Downtown Cleveland Holiday Window Decorating Contest
VOTING NOW CLOSED - CONGRATULATIONS TO THE WINNING BUSINESSES!
Thanks to almost 1,600 community votes across the 40+ participating businesses in Downtown Cleveland’s inaugural Holiday Window Decorating Contest, we’re thrilled to present the following winners, all voted upon by YOU.
1st Place: Masthead Brewing Co. (receiving the $500 Grand Prize)
2nd Place: Pizza 216 (receiving $150)
3rd Place: Society Speakeasy (receiving $100)
Thank you to every participating businesses for adding so much festive cheer downtown. Keep on supporting local businesses this holiday season and all year long!
Scroll down to view a gallery of all participating businesses, along with a Merry Map to show where each storefront is located. Click on each photo to view a full-size version, and be sure to stop by in person to check out each decorated display and stop into the businesses! Need some shopping inspiration along the way? Check out our 2025 Holiday Gift Guide, featuring many of these participating businesses!
Masthead Brewing Co.
Pizza 216
Society Speakeasy
Artfully Phi Gallery - 740 W Superior Ave, Suite 101
Barrio Tacos Gateway - 503 Prospect Ave E
Ben & Jerry's - 1422 Euclid Ave
Betts - 2000 E 9th St
Bonfoey Gallery - 1710 Euclid Ave
Cleveland Chop - 824 W St Clair Ave
Coco's - 530 Euclid
Darlafoxx Bridal & Formal - 230 W Huron Rd, Suite #8595
Dogtopia - 784 Euclid Ave
Downtown Cleveland, Inc. - 668 Euclid Ave, Suite 101 (not eligible to win contest)
DS Architecture - 1020 Huron Rd, Suite 101
Ebreeq Coffee House - 200 Public Square #129
Five Iron Golf - 1010 Euclid Ave
Flannery's Pub - 323 Prospect Ave E
Flight Social - 347 Euclid Ave
The Fruit Stand - 1501 Euclid Ave
The Halle Building - 1228 Euclid Ave
House of Blues - 308 Euclid Ave.
IKM Architecture - 1001 Huron Road East, Suite 102
Intro Boutique Gateway - 509 Prospect Ave E
Intro Boutique North Coast Harbor - 1050 E 9th St, Suite B
Kernels by Chrissie - 530 Euclid
Klutch Cannabis - 300 Prospect Ave E
Lekko Coffee - 826 W St Clair Ave
The Library Shop - 424 Superior Ave
Luna Bakery Café - 1468 W 9th St, Suite 110
Mallorca - 1390 W 9th St
Masthead - 1261 Superior Avenue
Nuevo Modern Mexican & Tequila Bar - 1000 E 9th St
Parnell's Pub - 1415 Euclid Ave
Pickwick & Frolic - 2035 E 4th St
Pizza 216 - 401 Euclid Ave.
Rocket Fizz - 530 Euclid Ave
SO TOI - 530 Euclid Ave, Suite 19
Society Speakeasy - 2063 E 4th St
Something Good Social Kitchen - 1302 Euclid Ave
The Studio Salon Downtown - 1300 W 9th St
Taza - a Lebanese Grill - 1400 W 6th St
Token - 1050 E 9th St, Suite A
Wonder Bar - 2044 E 4th St
Window Decorating Contest Merry Map
Use the digital Merry Map below to browse all participating businesses and plan your holiday stroll downtown. After exploring the decorated storefronts, vote for your favorite on the online poll. Each business will also have a flyer displayed in a storefront window that identifies them as an official participant and contains a QR code for you to scan with your phone to vote.
Interested in WinterLand Sponsorship?
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