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Trail Running Calendar near Holmdel 2026-2027

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Explore the top trail runs near Holmdel for 2026-2027! We've gathered 20 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Trail race on Staten Island on November 14, 2026 with 50 mile, 50K and half marathon loop courses through the Greenbelt 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.
Annual alumni 5K at Holmdel Park with team scoring, chip timing, on site parking and a 250 entry cap; proceeds benefit Shore Athletic Club.
Cross country meet at Oak Ridge Park with high school and open 5k races, a youth 3k and a 400 m event, plus team scoring and awards for individual and team results.
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.
Cross country races in Holmdel, NJ on November 21, 2026 featuring youth and high-school 3K and 5K races, group pricing options and a race hat for each athlete.
5k run and 1 mile walk around lakes and wooded trails in Manchester Township raising funds for Addiction Recovery Ministries.
December 2026
A 6K trail run in Institute Woods with chip timing, a non competitive 3K option, post run refreshments, and on site Ivy Rehab presence.
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.
Trail loop event in Holmdel Park offering 50 kmish and halfish options on an approximately 4.5 mile loop; proceeds support MissionCleanWater.
January 2027
Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.
February 2027
Winter trail running at South Mountain Reservation with 10 mile, 20 mile, 50K and 50 mile options on an approximately 10 mile rugged loop and regular aid stations.
March 2027
A 34 mile self-navigation trail across New Jersey’s Lenape Trail with solo or relay options, five aid stations, and a puzzle-style finish supporting MissionCleanWater.
April 2027
A 5K trail race through New Jersey's first farm brewery on April 17, 2027, with chip timing, awards, live music and craft beer at Screamin' Hill Farm Brewery.
Spring races at Monmouth Battlefield State Park on April 25, 2027 offering a half marathon, 10K and 5K with chip timing, awards and post race refreshments.
July 2027
Trail event at South Mountain Reservation with 5K, 13.1-mile and 50K options, plus charity and hardship entries supporting Bigger Than The Trail.
October 2027
Trail event on 10 October 2027 in Farmingdale NJ offering a 4 Miles off road run with free registration, hand held timing, a finisher gift and on site merchandise.
January 2923
Trail gathering in Middlesex County with a secret start, a 5-mile trail and a 2-mile group run, post-run social and registration from $20.
January 2924
Trail hash run in Middlesex County with a 5-mile Eagle Trail and a 2-mile Turkey Group Run, plus a post-run social and volunteer benefits.
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