Windermere Holiday Shopping Extravaganza 2026
Submit a minimum of 2 digital images of original artwork for a juried outdoor holiday art show with cash prizes for Best in Show, 1st, 2nd, and 3rd place.
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Get matched →- Deadline
- 70 days left
- Entry fee
- $50
- Award
- Cash prizes for Best in Show, 1st, 2nd, and 3rd place
- Location
- Windermere, Florida
- Exhibition window
- Nov 14, 2026 → Nov 15, 2026
About
Overview
Windermere Arts will host their 2nd annual Windermere Holiday Shopping Extravaganza in Downtown Windermere, Florida. This elite boutique event will showcase talented artists from around the country in an outdoor setting surrounded by music, food and performing arts.
Key dates
- Submission deadline: November 6, 2026
- Exhibition: Saturday, November 14, 2026, 10:00 AM–5:00 PM; Sunday, November 15, 2026, 10:00 AM–5:00 PM
- Judging: Saturday at 2:00 PM; prizes awarded same day
Eligibility
Open to artists from around the country. All work must be of original design and produced by the exhibiting artist. Giclee art is allowed from the same artist's artwork. Kits, imports, and mass-produced items will not be allowed. This rule is strictly enforced. The work exhibited and the booth must match the quality and style of work as represented in the submitted digital images.
Application requirements
Minimum 2 digital images required to apply.
Awards
This is a judged event with cash prizes awarded for Best in Show, 1st, 2nd, and 3rd place.
Fees
Application fee: $50.
What to bring & display
- Plenty of parking available for patrons
- Item tags with pricing and piece names required
- Booth sheet to be placed on right side of tent (provided after setup)
- Award
- Cash prizes for Best in Show, 1st, 2nd, and 3rd place
- Theme
- A holiday shopping event celebrating original artwork from talented artists nationwide, surrounded by music, food, and performing arts in a festive downtown setting.
- Eligibility
- Open to artists from around the country.
- Audience
- Open to artists from around the country
Every listing links to the organizer's official page. Always confirm deadlines, fees, and entry rules there before you apply.