📍 Central Park & Park Avenue - Winter Park, FL, Winter Park, Florida
The Winter Park Sidewalk Art Festival, one of the nation's most prestigious shows, is held in beautiful Central Park and along Park Avenue in historic Winter Park, FL. The show is produced by a 40-member all-volunteer board and draws crowds of up to 250,000 each year. In 2025, $76,500 was presented to artists in cash awards, including a $12,000 Best of Show purchase award, and dedicated patron purchase funds were over $90,000.
📅 Event: Mar 20 - Mar 22 — Plan your travel accordingly!
💡 Pro Tip: Book hotels early for popular events! Consider staying nearby the night before for early setup.
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