Woodbury
Trail Running Calendar near Woodbury 2026-2027
Explore the top trail runs near Woodbury 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.
November 2026
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 farm based 5K trail run plus a kids fun run for ages 6 and under in Yorktown Heights supporting Friends of Hilltop Hanover Farm.
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.
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
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.
Mountain trail races near Ellenville, NY on April 24, 2027 offering a technical 25K (≈17 miles) and a 10 mile route with a six hour cutoff.
Mountain trail races in Ellenville NY on April 24, 2027 offering technical 25K and 10 mile lollipop courses with limited field and a 6 hour cutoff.
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.
XTERRA New Jersey, May 15 to 16, 2027 at Wawayanda State Park, features off road triathlon, duathlon, mountain and gravel bike races, and trail runs around Robert Rooke Lake.
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.
Scenic community 5K in Ellenville on May 16, 2027, starting and finishing at Aroma Thyme Bistro with a Rail Trail course and a garden post race gathering.