Gardiner
Trail Running Calendar near Gardiner 2026-2027
Explore the top trail runs near Gardiner for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Timed trail festival in Pawling, NY on Sept 19 to 20, 2026 offering 24 hour, 12 hour, 6 hour and 3 hour loop races with aid stations and finisher medals.
October 2026
A 13.7 mile trail race with 4,000 ft of gain in Cold Spring NY on October 4, 2026, listed as a UTMB Index Race; a portion of proceeds benefits the NYNJTC.
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.
Trail half marathon, 5K and a 3/4 mile kids run in Garrison NY, fundraising for The Friends of Philipstown Recreation with a course that passes Osborn Castle.
Tri-State New York Spartan Weekend in New Hampton, NY, Oct 31 to Nov 1, 2026 features Sprint and Super obstacle races, kids events, workshops and Hurricane Heat formats.
Trail running event in Lagrangeville, NY featuring 100k, 50k and 10k loop races with aid stations, finisher medals, awards and UTMB Index designation.
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.
Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.
April 2027
Mountain trail event at Bear Mountain NY offering 10K, 13.1 mile and ruck divisions on rugged technical singletrack with steep climbs and significant elevation gain.
Limited-entry trail festival in Ellenville NY featuring technical 25K (≈17M) and 10M routes on the Shawangunk Ridge, with a lottery entry and support for Run Wild, Inc.
Technical mountain trail races in Ellenville NY on April 24 2027 featuring 25K and 10 mile courses, six hour cutoffs, and a 150 runner cap supporting Run Wild, Inc.
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.