New York
New York Trail Running Calendar 2026-2027
Explore the best trail runs in New York for 2026-2027! Our updated list features 140 exciting trail runs across the region. Find your next trail run in New York below and join the trail community at these great events!
October 2026
A Halloween 5K on the Dryden Rail Trail with costumes, a finisher cone from Dryden Creamery, and a five-category costume contest.
Obstacle course weekend at Sunflower Valley Farm in New Hampton NY with Sprint, Super and Kids races plus an obstacle workshop and Hurricane Heat formats.
Trail races at Red Wing Recreation Area Oct 31 to Nov 1 2026 offering 100k, 50k and 10k looped courses with aid stations and finisher medals.
A trail half marathon in Moreau Lake State Park covering roughly 14 miles of technical singletrack with about 2700 feet of climb and one aid station at Bonita Lake.
A Halloween trail event in Rosendale with a timed 5k, a 2k walk and a free 1k kids run at Fifth Lake Hudson Valley.
A 5K event on October 31 at Word of Life Ranch in Pottersville with trail and road sections, guaranteed shirts for early registrants, awards for top finishers and costumes, and finish-line refreshments.
A Halloween-themed trail run at The Winery at Marjim Manor featuring a scenic 3.3 mile loop through orchards, costume prizes, timed results, and a post-race celebration.
November 2026
A 5 mile trail race through varied terrain in Saratoga Spa State Park on November 1, 2026, with limited entries, age group awards, and post race drawings. Registration options include online pre-registration and cash or check on race day.
Three-person trail relay at Brantling Ski Mountain on November 1, 2026 where teams run sequential 2-mile loops; entry includes shirt, medal and post-race beer.
Experience a single loop marathon or half marathon on historic carriage roads in the Rockefeller State Preserve. Enjoy views of the Hudson River and stone bridges on a course with no pavement or cars.
Looped trail races from 5K to 50K at Mendon Ponds Park with marked courses, mid-loop aid, and a 350-runner field limit.
Memorial community event at Lewiston-Porter CSD High School on Nov 7, 2026 offering a 5k, a 1 mile walk, and family and team entry options.
A community 72nd anniversary event in Lake Ronkonkoma with a timed 5K run/walk and an untimed fun run on mixed pavement, grass and trail surfaces.
A 46th annual 4K cross country at the VA Golf Course in Northport with proceeds supporting hospitalized and homeless veterans; includes a free short fun run and a virtual 4K.
A 5K run/walk through Audubon Community Nature Center trails in Jamestown, featuring boardwalks and flat glacial-valley terrain, with proceeds supporting Animal Ambassadors.
A flat 5K trail race through Willowbrook Park and around Willowbrook Lake with marked trails and proceeds supporting the Greenbelt Conservancy.
A technical 10k trail race at Ward Pound Ridge Reservation with a parallel November Raven 100k Challenge offering badge-based achievements and a wooden finisher woodallion.
A third annual Veteran's Day 5k trail run at Clear Path for Veterans in Chittenango, NY, featuring peaceful trails and wide views to the Adirondack foothills. The event supports Clear Path's programs for veterans and their families.
A community 5K at Belmont Lake State Park on November 8, 2026 with in person and virtual options, a free kiddie dash, post race refreshments, and proceeds supporting NSRF.
USATF Long Island 8K Open and Masters Para Athletic XC Championships on November 8 2026 at Bethpage State Park Playground in Bethpage NY