South Orange
Trail Running Calendar near South Orange 2026-2027
Explore the top trail runs near South Orange 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
Six consecutive Saturdays of 5K cross country races in Monmouth County with team and age-group scoring, weekly caps, and series and weekly awards.
A 4 miles trail race through Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus.
Community 5K and related races at Garrett Mountain in Woodland Park, NJ, raising funds for the Fred Torres Memorial Scholarship Fund.
Trail races at Jungle Habitat in West Milford NJ featuring a 13.2 mile half, a 6.6 mile 10K plus loop, and a 3.4 mile 5K plus with cupless aid stations.
A stair-climb race at the Empire State Building ascending 86 flights (1,576 steps) with multiple entry categories and specified registration windows.
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.
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.
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.
A costume 5K and 1 mile fun run through the woods of Poricy Park on October 24 2026 raising funds for 180 Turning Lives Around.
USATF New Jersey 8K Cross Country Championship at Natirar Park in Peapack, NJ on October 25, 2026 with open and youth 8K divisions and published entry fees.
A fundraising 5K at Central Park in Morris Plains on 10/25/2026 supporting the Saint John Paul II Respect Life Ministry and local services for single mothers.
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.
The 46th HASHATHON is a six mile trail race at Cheesequake State Park in Matawan with a post-race beer and pizza party and awards for top finishers.
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 5K cross country race at Holmdel Park with individual and team competition, limited entries, chip timing, awards, and proceeds supporting the Shore Athletic Club.