As Winter Park celebrates America250, businesses of Winter Park are invited to showcase their creativity and community spirit by decorating their window and/or storefront with patriotic theme. This fun and festive competition encourages merchants in the downtown Winter Park business district to honor our nation’s history.
Showcase your storefront between Friday, May 1, through Saturday, July 4. Merchants can submit their applications anytime throughout the duration of the patriotic competition.
Two $250 cash prizes will be awarded for the most patriotic and most original window displays.
Judging Criteria
Entries will be judged by the America250 Committee during their wrap-up meeting Tuesday, August 4. For the most patriotic and most original window displays, you do not need to meet all criteria to participate — creative and thoughtful design choices matter most.
- Theme relevance
Incorporates American history, founding ideals, historical milestones, connection to local or history. - Cohesive and balanced design
Display has a clear theme and harmonious arrangement. - Creativity & Originality
Innovative concepts or storytelling, patriotic themes. - American symbols or history
Features elements such as stars, eagles, the Liberty Bell or historical references.
Photo Guidelines
- Submit 3-5 photos
- One full view of your display.
- One or more close-up detail photos.
- One nighttime photo (if lighting is used).
Terms & Conditions
- Must be a merchant located in the downtown Winter Park Business District.
- Decorations must be visible from the street and may not include political messaging.
- Late or incomplete entries will not be accepted.
- By entering, participants agree to abide by the contest rules and release the City of Winter Park from any liability related to participation.