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Trail Running Calendar near Matawan 2026-2027

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Explore the top trail runs near Matawan for 2026-2027! We've gathered 30 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
An outdoor day at Masker's Barn in Feltville combining self guided trail routes, a Trail Treasure Chase, and a five hour Barn party with BBQ, drinks, games, crafts and music.
City Challenge Race returns to Jersey City on September 12, 2026 with a fast 3-mile urban obstacle course featuring 20+ city-style obstacles, new finisher medals, professional chip timing, awards and free race photos.
Experience a diverse trail race at South Mountain Reservation featuring fire roads and single track trails. Choose from multiple distances ranging from a 5K to 50 miles with aid stations every three miles.
A 5th annual 3.1-mile run and 1.1-mile walk at The Church of St. Andrew in Staten Island, and the first leg of the Staten Island FALL TRIFECTA.
October 2026
A six week 5K cross country series in Monmouth County parks with team and age group scoring, series prizes and both pre registration and event day registration.
A tower run up the Empire State Building's 86 floors and 1,576 stairs in New York with multiple entry categories and specific 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.
Scary Rat Race is a 4 mile off road trail run at Spring Meadow Golf Course in Farmingdale, NJ on October 11, 2026, featuring hand held timing, a finisher gift, free registration, and event merchandise for sale.
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 costume 5K and 1 mile fun run through the woods of Poricy Park on October 24 2026 raising funds for 180 Turning Lives Around.
November 2026
A 6-mile trail race at Cheesequake State Park on November 8, 2026 with on-site registration, a post-race beer and pizza gathering, and proceeds benefiting local first aid and EMS organizations.
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 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.
Regional cross-country meet in Holmdel, NJ on November 21, 2026, featuring multiple 5K races and a 3K youth race. Top 10 boys and girls in the championship race qualify for the Brooks XC Nationals in San Diego.
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 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
A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.
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.
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