Highland Lakes
Trail Running Calendar near Highland Lakes 2026-2027
Explore the top trail runs near Highland Lakes for 2026-2027! We've gathered 38 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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 with a half marathon and 10K, capped at 200 participants and co-hosted with the New York New Jersey Trail Conference.
Trail race at Jungle Habitat in West Milford NJ offering 13.2 miles, 6.6 miles and 3.4 miles loops on single track with notable climbs and 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.
A 5K trail race on The Barnyard Sanctuary’s nearly 200-acre property in New Jersey with over 500 feet of climbing and close views of rescued farm animals.
A faith-filled 5K fundraiser at Central Park of Morris Plains on October 25, 2026 supporting the Saint John Paul II Respect Life Ministry.
Obstacle course weekend in New Hampton NY featuring Sprint 5 km, Super 10 km, kids races, workshops, and Hurricane Heat endurance events.
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.
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.
A community 5K in Clifton with age group awards, special category honors, and post race music, raffles and health booths.
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.
Thanksgiving morning 5K and 1 mile walk at Rock Ridge Golf Course in Hackettstown, with shirts for the first 200, medals for all, and proceeds to student scholarships.
A multi-distance trail party at South Mountain Reservation with a looped 5K course, technical singletrack, varied elevation and aid stations offering gluten-free and vegan options.
A 5K trail race at Stillwell Woods Preserve in Woodbury supporting The Center for Developmental Disabilities and held in memory of a community runner.
Winter trail run in Ringwood NJ with a contiguous 13.1 mile half marathon plus 10K and 5K on mostly singletrack, marked course and RideWithGPS support.
December 2026
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 Party in West Orange on January 30, 2027 with a looped 5K course, 3 and 6 hour events, rucking divisions, and fundraising for the South Mountain Conservancy.