Yorktown Heights
Trail Running Calendar near Yorktown Heights 2026-2027
Explore the top trail runs near Yorktown Heights 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
Multi-distance event on a 2-mile loop in Saddle River County Park; participants have up to 10 hours to complete laps, with medals and proceeds supporting Bergen County Animal Rescue.
February 2027
April 2027
Mountain 10K and half marathon in Bear Mountain NY on rugged technical trails with steep climbs, scrambling, and mandatory safety gear.
A community trail event in Cross River, NY featuring a 5k trail race, a 4k walk on the same trails, and a 200 meter kids dash on the contest track.
Youth trail run at Katonah Memorial Park for ages 4 to 16 with 0.5 mile and 1 mile options; registration opens January 31, 2027.
A single-loop trail half marathon through five parks in lower Westchester County, mostly on dirt and shaded trails with abundant wildlife.
A spring trail event in Cross River NY, Leatherman's Loop is a 10K lottery-entry race with a $58 fee that includes park entry.
May 2027
VCP 50K is a looped trail ultramarathon in Van Cortlandt Park on 01 May 2027. The 50K course starts with a flats lap then ten cross country loops, with stocked aid stations, drop bag access, finisher medal, singlet, meal and beer.
A technical trail race in Beacon NY with a half and full marathon featuring heavy elevation gain, exposed climbs, aid stations, and strict aid station support rules.
Weekend trail festival at Ringwood State Park offering looped courses up to 100K, 24 hour and relay options, free camping, and support for a mental health nonprofit.
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
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
A roughly 5 miles trail run through varied terrain at Bowdoin Park in Wappingers Falls, with a 150 runner cap and awards for overall top finishers.
August 2027
A multi-day August 2027 event at Sacred Heart University with 90 minute stair climb and walk challenges plus a five day virtual step challenge supporting Homes for the Brave.
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.
October 2027
A technical fall trail race in Harriman State Park offering a rugged 13.1M and a steep 10K, capped at 200 entrants and supporting regional trail maintenance.