Maywood
Trail Running Calendar near Maywood 2026-2027
Explore the top trail runs near Maywood for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A scenic October 5K on the carriage roads of Rockefeller State Park Preserve with hilly terrain, awards, and proceeds supporting carriage road maintenance.
Trail half marathon in New Rochelle running a single loop through five Westchester parks on mostly dirt shaded trails with frequent wildlife on October 11, 2026.
Looped running at Saddle River County Park on Oct 11 2026 with options from 2 miles to 60K, aid stations, official timing, and awards.
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.
Technical trail races in Harriman State Park featuring a rugged half marathon and a steep 10K with substantial elevation gain and marked singletrack.
Trail race at Jungle Habitat in West Milford NJ offering 13.2 miles, 6.6 miles and 3.4 miles loops on single track with notable climbs and cupless aid stations.
BLUE 5K RUN in Woodland Park supports children with Autism and families; the mostly trail 5K at Garret mountain features vendors and medals for special needs children.
Faith centered Pro Life 5K at Central Park of Morris Plains raising funds for the Saint John Paul II Respect Life Ministry, now a professionally timed cross country course.
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.
Ultra trail event in Staten Island with 50 Mile, 50K and Half Marathon on Nov 14, 2026 benefiting 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 5 mile lollipop loop trail race at Lewis Morris Park with rocky single track, about 600 ft of climbing, free course previews, and sustainability measures like reusable cups and hemp bibs.
A farm based 5K trail run plus a kids fun run for ages 6 and under in Yorktown Heights supporting Friends of Hilltop Hanover Farm.
A community 5K through Inwood Hill Park on November 26, 2026 with proceeds benefiting the Inwood Food Pantry and on-site bib pickup options.
A Thanksgiving 5K at Alley Pond Park with a three-loop course, a free kiddie dash, virtual option, race shirts, and donations supporting the Never Stop Running Foundation.