Celebrating the passion and creativity of local artists, in the areas of art, music, drama and dance. Our flag event is the Windermere Fine Art Show, which takes place in the Spring in Town Square. The prelude event, Art, Wine & Music Stroll, takes place in the Fall in Downtown Windermere.


Presenting the 4th Annual Windermere Fine Art Show. Our flag event now expands to the sidewalks in Downtown Windermere. Enjoy over 100 booths, food, music and so much more at this family friendly free event, dance and drama. Mark your calendars now! Currently accepting artists applications and sponsorships.


Take a stroll down Main Street to enjoy art exhibits, wine and music at every station of the participating business locations. Get your passport fully stamped and win prizes! Don’t miss this event, which serves as a prelude to the Windermere Fine Art Show. Dates to be announced soon!