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Trail Running Calendar near Randolph 2026-2027

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Explore the top trail runs near Randolph for 2026-2027! We've gathered 43 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.
USATF New Jersey 8K Cross Country Championship at Natirar Park in Peapack, NJ on October 25, 2026 with open and youth 8K divisions and published entry fees.
A faith-filled 5K fundraiser at Central Park of Morris Plains on October 25, 2026 supporting the Saint John Paul II Respect Life Ministry.
November 2026
A flat 5K trail race through Willowbrook Park and around Willowbrook Lake with marked trails and proceeds supporting the Greenbelt Conservancy.
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.
An ultra trail event on Staten Island offering 50 Mile, 50K and Half Marathon loop courses and benefiting the Greenbelt Conservancy.
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.
Mid-November cross country meet at Oak Ridge Park in Clark NJ with 400m, youth 3K, multiple 5K races including sanctioned high school competition, and an 8K championship.
A 5K trail run at Sayreville Sports Complex on November 15, 2026 supporting Stars & Stripes Veterans Center with tiered registration, participant dog tags, shirts, and 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 brewery trail run at Readington Brewery combining five laps with five 10 oz beer pours, a T-shirt, and anniversary music and activities for participants aged 21 and over.
Looped trail event at South Mountain Reservation on Nov 28 2026 offering distances from a Kids 1M up to a 50K with aid, adaptive support, and a cupless policy.
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 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.
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