Windermere Art & Performing Arts Show

About this event

Two-day outdoor art show on the Town Hall Square and Main Street in downtown Windermere, now in its 12th year. It is aimed at fine artists selling paintings, sculpture, photography, jewelry and gifts, with music and family activities running alongside. The 10x10 booth fee covers both days and the organizer may decline applicants.

Vendor details

Date	Feb 27 – Feb 28, 2027
Where	Town Hall Square and Main Street, Windermere Town Hall Square, Main Street, Windermere, FL Map
Booth fee	From $300 How this fee compares to other events
Booth size	10x10
Apply by	Open until full
Vendors wanted	Art, Handmade, Boutique & apparel
Setting	Outdoor
Juried	No
Organizer	Windermere Arts (Anne Scharer)

Last updated November 8, 2026 from Windermere Arts. Booth Season gathers listings automatically from public sources, so details can change. Confirm the fee, deadline and rules with the organizer before you apply or pay.