The
Downtown Alliance of Milwaukie (DAM) is excited to sponsor this year’s
Halloween Window Decorating Contest! This is your chance to showcase your creativity, share downtown culture, and brighten up Milwaukie with some festive fun.
How it Works:Who can enter: Any Milwaukie business
Prize: $250 and a rotating trophy to start a new downtown tradition
How to enter: Register your storefront
here. Once registered, your business will also be added to the DAM Downtown Walking Map on our new website.
Decorating Guidelines:Decorate
one or more windows at your business however you like—paint, props, video, lights, lasers—anything goes! Registered storefronts will be judged
secretly between October 25th by a diverse panel of community members.
Winners & Celebration:
- Winners will be announced on October 25, 2025, the same day as Trick or Treat on Main Street.
- Stop by Main Street from 1–3 PM to see all the amazing decorated storefronts, meet local vendors, and enjoy a safe, family-friendly trick-or-treating event.
- If your business wins, you’ll get to display the trophy in your window and take home the $250 prize!
Bring your creativity, costumes, and community spirit—Milwaukie’s downtown is ready to glow with Halloween fun!