Woodland Park
Trail Running Calendar near Woodland Park 2026-2027
Explore the top trail runs near Woodland Park for 2026-2027! We've gathered 52 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A community 5K at Duke Island Park on October 10, 2026, run on a flat, paved trail alongside the Raritan River. Proceeds support Family & Community Services of Somerset County, which provides mental health and addiction services.
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.
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 run at Hillside Park offering 10K and 5K courses to benefit a free digital mammography program, with food, on-site water, timing, and 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.
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.
An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.
January 2027
Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.
A January trail party in West Orange with a 5K loop plus timed 3 and 6 hour options, rucking divisions, and fundraising for the South Mountain Conservancy.