Trail Running Calendar New York 2026-2027

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 5K cross country race at Pine Grove Middle School in East Syracuse on 19 September 2026, run on a varsity XC course with mostly trails and grass; registration runs from March 7 to September 18, 2026.

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.

The Morgan Hill Trail Races will take place in Fabius on Sunday 27 September 2026.

A community 5K on September 27, 2026 in Dolgeville along the Greenway Trail. Registration has a $25 fee with children under 12 free; proceeds fund free sports equipment for local youth.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.

A scored 5K cross country race at Van Cortlandt Park on Sunday, September 27, 2026, featuring varied trail terrain, live runner tracking, awards for top overall finishers, and a free Rising NYRR kids program for ages 2 to 18.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

A timed endurance run in Cohoes, NY on October 3, 2026 offering 6 hour, 3 hour, 1 hour and relay options while supporting Flutters of Hope, a nonprofit for those affected by eating disorders.

A 50 kilometer trail ultramarathon on October 3, 2026 in Kattskill Bay, NY, that traverses multiple Adirondack peaks around Lake George with about 9,000 feet of climbing and staffed aid stations with cutoffs.