Gardiner
Trail Running Calendar near Gardiner 2026-2027
Explore the top trail runs near Gardiner for 2026-2027! We've gathered 20 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Test your endurance at the Pawling 24 Hour Trail Running Festival featuring multiple timed races on a scenic 1.68 mile loop in Lakeside Park.
October 2026
Experience 13.7 miles of Hudson Highlands trails with 4000 feet of elevation gain during the peak foliage season in Cold Spring New York
Pickle themed Halloween obstacle event at Obstacle Wonderland in Wallkill NY with adult 5K, kids 1K, a pumpkin carry fundraiser, themed medals, and family friendly activities.
HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.
A community half marathon, 5K and kids fun run in Garrison, NY, with trails through Hudson Highlands and proceeds benefiting local recreation programs.
A Spartan obstacle-course weekend at Sunflower Valley Farm with Sprint, Super, Kids races, workshops, and Hurricane Heat events from Oct 31 to Nov 1 2026.
Test your endurance at Red Wing Recreation Area with a series of looped trail races ranging from 10k to 100k featuring significant elevation gain and constant support.
A Halloween trail event at Fifth Lake Hudson Valley with a timed 5K, a 2K walk and a free 1K kids run, featuring themed medals and spooky course elements.
November 2026
A community 5K and a 1-mile kids run at Sargent Elementary in Beacon, NY, with a food drive, live DJ, and refreshments.
Trail half marathon at Minnewaska State Park Preserve around two glacial lakes and along the Shawangunk Ridge; online registration, $30 fee, 300 runner cap.
A 5K trail race at Stillwell Woods Preserve in Woodbury supporting The Center for Developmental Disabilities and held in memory of a community runner.
April 2027
Mountain trail races at Bear Mountain on April 3, 2027 offering 13.1 mile, 10K and 10K ruck on rugged technical singletrack with significant elevation gain.
Two mountain trail races in Ellenville NY on April 24 2027, offering a technical 25K and a 10 mile route with a 6 hour cutoff and limited entry.
25K and 10 mile technical trail races on the Shawangunk Ridge near Ellenville NY, marked courses with cliff views, 6 hour cutoffs, capped at 150 participants.
May 2027
A community 5K in Ellenville starting and finishing at Aroma Thyme Bistro, with a course along the base of the Shawangunk Mountains and a stretch on the newly resurfaced Rail Trail. Proceeds benefit local food pantries and youth scholarships.
July 2027
A roughly 5 miles trail run through varied terrain at Bowdoin Park in Wappingers Falls, with a 150 runner cap and awards for overall top finishers.