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Trail Running Calendar near West Milford 2026-2027

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Explore the top trail runs near West Milford for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A 4 miles trail race through Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus.
Trail half-marathon in Cold Spring, NY on October 4, 2026 covering 13.7 miles with 4,000 ft of climbing through the Hudson Highlands; proceeds help NYNJTC.
Community 5K and related races at Garrett Mountain in Woodland Park, NJ, raising funds for the Fred Torres Memorial Scholarship Fund.
Looped running at Saddle River County Park on Oct 11 2026 with options from 2 miles to 60K, aid stations, official timing, and awards.
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.
Technical trail races in Harriman State Park featuring a rugged half marathon and a steep 10K with substantial elevation gain and marked singletrack.
Trail races at Hillside Park, Andover NJ on October 18, 2026, offering an 8 mile, a 5K and a kids fun run, with proceeds funding free digital mammograms.
Trail races at Jungle Habitat in West Milford NJ featuring a 13.2 mile half, a 6.6 mile 10K plus loop, and a 3.4 mile 5K plus with cupless aid stations.
BLUE 5K RUN in Woodland Park supports children with Autism and families; the mostly trail 5K at Garret mountain features vendors and medals for special needs children.
Trail half marathon and 5K in the Hudson Highlands with a kids costume run and aid stations for the half.
A fundraising 5K at Central Park in Morris Plains on 10/25/2026 supporting the Saint John Paul II Respect Life Ministry and local services for single mothers.
Obstacle course weekend in New Hampton NY featuring Sprint 5 km, Super 10 km, kids races, workshops, and Hurricane Heat endurance events.
November 2026
Experience a single loop marathon or half marathon on historic carriage roads in the Rockefeller State Preserve. Enjoy views of the Hudson River and stone bridges on a course with no pavement or cars.
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.
Trail runs of 10K and 5K at Hillside Park on November 8, 2026 to benefit a free mammography program, with on-site food, water, timing and age-group awards.
Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.
A community 8K in Oak Ridge on November 15, 2026 with participant medals, defined age groups, and food and vendor stalls at Paradise Knoll School.
A 5 mile lollipop loop trail race at Lewis Morris Park with rocky single track, about 600 ft of climbing, free course previews, and sustainability measures like reusable cups and hemp bibs.
A 5K run/walk in Inwood Hill Park on November 26, 2026, benefiting the Inwood Food Pantry with live results and free finish-line photos.
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