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Trail Running Calendar near Highland Lakes 2026-2027

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Explore the top trail runs near Highland Lakes for 2026-2027! We've gathered 33 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
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 at Sunflower Valley Farm in New Hampton NY with Sprint, Super and Kids races plus an obstacle workshop 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 Kittatinny's Valley State Park on November 8, 2026 to benefit a free mammography program, age 15 and up, timing by Compuscore.
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 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.
November 29, 2026 in Ringwood NJ Trail races offering Half Marathon, 10K and 5K on mostly singletrack with marked course and GPS route access.
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 event in West Orange, NJ offering a 5K plus timed 3 hour and 6 hour loop formats on a 5K course, with proceeds benefiting 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 themed 5K on February 14, 2027 at Ramapo Valley County Reservation featuring a flat scenic loop around Scarlet Oak Pond, onesie-required award eligibility, and adaptive support.
Trail run and hike in the Mahlon Dickerson Reservation with 5, 10 and 15 mile woodland routes, trail markers, finisher items and donuts.
March 2027
Timed loop races at the Livingston Oval on March 6, 2027 offering 1, 3, 6 and 12 hour events on a USATF certified, flat course with aid stations and awards.
Squatchapple is a multi-distance trail race at South Mountain Reservation in West Orange NJ, run on three marked loops with varied terrain and an on-site aid station.
A 10-loop trail ultra on Mt Tammany covering about 40 miles with over 12,000 ft of gain, limited to 65 runners and featuring finisher awards and a 12 hour limit.
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