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Holiday events
in Winchester, KY

Discover the best Holiday events in your area and online

Holiday
Winchester
Date
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Most popular events

Lexington Halloween Bar Crawl 2026 primary image

Lexington Halloween Bar Crawl 2026

Sat, Oct 31, 4:00 PM

Wild Cat Saloon

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Halloween Sugar Cookie Decorating Class 2026 primary image

Halloween Sugar Cookie Decorating Class 2026

Sat, Oct 31, 1:00 PM

Local Lex Market

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Christmas at Aisling House: Christmas Luncheon primary image

Christmas at Aisling House: Christmas Luncheon

Sun, Dec 6, 12:30 PM

Aisling House

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Wickedly Ever After Ball primary image

Wickedly Ever After Ball

Sat, Oct 24, 10:30 AM + 1 more

Luxury Venue

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Lexington Halloween Bar Crawl 2026 primary image

Lexington Halloween Bar Crawl 2026

Sat, Oct 31, 3:00 PM

The Rosebud Bar

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Christmas at Aisling House: Victorian Christmas Tea primary image

Christmas at Aisling House: Victorian Christmas Tea

Thu, Nov 19, 4:00 PM

Aisling House

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Christmas at Aisling House: Holly & Hearth primary image

Christmas at Aisling House: Holly & Hearth

Thu, Nov 19, 4:00 PM

Aisling House

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Christmas at Aisling House: Open House primary image

Christmas at Aisling House: Open House

Thu, Nov 19, 5:30 PM

Aisling House

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