Trail Running Calendar New York 2026-2027

Trail ultras near Cortland, NY offering 100 mile, relay, 50 mile and 50K options on steep, technical singletrack. Organizers plan a major course change and will publish maps and aid station details when ready.

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 community 5K at Campground Adventures in Hinsdale, NY, with 50 percent of proceeds benefiting the Cattaraugus County SPCA. Trails, local vendors, free parking, and refunds available up to seven days before the event.

A fundraiser at Mendon Ponds Park on September 13, 2026 offering road and trail 5K options, a trail X Challenge with exercise stations, a virtual 5K for September, and a 10K trail plus road combo.

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.

A mid September 2026 trail running festival at Greek Peak Mountain Resort featuring multiple mountain races, night runs, a dog friendly 5k, an uphill 1k, and a kids mile.

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.

Trail races in Brookfield, NY through Charles E Baker State Forest offering 5k, 15k, and a 50k ultra with 4,600+ feet of ascent across three loops; food is available and cash prizes exist for new course records.

Timed trail events at Lakeside Park in Pawling, NY on a 1.68 mile mixed-surface loop offering 3, 6, 12 (day and night) and 24 hour races. The event is cupless, has an aid station and crew area, finisher medals, and buckles for 100+ miles.

A trail event in Upper Nyack featuring 50 mile and 27 mile options on repeated 11.5 mile loops with significant elevation, three aid stations, and limited parking and lodging nearby.

A 100 km trail race around Morgan Hill State Forest near Tully, NY, covering about 63.7 miles and 10,286 feet of climb. The event features seven aid stations, required offline navigation gear, and an option to race as an eight-leg relay.

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 five mile memorial run and virtual five mile option in Hinckley, NY, with a kids fun run included; proceeds fund a memorial scholarship for students pursuing medical studies.

A one mile loop elimination challenge in Webster NY on September 20, 2026 where runners must meet shrinking time cutoffs each mile; finishers receive a medal and category pins, with cash prizes for top male and female.

A 26 mile point to point trail race in the Slide Mountain Wilderness near Shandaken, New York, with nearly 7,000 feet of vertical gain over ridgelines and rocky terrain. Proceeds support Run Wild, Inc and there is a veteran and first respon..