Maywood
Trail Running Calendar near Maywood 2026-2027
Explore the top trail runs near Maywood 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
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 half marathon and 10K through Harriman State Park near Tuxedo NY, featuring steep climbs, rock fields, and significant elevation gain.
Community 5K at Garret Mountain in Woodland Park supporting Autism awareness, with vendors, free gifts, $25 registration, and medals for special needs children.
November 2026
A community 5K and 1 Mile walk at Central Park of Morris County on November 8, 2026, with in-person and virtual options supporting local housing services.
A Staten Island trail event on Nov 14, 2026 offering 50 mile, 50K and half marathon looped courses while supporting 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.
Scored 5K cross country at Van Cortlandt Park in the Bronx on November 15, 2026, with youth races, live tracking, and on-site awards.
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..
A 5K run and walk through Inwood Hill Park on November 26, 2026, with proceeds benefiting the Inwood Food Pantry and options for early and race-day bib pickup.
A Thanksgiving Day 5K at Alley Pond Park with in-person and virtual options, a free kids dash, refreshments, and donations benefiting the Never Stop Running Foundation.
A multi-distance trail party at South Mountain Reservation with a looped 5K course, technical singletrack, varied elevation and aid stations offering gluten-free and vegan options.
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.
Looped ultramarathons in Prospect Park offering 50K and 50 Mile options with a single aid station, Skratch hydration, chip timing and finisher belt buckles.
Trail races of 3.1 mile and 6.2 mile in Morris Plains with cocoa, bundt cake, a limited shirt and a finisher medal; proceeds support St. Jude.
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 winter trail party in West Orange, New Jersey on a 5K loop with timed 3H and 6H options and a rucking division, fundraising for the South Mountain Conservancy.
February 2027