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Windham Celebrates 29th Annual Autumn Affair
The Windham Chamber of Commerce celebrates the 29th Anniversary of the Autumn Affair on October 7 and 8 2023. It’s hard to believe that it’s been almost 30 years when the dream of a Festival celebrating the quality of life in Windham, during the most scenic time of year, became a reality.
The Chamber’s focus is to showcase Windham’s beautiful Main Street and to highlight the amazing small businesses that are truly the backbone of the community. During this two-day event, Main Street is filled with arts and crafts for sale, food and drink specials, and live music performances on the Centre Church stage from 12 to 4 pm on Saturday and Sunday. On the Windham Ashland School campus, you’ll find 50 plus vendors, free kid activities, lawn games, demonstrations, and wildlife exhibits. New this year is live chainsaw carving demo and axe throwing. Around town, you’ll find pony rides, wine and spirit tastings, more live music, WRIP remote broadcast, and a spooky hay maze. Hop on the hay wagon for rides up and down the village.
Guests are encouraged to park at Windham Mountain and take the FREE shuttle bus into town. There will be a shuttle bus map with several stops along the way making sure you don’t miss any of the activities happening throughout the town.
Windham Mountain Resort will have skyrides and the bike park will be open, and be sure to check out WAJ Ski swap sale, a great way to save on outdoor equipment while raising money for local students. Windham Methodist Church will hold their annual Apple Bake Sale from 10 am to 5 pm on Saturday. Check out the Patchwork Quilt Show, Saturday & Sunday from 10 am to 5 pm at the new town Ambulance and Senior Centre building. Windham Fire Department will be hosting a touch a truck, canine demonstrations, free giveaways and a BBQ. Local businesses will be hosting in-store specials and sidewalk sales galore.
The Windham Autumn Affair is free family fun for everyone. Come, spend the weekend, enjoying the sights and sounds of fall in the Gem of The Catskills: beautiful Windham, NY.
The Windham Autumn Affair takes place Saturday & Sunday, October 7 and 8, 2023, on Main Street in Windham. For more information, please visit movingwindhamforward.com or check out the event pages on Facebook and Instagram.
This event is made possible by the generous support of our sponsors:
Windham Mountain Resort, Community of Windham Foundation, Greene County’s Wayne Speenburgh Grant, Best Hot Tubs, Union and Post, Main Street Market, Dugo Realty and The Knitting Room.
