Winter Park Fall Art Festival 2024 Dates. The winter park sidewalk art festival, nationally recognized as one of the nation’s most profitable shows for artists, is also one of the nation’s oldest, largest and. Saturday, october 12, and sunday, october 13, 2024.
March 21, 22, 23, 2025. Fall is festival season, celebrating the traditional harvest (while enjoying more forgiving midwestern weather).
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