Trail Running Calendar New York 2026-2027

Experience a scenic trail run through the meadows and forests of Muscoot Farm. Choose from the 5 mile course or youth races and receive vouchers to spend at the local farmers market.

Experience the natural beauty of Green Lakes State Park with a 10 mile or 3 mile trail race. Run through scenic lakeside paths and open fields starting and finishing at the local sandy beach.

Timed one hour and two hour laps plus a kids run on a 0.8 loop through Ross Park Zoo, with a custom shirt, medal, and zoo admission included; proceeds support the zoo and fundraising can win a Red Panda encounter.

Three out-and-back distances through Letchworth State Park on May 17, 2026, with hilly gravel roads and Genesee River views. Post-race food, shirts, and finisher medals are provided.

A chip timed 5k at Ledge Rock Hill Winery in Lake George, NY, on a cross country style out and back course. Race swag includes a T shirt, a shatterproof collapsible wine glass and a medal, with age group awards and charity partner Nik's Wis..

A community 5K in Ellenville on May 17, 2026 that starts and finishes at Aroma Thyme Bistro, follows the base of the Shawangunk Mountains and the newly resurfaced Rail Trail, and finishes with a garden gathering; proceeds benefit local food..

Trail marathon and 15-mile trail race at Bethpage State Park on May 17, 2026. Registration opens Feb 23 and a portion of proceeds supports the Long Island Greenbelt Trail Conference.

A four mile cross country race in Riverdale and Van Cortlandt Park with an informal kids fun run, finisher hat, awards for top finishers and masters, and post race refreshments; proceeds benefit the FDNY Foundation.

A trail 5K at Blydenburgh County Park on May 23, 2026 with in person and virtual options plus a free kiddie dash. The route mixes pavement, dirt roads, and hard packed trails and includes post race hydration and refreshments.

Experience the trails of Highland Forest County Park with 10 mile, 20 mile, and 50K distance options. This event features technical terrain and significant elevation gain through forests and logging lanes near Fabius.

The Mills Miles is a Last Runner Standing event at Powder Mills Park in Pittsford, NY featuring repeated one mile loops with time cutoffs, a final all out lap, post-race BBQ and awards, and fundraising support for TrailsROC.

A four mile road and trail race in Forest Park with start and finish at Victory Field track. The event is limited to 500 entrants, includes chip timing, technical shirts for pre-registrants, finisher medals, cash awards and age group trophi..

A single-day endurance walk at Holiday Valley, Ellicottville on May 24, 2026, offering 7, 14, 21, or 28-mile options with optional 10/20/35 lb rucking, a 10-hour finish window, well-marked trails, and regular aid stations.

A four race 5 km trail series at Cole's Woods in Glens Falls across Tuesdays in May, with a 20 km challenge for those who complete all four events. Entry fees, T shirt allocation, awards and proceeds benefiting the Glens Falls Youth Center..

A budget-friendly midweek trail series across four Monroe County parks offering single-race entries or an all four series option. Features chip timing, a post-race cookout, series scoring and awards plus a custom hat for series entrants.

Six 5K cross country races take place at Van Cortlandt Park from May 28 to July 30, 2026, on the classic Tortoise and Hare course. The final three evenings include free half mile kids runs, weekly awards and post race raffles.

A trail ultramarathon at Robert Treman State Park on May 30, 2026, offering 50K and 50 Mile courses with substantial elevation. Routes are mostly singletrack and pass waterfalls, stone stairs, multiple aid stations, and managed drop bag sup..

Trail run in Boutwell Hill State Forest near Cherry Creek New York offering 6k, 12k, 26k and 52k routes. The event raises funds for the Chautauqua County Equestrian Trail System and includes aid stations for the longer distances.

ENDURE Last Man Standing in Bethpage State Park asks runners to repeat a fixed 4.2 mile loop each hour; finish within the hour to continue. Laps continue with progressively shorter cutoffs until one runner remains or the event window ends.

Experience a 5K cross country run or walk through the mowed trails of Peach Hill Park. Reach the highest point in Poughkeepsie for panoramic views and enjoy post race snacks and awards.