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Trail Running Calendar near Bear Mountain 2026-2027

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Explore the top trail runs near Bear Mountain for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Trail races at Tarrywile Park in Danbury offering Marathon, Half Marathon and 10K on a loop course with technical single-track, substantial elevation gain, and cupless aid stations.
A community Turkey Trot at Sargent Elementary in Beacon NY with a 5K Run Walk, a one mile kids fun run, a food drive, live DJ and refreshments.
A memorial 5K run and walk on the cross country course in Danbury offering a chance for friends, family and teammates to gather and remember.
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.
Community Thanksgiving event at Somers High School with a 5K and 1-mile fun run, shirts, medals, age-group awards, and scheduled packet pickup days.
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
A 5 mile winter trail race at Mountain Lakes Park in North Salem NY with start and finish in the Yurt Village, a central firepit, and proceeds supporting park trail projects.
Multiple-distance running event on a flat, riverside 2-mile loop in Rochelle Park with up to eight hours to complete laps, aid stations, timed results, and finish medals.
January 2027
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.
April 2027
Mountain 10K and half marathon in Bear Mountain NY on rugged technical trails with steep climbs, scrambling, and mandatory safety gear.
A community trail event in Cross River, NY featuring a 5k trail race, a 4k walk on the same trails, and a 200 meter kids dash on the contest track.
Youth trail run at Katonah Memorial Park for ages 4 to 16 with 0.5 mile and 1 mile options; registration opens January 31, 2027.
Multi day Spartan obstacle weekend at Mountain Creek Resort featuring Sprint, Super, Beast, Ultra, kids races, a workshop, and spectator access.
A spring trail event in Cross River NY, Leatherman's Loop is a 10K lottery-entry race with a $58 fee that includes park entry.
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.
A technical trail race in Beacon NY with a half and full marathon featuring heavy elevation gain, exposed climbs, aid stations, and strict aid station support rules.
A two day off road multisport event in Stokes State Forest May 15 to 16, 2027 featuring triathlon, duathlon, mountain bike and multiple trail run distances.
A mountain trail race in northern New Jersey featuring technical terrain and multiple distances, including a 50K with roughly 7000 ft of climbing and required navigation and gear.
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