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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 34 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 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.
A community running event in Edison on October 10, 2026 featuring a 5K and children’s fun runs on a mixed track, trail and road cross country course.
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 third annual 5K run or walk at Joe Palaia Park in Ocean Township raising funds for outdoor recreation improvements, with medals and age group awards.
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.
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.
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 run/walk in Howell, NJ, on the connector trail between Oak Glen Park and the Manasquan Reservoir; pre-registration required.
A 5K trail run at Sayreville Sports Complex on November 15, 2026 supporting Stars & Stripes Veterans Center with tiered registration, participant dog tags, shirts, and awards.
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 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 brewery trail run at Readington Brewery combining five laps with five 10 oz beer pours, a T-shirt, and anniversary music and activities for participants aged 21 and over.
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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