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A '50s-style Ferragosto: the Vintage Festival lights up Castiglion Fiorentino

From August 13 to 16, 2026, Castiglion Fiorentino hosts the Vintage Festival, one of the liveliest summer events in the Valdichiana. For four days, the historic center of the town turns into a huge open-air stage, with live music, dancing, markets, and vintage cars and motorcycles.

At a glance: Dates: August 13-16, 2026 Location: historic center of Castiglion Fiorentino Admission: free Distance from Villa Santa Margherita: about 15 minutes

A dive into the '50s

The atmosphere brings back the legendary '50s and '60s: polka-dot dresses, pomade, vinyl records, rock'n'roll, jazz and rhythm and blues. Strolling through the town's streets feels cheerful and cinematic, almost like an American movie, with echoes of Grease, Happy Days and the summer parties of the past.

The Vintage Market

At the heart of the town, the Vintage Market is also set up, where you can browse clothes, accessories, books, records, toys and vintage objects. The squares, meanwhile, become the meeting point for concerts, DJ sets and dance shows.

An event for everyone

The event is suited to couples, families and groups of friends: a different, light-hearted and engaging evening, perfect for anyone staying in the area during Ferragosto.

Where to stay for the Vintage Festival

For guests of Villa Santa Margherita, Castiglion Fiorentino is easy to reach: the festival is about 15 minutes from the hotel. Discover our rooms and current offers for the Ferragosto weekend.