Gaiole in Chianti
A market town since 1200, Gaiole is now a central destination for touring southern Chianti. A stream runs through its center, and flowers adorn many of its window boxes. The surrounding area is dotted with castles perched on hilltops (the better to see the approaching enemy): they were of great strategic importance during the Renaissance, and still make dazzling lookout points.
Recommended Fodor's Video
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