2025 Spooky Windows on Main Street Winners!

On the morning of Saturday, October 25, sidewalks were filled with K-6 Winchester students creating frightening displays of ghosts and goblins along Main Street for the 43rd Halloween Window Painting Contest! Check out their spooky windows!

The Spooky Windows on Main Street event had an amazing response this year! 🎃 A total of 21 businesses (55 windows!) participated, with 100 students. We’re so proud of everyone who joined in the fun—and congratulations to this year's winners!​

• Kindergarten – Emory Rhoades & Lily Vold​
• First – Colbie Dombrowski & Hazel Dixey
• Second – Cali Fullerton & Serenity Ostrader​
• Third – Adelynn Laurel & Talisa Kelley​
• Fourth – Dylan Moodie-Kalman & Tuelee Quach​
• Fifth – Kaia Galvin & Lily Gagnon​
• Sixth – Gia Cadrain & Lizzy Blakeney​

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  👻​