Englewood Cliffs
Trail Running Calendar near Englewood Cliffs 2026-2027
Explore the top trail runs near Englewood Cliffs for 2026-2027! We've gathered 55 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A scenic 5K through the carriage roads of Rockefeller State Park Preserve with hilly terrain, Swan Lake views, awards, t shirts and proceeds supporting carriage road maintenance.
A single-loop trail half marathon through five parks in lower Westchester County, New Rochelle. Most of the course is on dirt and wooded trails and passes through areas with visible wildlife.
Loop-based races at Livingston Memorial Oval include timed runs, a marathon, a half marathon, and a Last Person Standing event on 0.44-mile laps.
A technical trail event in Harriman State Park offering 13.1M and 10K on rugged singletrack with steep climbs, limited to 175 participants.
A community 5K in Massapequa Park on October 24, 2026 featuring a scenic course through Massapequa Preserve, awards, post-race food and live results.
A trail event at Muscoot Farm on October 25, 2026: a five-mile race plus two kids races, kids medals, and Farm Bucks for finishers.
November 2026
A community 5K and 1 mile walk on November 8, 2026 at Central Park of Morris County supporting Family Promise of Morris County, with in-person and virtual 5K options and age-group awards.
Trail races on Staten Island with looped courses of 50 miles, 50K, and a half marathon that support the Greenbelt Conservancy.
Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.
A scored 5K cross country race at Van Cortlandt Park on November 15, 2026, featuring youth programming, volunteer opportunities, live app tracking, and post-race awards.
A November cross country meet at Oak Ridge Park in Clark, NJ featuring 400m, 3K, 5K and 8K races, state championships for New Jersey, team titles for boys, girls and co-ed squads, and race amenities such as medals and free action photos.
A 5 miles lollipop loop trail race in Lewis Morris Park, Morristown NJ, run mostly on the Yellow Trail with roughly 600 feet of elevation gain. The event limits entries to 120 runners, uses cupless stations and hemp bibs, and offers free course pre..
Inwood Hill Turkey Trot is a community 5K run/walk through Inwood Hill Park in New York City, offering live result updates, free finish line photos, awards for the top two men and women, and proceeds that support the Inwood Food Pantry.
5K and half mile fun run at John J. Burns Park on November 26, 2026 supporting local charities with awards, shirts for early registrants, and post-race refreshments.
A multi-distance trail party in West Orange, NJ using a 5K loop with mixed carriage roads and technical singletrack, aid station options, accessibility support, and charity fundraising.
December 2026
Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.