Trail Running Calendar New York 2026-2027
We have found 173 Trailruns in New York. Check below where and when you can find the races.
0 – 100∞ km
Articles
Belgian Ultrarunner Karel Sabbe's Record-Breaking Pacific Crest Trail Run Showcased in New YouTube Documentary
Explore Karel Sabbe's record-breaking Pacific Crest Trail run in a riveting documentary. Jour..
Trail Running: How it Can Help Reduce Stress and Anxiety
Trail running is an effective way to reduce stress, anxiety, and improve physical and mental he..
Trail Running vs. Road Running: Which One Is Right For You?
When it comes to running, there are two primary options to choose from: trail running and road..
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 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 timed charity tower climb at Empire State Plaza in Albany that reaches the 42nd floor with 809 steps. Water stations, bailout floors and medics are provided; registered participants receive a t shirt and finisher's medal.
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.
The Cat's Tail Trail Marathon in Shandaken, NY is a 26 mile point to point trail race through the Slide Mountain Wilderness with about 7,000 feet of vertical gain. The race offers aid stations, post race refreshments, and a 25 percent veter..
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 scored 5K cross country race at Van Cortlandt Park in the Bronx on September 27, 2026, part of NYRR's fall series; includes free youth races for ages 2 to 18 and awards for top finishers across divisions.
October 2026
A timed endurance running event in Cohoes, NY on October 3, 2026 offering 6 hour, 3 hour and 1 hour options plus relays. It benefits Flutters of Hope, a nonprofit supporting people and families affected by eating disorders.
A 50 kilometer trail race on October 3, 2026 in Kattskill Bay NY that crosses four peaks around Lake George with about 9,000 feet of climb, staffed aid stations, and a registration requirement for prior ultra-trail experience.
A four mile trail race through Irvington Woods on October 4, 2026, with varied terrain including climbs and stairs; start and finish at Irvington High School. Registration runs March 15 to September 4 with a $40 fee.
A 3.1 mile trail race at the Great Swamp Conservancy habitat center in Canastota NY on October 4, 2026. The course runs on natural trails and crosses a country road; registration opens July 15 and the fee is $20.
On October 4, 2026 the Highlander Heavy Half in Cold Spring, NY is a 13.7 mile trail race with roughly 4,000 ft of elevation gain through the Hudson Highlands. A portion of proceeds supports the NYNJTC.
An off pavement 5 km trail run and walk through Winona Forest in Mannsville, NY, limited to 100 participants, with timing, awards and a post race BBQ. Proceeds support Friends Forever Animal Rescue and leashed dogs are welcome.
Run a scored 5K race through the scenic trails and varied terrain of Van Cortlandt Park. This Bronx event features divisions for all adults and free youth races for ages 2 to 18.