Trail Running Calendar New York 2026-2027

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.

Hope House 5K Trail Run and Walk for Recovery on September 19, 2026 at Schodack Town Park includes a 5K run or walk and a children's 1 mile fun run. Proceeds support Hope House services for people affected by substance use disorder.

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 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.

A 26 mile point to point trail race in the Slide Mountain Wilderness with nearly 7,000 feet of vertical gain. Multiple aid stations, post race refreshments, and proceeds support Run Wild, Inc.

An eight hour fixed time race and relay on a flat **3.45 mile** out and back trail next to Dryden Lake. Solo and team divisions, a single well stocked aid station, and optional 0.4 mile mini loops in the final hour.