Cherie at the Winter Park Sidewalk Art Festival

When

Mar 20, 2026 – Mar 22, 2026    
9:00 am – 5:00 pm

Where

Park Avenue
107 S Park Ave, Winter Park, FL, 32789
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The Winter Park Sidewalk Art Festival is one of the nation’s oldest, largest and most prestigious outdoor art festivals. The Festival debuted in March 1960 as a community project to bring local artists and art lovers together. It is produced by an all-volunteer board and draws more than 250,000 visitors each year.  Lining Park Avenue in Winter Park, Florida, this festival is in the heart of the beautiful town.

Details about the Winter Park Sidewalk Art Festival and the city, including local restaurants and attractions, are available from the festival website.

Festival Hours

Friday, March 20: 9am – 6pm
Saturday, March 21: 9am – 6pm
Sunday, March 22: 9am – 5pm

Schools Exhibit Hours: 9 a.m. – 5 p.m, Friday and Saturday; 9 a.m – 3:30 p.m., Sunday

Map of Winter Park Sidewalk Art Festival along Park Avenue between New England Avenue and Canton Avenue