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Trail Running Calendar near Tarrytown 2026-2027

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Explore the top trail runs near Tarrytown for 2026-2027! We've gathered 50 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
A technical mountain trail race in northern New Jersey offering a 50K with over 7000 ft gain plus 10 mile and 5 mile options, map requirements for the 50K, mandatory gear checks, and aid stations on the longer courses.
A 5 mile trail race at Muscoot Farm on May 23, 2027 with two kids races on farm trails. The event is organized by Run the Farm Races and is sanctioned by USA Track and Field.
June 2027
A lakeside, fully accessible 5K and a rugged 10K up Hook Mountain with 1,300 ft of climb, marked trails, limited field of 200, and adaptive support.
Trail races at Ward Pound Ridge Reservation on June 6, 2027 include a half marathon and a 10k that pass the summit where the historic fire tower is being reconstructed. Proceeds support Friends of the Fire Tower for accessibility and educational impr..
July 2027
LIC Wellness Fest Hurricane Fit Race in Long Island City pairs a one block mystery obstacle course of 20 obstacles with wellness classes, live results, photos and a $500 first prize.
August 2027
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
A multi-day trail festival at Wawayanda State Park near Hewitt NJ with races from a kids 1 mile up to 100 miles, timed 36 hour options, panels, camping and aid stations.
A community 5K run/walk in Forest Park with a free 1K kids run, event amenities, live results, and ties to the Children's Smile Foundation.
October 2027
Trail half marathon and 10K at Harriman State Park in Tuxedo NY, co-hosted by Sassquad and the New York-New Jersey Trail Conference; proceeds support trail maintenance.
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.
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