Trail Running Calendar New York 2026-2027

Trail races at Ontario County Park in Gannett Hill on September 12, 2026, with a long and short course plus a 5 mile option. The weekend includes camping options, post-race food and beverages, branded giveaways, and volunteer incentives.

A trail race along the scenic Shawangunk Ridge near Rosendale NY offering 70-mile, 30-mile, and half marathon divisions on an unsupported, checkpointed route with shuttle access and event swag.

Trail ultramarathon near Cortland, NY on September 12, 2026 offering 100 mile, 100 mile relay, 50 mile and 50K options. The course features steep climbs, technical singletrack and major elevation gain; pacers are allowed for the 100 mile.

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.

Adventure Tails 5K is a dog-friendly community run and walk at Campground Adventures in Hinsdale, NY. Fifty percent of proceeds benefit the Cattaraugus County SPCA while participants use scenic trails and visit local vendors.

A community fundraiser at Mendon Ponds Park with in-person and virtual 5k options plus a Trail X Challenge and a 10k combo. The event supports ROCovery and includes event swag and packet pick up dates.

A 5K and 10K trail run in Letchworth State Park on September 13, 2026 featuring woodland courses, finisher medals, a post-race celebration at Trailside Lodge, and timed results with downloadable certificates and photos.

An inaugural trail festival at Greek Peak Mountain Resort in September 2026 featuring multiple mountain races, a kids mile, and a dog friendly 5k. Night races require headlamps and an Uphill 1k climbs the Iliad slope.

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.

A trail running event in Brookfield, New York offering 5k, 15k and 50k courses through Charles E. Baker State Forest; the 50k uses multi loop format, has over 4,800 feet of gain and a nine hour cutoff.

A timed trail festival in Pawling, NY offering 24, 12 (day and night), 6 and 3 hour events on a roughly 1.7 mile loop with about 160 feet of gain per loop. The event includes an athlete tent area, aid station offerings, cupless rules, and f..

A trail event at Nyack Beach State Park offering a 50 mile ultra with about 9,700 feet of ascent and a 27 mile mountain marathon with about 4,900 feet, on looped singletrack with river views.

A 100 km trail race around Morgan Hill and nearby forests near Tully, NY, crossing four counties with mostly single track terrain and seven aid stations. Runners must carry offline navigation and meet required safety gear; the race has a 20..

A community 5K and 10K on the Keuka Outlet Trail in Penn Yan with start and finish at Cascade Falls. Courses pass Seneca Mills Falls and the 10K reaches the former Fox Mills site; shirts and medals included.

Trail run and walk at Huyck Preserve in Rensselaerville NY on Saturday September 19 2026. Routes of 2 5 and 8 miles pass Lake Myosotis and a historic racetrack while raising funds for local organizations.

A scenic 5K cross-country race and a 2 mile fun run and walk at Crown Point State Historic Site. The event includes awards for 5K participants, on-site facilities and a waived registration fee for students 18 and under.