Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino

Villa di Piazzano - Small Luxury Hotel of the World
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly
Reviewed on Nov 6, 2025

Hotel Relais II Chiostro di Pienza
A little tired, extremely clean, with an amazing staff
Reviewed on Jan 1, 2026

Monastero di Cortona Hotel & Spa

Hotel San Gregorio
This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a ...
Reviewed on Mar 19, 2026

Casanova - Panoramic Rooms and Suites

Abbadia Sicille Relais
Room was beyond expectations. Helpful staff and overall great experience.
Reviewed on Dec 7, 2025
Popular places to visit
Tennis Club Castiglionese
Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Agricola Buccelletti Winery
You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.
Archaeological Museum
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Cassero Tower
Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.
Vasari Loggia
You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.
Municipal Art Gallery
You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Things to do

Montepulciano Wine Tasting in the Tuscan Countryside

Private Tasting of Organic Wines in the Cellar in Mugliano

Oil museum and oil mill in Tuscany: tour and tasting

Casentino: Horseback Riding Tour with Verna Sanctuary View

Tasting with Private Walk in a Cellar in Tuscany








