed trails of Spring Lake Winery in Lockport. All finishers receive a keepsake wine glass, with awards for top runners. An optional adult Easter egg hunt adds to the post-ra..

Timed six hour event in Rochester, NY on April 4, 2026 with two three hour legs. Parking is at Durand Eastman Park on Lakeshore Blvd and registration closes April 3 at 11:59 PM ET.

A *5K* trail run/walk through Blydenburgh County Park on April 11, 2026 with in-person and virtual options, on-site refreshments and hydration, dog-friendly rules, and proceeds supporting Last Chance Animal Rescue.

A fast, point-to-point half marathon descending from Slingerlands to the Hudson River in Albany. The course features paved rail trails and offers amenities like live tracking, gear check, and a post-race celebration. A free shuttle bus mana..

A community trail event in Cross River, NY on April 12, 2026 featuring a 5k trail race, a 4k walk that skips part of the hill loop, and a 200 meter kids dash on the track.

A community trail event in Irvington on April 12, 2026 featuring a 5k trail run and a 0.6 mile kids 1K for ages 10 and under, with a portion of proceeds supporting the Irvington Bulldog Booster Club.

Trail races at Green Lakes State Park in Fayetteville, NY offering 50km, 20 Miler, and 10 Miler on an approximately 10 mile loop with varied terrain and about 1,300 feet of elevation gain.

A point to point trail event on the Long Island Greenbelt Trail with 50K and 25K options, fully stocked aid stations, required two hours of volunteer trail work, and a finish at Heckscher State Park with a shirt and finisher award.

The final Conquer the Trail Race is a 7.5 km run on the flat Croton Aqueduct Trail. This special edition supports Mercy University's Mav Market and celebrates the school's 75th anniversary. The event offers awards, raffles, and free parking..