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Trail Running Calendar near Bronx County 2026-2027

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Explore the top trail runs near Bronx County for 2026-2027! We've gathered 45 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Trail race on Staten Island on November 14, 2026 with 50 mile, 50K and half marathon loop courses through the Greenbelt supporting 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 family friendly 5K trail run or walk at Bethpage State Park on November 14, 2026 with a free kiddie dash, post race refreshments, finisher photos and a virtual option.
A scored cross country 5K at Van Cortlandt Park on November 15, 2026, open to ages 8 and up, run on wooded trails with on-site awards and race-day amenities.
Cross country meet at Oak Ridge Park with high school and open 5k races, a youth 3k and a 400 m event, plus team scoring and awards for individual and team results.
A farm based 5K trail run plus a kids fun run for ages 6 and under in Yorktown Heights supporting Friends of Hilltop Hanover Farm.
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.
A community 5K run/walk and 1/2 mile fun run at John J Burns Park on November 26, 2026 supporting local charities with awards and refreshments.
A community 5K run and virtual option at Alley Pond Park on November 26, with a free kiddie dash, on-course refreshments, and proceeds supporting the Never Stop Running Foundation.
Charity 5K and timed 1 mile walk/run at Darien High School on November 27, 2026 supporting The Depot, with family activities and bib pickup options.
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.
5K trail run and virtual 5K at Bethpage State Park on November 28, 2026 with a free kiddie dash and proceeds supporting the Never Stop Running Foundation.
A revived 9 mile cross-country race in Van Cortlandt Park covering three loops of the park’s XC course with awards, commemorative buffs, and a post-race pub gathering.
A 5K trail race at Stillwell Woods Preserve in Woodbury supporting The Center for Developmental Disabilities and held in memory of a community runner.
A trail 5K at Belmont Lake State Park on November 29, 2026 where no traditional awards are given but a cash raffle returns 50% of net proceeds to participants.
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.
A 5 km park race at Van Cortlandt Park on December 12, 2026, presented by Race The Bronx and Cash Cow NYC with race T shirts and bag check.
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.
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