Trail Running Calendar New York 2026-2027

OakRunner Trail Run features 5K and 10K mountain trail courses at Oak Mountain in Speculator, NY. The route runs on wooded, uneven trails with climbs and descents and a portion of proceeds benefits the Oak Mountain Race Team.

Trail runs and walks on August 29 2026 at Phillips Creek State Forest offering 5K, 10K, and a newly added 25K over varied forest trails with creek crossings, mud, and rolling terrain.

A 50K trail ultramarathon in Forest Park, Queens. The race is 12 laps of a 2.5 mile counterclockwise loop with about 300 ft climb per lap, aid stations after each lap, and an eight hour cutoff.

Trail marathon and half marathon on Kennedy State Forest single track with age and gender staggered head starts including a nonbinary category. Cupless aid stations placed every 3 to 4 miles require runners to carry personal hydration.

Timed trail event on a 4 mile loop in Sugar Hill State Forest near Watkins Glen, NY. Choose a 3 hour, 6 hour or 12 hour duration with aid station, post run food, swag, and limited parking.

A women only back yard ultra on a 4.167 mile loop run every hour on the hour in Phoenix NY. Forest trails, open field sections and night running combine with common ultra distance milestones and proceeds benefiting local women's shelters.

A 31 mile trail ultramarathon through remote Adirondack wilderness with rocky singletrack, three aid stations, and a reviewed entry process.

Trail races at Ontario County Park with a half marathon and a 5 mile course, on-site camping, post-race food and awards, and volunteer-supported operations.

A trail event in Rosendale, NY featuring 70 mile, 30 mile and half marathon divisions along the Shawangunk Ridge. The course covers varied terrain, is unsupported, and uses shuttle transport and checkpoint controls.

Trail ultras in Cortland, NY on September 12, 2026 offering multiple distances including a 100 mile and a relay; the course features steep climbs, singletrack and technical sections, with pacer, pole and crew access policies.

A community wellness event at Sprague Brook County Park on September 12, 2026 featuring a 5K trail run and a 2 mile non timed walk, with proceeds supporting the Bread of Life Outreach Center and keepsake blankets for early registrants.

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.

A dog-friendly 5K at Campground Adventures in Hinsdale NY with scenic trails, local vendors, and 50% of proceeds donated to the Cattaraugus County SPCA.

An annual fundraiser at Mendon Ponds Park offering road and trail 5K options, a trail 5K with challenge stations, a virtual 5K in September, and a 10K combo. Proceeds support ROCovery recovery programs and community services.

Trail runs in Letchworth State Park on September 13, 2026 offering 5K and 10K woodland courses with on-course water, chip timing, and post-race refreshments.

A weekend of mountain trail races at Greek Peak Mountain Resort with distances from a kids mile to a 25k, plus night and dog-friendly events.

An obstacle and fitness race on September 13, 2026 in Fayetteville, NY featuring a roughly 3 mile course with about 23 first responder inspired challenges, including Search & Rescue, Hose Drag and timed mental focus tasks.

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

Multi-day timed ultras at Shortsville Reindeer Farm on a one mile grass and trail loop. Multiple timed options, an on-course aid barn, and belt buckles for finishers who complete 100 loops; proceeds support ROCovery Fitness.