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Trail Running Calendar near Highland Park 2026-2027

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Explore the top trail runs near Highland Park for 2026-2027! We've gathered 39 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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.
A looped ultramarathon in Prospect Park offering 50 mile and 50K options, one aid station per lap, a 15 hour cutoff, and finisher belt buckles.
December 12, 2026 trail event at Holmdel Park with a 4.65 mile loop, 50 kmish and Halfish options, lap timing, and proceeds to MissionCleanWater.
Trail 3.1 and 6.2 mile events in Morris Plains with hot cocoa at the finish and proceeds benefiting St. Jude Children's Research Hospital.
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.
Trail event in West Orange, NJ offering a 5K plus timed 3 hour and 6 hour loop formats on a 5K course, with proceeds benefiting the South Mountain Conservancy.
February 2027
Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.
March 2027
Timed loop races at the Livingston Oval on March 6, 2027 offering 1, 3, 6 and 12 hour events on a USATF certified, flat course with aid stations and awards.
Squatchapple is a multi-distance trail race at South Mountain Reservation in West Orange NJ, run on three marked loops with varied terrain and an on-site aid station.
Trail 5K and 10K at Central Park of Morris County on mixed terrain, with a shirt, medal, empanada, and awards; proceeds support charity partners.
A 34 mile self-navigation trail across New Jersey's Lenape Trail with solo and 2 to 6 person relay options, five aid stations, and checkpoint puzzle pieces.
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 party in South Mountain Reservation with 12h, 6h and 3h formats, four randomized trail loops drawn by golf balls, and proceeds supporting Bigger Than The Trail.
November 2027
Trail races at South Mountain Reservation in West Orange, NJ offering distances from a kids mile to 50K, a hardship entry option, and support for Bigger Than The Trail.
January 2923
Social trail runs in Edison NJ with secret start locations, 2 and 5 mile options, a post-run party, volunteer perks, and an organizer-listed waiver and hazards.
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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