Halloween Window Painting Contest
October 25-26, 2025 (9:00 am)
The 43rd Halloween Window Painting Contest is set for Saturday, October 25th. The contest is open to all Winchester area students in the K-6 age group, including those attending schools out of town or homeschooled. Teams of children (2) will be out and about painting their assigned windows during the day, beginning at 9:00 am. 2025 Winning Teams!🎃 The 2025 Spooky Windows on Main Street event was a huge success! This year, 21 businesses participated, showcasing 55 painted windows created by 100 talented students. We’re so proud of everyone who joined in the fun—and congratulations to this year's winners!
A big howl out to the Winsted Fire Department, who cleans the windows each year! We could not have such fun without our Main Street participating businesses: Park Place Hardware, Northwest Community Bank, Northwest Realty, ABC Pizza, Winchester Hardware, The Gilson Cafe and Theater, The Curious Cat Bookshop, Be Under Par Performance, Friends of Main Street, Rooted Market, Andy's Attic, Peacocks & Lilacs Thrifty Boutique, Noujaim's Bistro, Birchwater Properties, JB Appliance, Mad River Music, F & G Richards Jewelers and Railway Cafe! Let's not forget to thank our judges – Andy Jones, Pam Dean, and Mark Lampognana 👻 |
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