Trail Running Calendar New York 2026-2027

This two-day tradition in Central New York racing takes place at Green Lakes State Park. Saturday features a variety of multisport events, including a sprint triathlon and duathlon. Sunday is dedicated to an 8K trail race, with a challenge..

Many On The Genny is a 45-mile trail ultra taking runners along both sides of Letchworth State Park's famed gorge. The course features beautiful vistas, steep climbs, and remote sections where self-sufficiency is key. It offers both a solo..

Manitou’s Revenge is a 53-mile ultramarathon through the remote Catskill Mountains. With 15,000 feet of climbing on rocky, steep trails, the course becomes progressively more difficult. It runs from Windham to Phoenicia on the Long Path.

Experience a scenic 5K run through the 200 acre Sheldrake Point Winery featuring cross country trails and views of Cayuga Lake followed by live music and wine.

Tackle steep slopes at the Whiteface Mountain Races on July 4. Choose from a brutal 10k mountain loop, a 20k SkyRace, or a direct Vertical K ascent. The event also features a family-friendly kids' climb and Sunday group runs.

The Finger Lakes 50s offers a scenic trail running challenge on a looped course through the Finger Lakes National Forest. Choose from 25K, 50K, or 50 mile distances, all finishing with a BBQ and community atmosphere. Camping is available fo..

The Red Wing Trail Challenge offers 60K, 30K, and 15K distances on a rugged 15K loop in Lagrangeville, NY. The course features mixed terrain and significant elevation gain on each lap. Post-race food and unique finisher awards are provided.

The Pinky’s Rock n Rolla will take place in Queens County on Saturday 11 July 2026. You can run 4 miles.

This trail run in Naples, NY explores the scenic High-Tor Wildlife Management Area. The course starts in the community park, features significant climbs on the Finger Lakes Trail, and passes multiple aid stations. Runners can choose between..

This event takes runners on an out-and-back journey along the scenic Keuka Outlet Trail, passing waterfalls and historic mills. The race in Penn Yan, NY is capped at 400 participants and finishes with a post-race celebration.

Run or walk through the historic Liberty Vineyard & Winery. Choose a 5K for a finisher medal and finish line wine, or a leisurely 1K with four wine tastings. Enjoy an after party with games, contests, and food trucks at this scenic family f..

Event Overview The Wakely Dam Ultra is a 55 km ultra marathon held in the Adirondack Park wilderness of New York State. The point-to-point course follows a remote section of the Northville Placid Trail between Piseco Lake and the Wakely Dam..

Choose your distance on the loop trails of Gore Mountain. This timed trek offers four options up to 28 miles, with a 10-hour limit and the choice to add weight for an extra challenge. Finishers get a shirt, patch, and a post-trek party, wit..

The Webster Trail Classic is a scenic trail run through three distinct parks in Webster, NY. Runners can choose between a 10-mile or a 3.5-mile course, each offering varied terrain. A free kids fun run is also part of the event.

The Mighty Mosquito Trail Race in Mendon Ponds, NY offers a weekend of trail running with distances from 5 to 100 miles, plus relay options. The event features solo and team formats, including a unique nighttime 50K. All proceeds support th..

Experience the wooded trails of the historic Ward Pound Ridge Reservation in New York. This event offers 25K, 50K, and 50 mile distances featuring a mix of technical singletrack and runnable carriage roads.

Take on rugged ravine trails in Binghamton with 5K, 15K or a timed 12 Hour endurance challenge. Expect steep climbs, creek crossings and technical terrain, plus an option to race with a weighted pack for added grit.

Run steep ski slopes at Swain Ski Resort in a mountain trail race with two loops and nearly 2,500 feet of climbing, including the Robinson ascent. Enjoy post race food and drinks and chase championship and age group prizes.

This trail run and walk supports autism awareness, with all proceeds going to charity. Participants can enjoy a scenic 5-mile loop through the woods of the Trenton Fish and Game Club. The event includes a free kids run and is timed by the U..

The Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk will take place in Wading River on Saturday 8 August 2026. You can run 3 miles.