Chester
Trail Running Calendar near Chester 2026-2027
Explore the top trail runs near Chester for 2026-2027! We've gathered 43 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A multi-distance trail party in West Orange, NJ using a 5K loop with mixed carriage roads and technical singletrack, aid station options, accessibility support, and charity fundraising.
December 2026
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.
Holiday 5K and 1 Mile walk at ShawneeCraft Brewery and Shawnee Inn with a scenic golf course route, beanie and beer at the finish.
Trail races of 3.1 mile and 6.2 mile in Morris Plains with cocoa, bundt cake, a limited shirt and a finisher medal; proceeds support St. Jude.
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.
A winter trail party in West Orange, New Jersey on a 5K loop with timed 3H and 6H options and a rucking division, fundraising for 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 events at the Livingston Oval in New Jersey offering 1 hour, 3 hour, 6 hour and 12 hour races on a USATF certified flat course with awards and participant headwear.
A multi-distance trail event in West Orange NJ on March 6, 2027 using three marked loops, varied terrain, a staffed aid station, and support options for adaptive athletes.
A nearly 40 mile, 10 loop trail ultramarathon at Delaware Water Gap with over 10,000 ft of climbing and technical terrain around Mt. Tammany.
Trail race at Worthington State Forest in Columbia, NJ offering 30K and 50K+ on a 6.7 mile loop with about 1,750 feet of vertical ascent per loop.
Trail 5K and 10K at Central Park of Morris County with mixed terrain, a finisher medal, shirt, and an empanada plus awards by overall and age group.
May 2027
A multi-day timed running festival at the Sussex County Fairgrounds with a certified 1-mile loop, options from 6 to 144 hours plus Marathon and 50K, night lighting, central aid station, camping and electronic lap timing.
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.
June 2027
Trail races at Dansbury Park offering 5K and 10K options, live results, free finish photos, awards, and pool access for bib holders.
July 2027
A chip timed 5K trail run at Quiet Valley Living Historical Farm in Stroudsburg benefiting the farm, with a festival Rooster Run option.
Timed 3, 6 and 12 hour trail party at South Mountain Reservation with four randomized loops and fundraising for Bigger Than The Trail.
August 2027
Trail event at Stokes State Forest on August 22, 2027 offering 5K, 10K, 10K ruck, and a 17 mile option plus military discounts and a hardship entry.