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Trail Running Calendar near Maplewood 2026-2027

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Explore the top trail runs near Maplewood for 2026-2027! We've gathered 51 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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.
LIC Wellness Fest Hurricane Fit Race in Long Island City features a one block, 20-obstacle course with live results, finish line photos, wellness activities, and cash awards.
August 2027
A 5K held inside Yankee Stadium on August 8, 2027 with in-person and virtual options, chip timing, and a race medal and shirt for participants.
A 17 mile trail race at State Line Lookout in Closter NJ featuring four mile technical loops, rock scrambles, stocked aid stations and significant elevation with serious hazards.
September 2027
Multi-distance trail festival at Wawayanda State Park, Sept 17–19, 2027, featuring looped courses, varied terrain, and a central aid station.
A community 5K run and walk in Forest Park, Queens with a free 1K kids run, participant T shirts, medals, and same day results and photos.
A single-loop trail half marathon through five Westchester parks, mostly on dirt and roots, chip-timed with three aid stations and a 3 hour course limit.
October 2027
A looped pavement event at Livingston Memorial Oval offering marathon, half marathon and a Last Person Standing format with no time limits for the fixed distance races.
November 2027
Trail trail race in West Orange NJ on 11/27/2027 offering distances from a kids 1 mile to 50K plus charity and hardship entry options supporting Touching Land.
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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