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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 33 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Trail runs and family friendly barn activities at Masker's Barn in Berkeley Heights, combining self guided routes, games, food and an all inclusive barn party.
An urban obstacle race in Jersey City on September 12, 2026 featuring a fast 3-mile course with 20+ city-style obstacles, chip timing, and finisher swag.
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 stair race up the Empire State Building's 86 floors and 1,576 stairs in New York with several entry categories and set registration windows and fees.
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 4 miles off road fun run at Spring Meadow Golf Course in Allaire State Park with hand-held timing and commemorative finisher gifts.
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
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.
Trail race in Staten Island 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.
Alumni cross country at Holmdel Park featuring a 5K and 3K, team competition, chip timing, awards, limited field and proceeds to a local running nonprofit.
Mid-November cross country meet at Oak Ridge Park in Clark NJ with 400m, youth 3K, multiple 5K races including sanctioned high school competition, and an 8K championship.
Trail-style 5K and 2 mile fun run/walk on November 15, 2026 in Howell, NJ along the Oak Glen Park to Manasquan Reservoir trail; pre-registration required.
Regional cross-country meet in Holmdel NJ with youth and high school 3K and 5K races; top 10 in the championship advance to 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 at South Mountain Reservation with a looped 5K course, technical singletrack, varied elevation and aid stations offering gluten-free and vegan options.
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.
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