West Milford
Trail Running Calendar near West Milford 2026-2027
Explore the top trail runs near West Milford for 2026-2027! We've gathered 47 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Experience a diverse trail race at South Mountain Reservation featuring fire roads and single track trails. Choose from multiple distances ranging from a 5K to 50 miles with aid stations every three miles.
Multi-distance trail festival at Ringwood State Park Sept 18–20 2026 with looped courses, a central aid station, and options from a kids mile to 100 miles.
Trail ultrarace in Upper Nyack, NY with a 50 mile and a 27 mile course featuring roughly 9,700 and 4,900 feet of elevation gain.
October 2026
Test your limits on a flat one mile loop at the Sussex County Fairgrounds. Choose from 6 to 72 hour timed races or certified marathon and 50K distances with full kitchen and shower access.
Four miles of trail running through the Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus on October 4, 2026.
A trail half marathon in Cold Spring NY covering 13.7 miles with 4,000 ft of climb through the Hudson Highlands while supporting the NYNJTC.
A community 5K and 2 Mile Walk at Garrett Mountain on October 11, 2026, with virtual and Tot Trot options; proceeds benefit the Fred Torres Memorial Scholarship Fund supporting Clifton High School athletes.
Trail run at Jungle Habitat in West Milford NJ with Half Marathon plus, 10K plus and 5K plus loops on a USATF sanctioned course featuring single track and fire road.
HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.
Loop-based races at Livingston Memorial Oval include timed runs, a marathon, a half marathon, and a Last Person Standing event on 0.44-mile laps.
A technical trail half marathon and 10K through Harriman State Park near Tuxedo NY, featuring steep climbs, rock fields, and significant elevation gain.
Community 5K at Garret Mountain in Woodland Park supporting Autism awareness, with vendors, free gifts, $25 registration, and medals for special needs children.
Trail half marathon, 5K and a 3/4 mile kids run in Garrison NY, fundraising for The Friends of Philipstown Recreation with a course that passes Osborn Castle.
Tri-State New York Spartan Weekend in New Hampton, NY, Oct 31 to Nov 1, 2026 features Sprint and Super obstacle races, kids events, workshops and Hurricane Heat formats.
November 2026
A community 5K and 1 Mile walk at Central Park of Morris County on November 8, 2026, with in-person and virtual options supporting local housing services.
10K and 5K trail runs at Hillside Park in Andover NJ to benefit a free digital mammography program, with awards, participant shirts and on-site refreshments.