Windham
Walking Events Calendar near Windham 2026-2027
Monthly updates for Windham
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Explore the top walking events near Windham for 2026-2027! We've gathered 10 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can join routes at Belleayre Resort in the Catskills on the 25K or 8K. The 25K is about 16 miles with 5000+ ft of climbing on difficult terrain, while the 8K is on ski slopes; course maps are provided for hikers.
A 5K walk around Wawaka Lake based at the Halcottsville Fire Department in Halcottsville, NY (363 Halcottsville Road). The event includes a Walk category alongside the run and kids races, with registration available for the Walk entry.
September 2026
Walkers take a scenic 5K on the Ashokan Reservoir Promenade, mostly flat with one uphill at the start and much of the route closed to traffic. Parking is at Brown's Station the Aerators; a water stop is provided and kids under 10 are free though..
Walkers can choose 2 miles, 5 miles, or 8 miles routes starting and finishing at Eldridge Research Center in Rensselaerville. Routes follow Huyck Preserve trails through grassy and single track woodlands with views of a large lake, a hist..
October 2026
Walkers are welcome on the 5K course that starts and finishes at the Morning Star building, 79 to 83 East Chester Street, Kingston. The neighborhood route has Clifton Avenue hills, passes Hutton Park and offers Catskills views.
Walkers can choose the 5K course that starts and ends at Hudson High School and follows a USATF certified route through residential streets, while a free kids 1 mile borders the Hudson Fireman's Home and Museum. Entry is free for those 17 and..
May 2027
Walkers can take part in the chip timed 5K at Indian Ladder Farms in Altamont NY, on a course through orchard scenery and farm landscape. Registration includes a t shirt, a cider donut and a pour of cider, with walkers alongside the running race.