Gardiner
Trail Running Calendar near Gardiner 2026-2027
Explore the top trail runs near Gardiner for 2026-2027! We've gathered 17 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Timed trail event in Pawling, NY with 3, 6, 12, and 24 hour races on an about 1.68 mile loop, aid station, crew area, and finisher medals.
October 2026
A trail half marathon in Cold Spring NY covering 13.7 miles with 4,000 ft of climb through the Hudson Highlands while supporting the NYNJTC.
Pickle-themed Halloween obstacle event in Wallkill, NY with a 5K adult course and 1K kids race, costumes, handmade medals, and a community donation drive.
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.
A multi-day trail running event at Red Wing Recreation Area near Lagrangeville, NY offering 100k, 50k and 10k looped courses with aid, medals and UTMB Index status.
November 2026
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
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.