11
October
2025
Windham's 31st Annual Autumn Affair
Come celebrate the fall foliage in beautiful Windham NY! This year we celebrate our 31st annual Autumn Affair on Columbus Day weekend, October 11th & 12th, 2025 from 10:00 am to 5:00 pm daily. The two-day event is a popular favorite bringing friends, neighbors and visitors together to celebrate the fall season amidst the beautiful and Great Northern Catskills. More than fifty vendors will line both sides of Main Street with local crafts, and food in addition to the many sidewalk sales and food specials that will be offered by Main Street businesses. Grab the family and come enjoy the festivities!
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