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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 36 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
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 loop trail race at Lewis Morris Park in Morristown with a 2.5 hour time limit, capped at 120 runners, featuring reusable cups and hemp bibs.
A community 5K at Inwood Hill Park on November 26, 2026, with proceeds to the Inwood Food Pantry, personalized bibs by 11/1, and medals for the first 700 finishers.
Trail party at South Mountain Reservation on November 28, 2026 with 5K, 10K, 25K, 50K and Kids 1M options on mixed carriage roads and technical singletrack.
Winter trail races in Ringwood NJ with a 13.1 mile half, 10K and 5K on mostly singletrack, significant elevation, and RideWithGPS navigation access.
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.
Trail 3.1 and 6.2 mile events in Morris Plains with hot cocoa at the finish and proceeds benefiting St. Jude Children's Research Hospital.
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 trail party in West Orange, NJ with a 5K loop and timed 3- and 6-hour loop events, raising funds for the South Mountain Conservancy.
Snowshoe event at Mountain Creek on January 30, 2027 offering a 5 km ridge course and a not timed 1 mile fun option.
February 2027
A playful trail 5K at Ramapo Valley County Reservation on February 14, 2027 where runners repeat a flat scenic loop and wear onesies for themed awards.
Winter trail running at South Mountain Reservation with 10 mile, 20 mile, 50K and 50 mile options on an approximately 10 mile rugged loop and regular aid stations.
Winter trail event at Mahlon Dickerson Reservation with 5, 10 and 15 mile looped courses, post-run donuts and participant mug, socks, and medal.
March 2027
Trail race in South Mountain Reservation, West Orange NJ offering 11M, 20M, 50K and 50M across three marked loops with varied terrain and a 400-person cap.
5K and 10K trail runs in Central Park of Morris County on mixed terrain, with a shirt, finisher medal and an empanada for participants.
A 34 mile self-navigation trail across New Jersey’s Lenape Trail with solo or relay options, five aid stations, and a puzzle-style finish supporting MissionCleanWater.
April 2027
Mountain 10K and half marathon in Bear Mountain NY on rugged technical trails with steep climbs, scrambling, and mandatory safety gear.
Multi day Spartan obstacle weekend at Mountain Creek Resort featuring Sprint, Super, Beast, Ultra, kids races, a workshop, and spectator access.
May 2027
Trail races of 10K, half marathon and 50K on technical singletrack with rolling climbs at Bear Mountain State Park on May 1, 2027.
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