Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino

Hotel Relais II Chiostro di Pienza
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on Oct 29, 2025

Hotel Continentale
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.
Reviewed on Oct 17, 2025

Monastero di Cortona Hotel & Spa
Incredible hotel with amazing staff
Reviewed on Nov 1, 2025

Hotel San Gregorio
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!
Reviewed on Oct 25, 2025

Abbadia Sicille Relais
We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone
Reviewed on Nov 4, 2025

Casanova - Panoramic Rooms and Suites
This hotel is a combination of modern and classic Italian styles. It has renovated rooms with modern bathrooms, but other areas of the hotel are outdated. It features a spa, sauna, thermal waters, and an outdoor pool with a spectacular view. The outdoor area is very beautiful and modern. The breakfast ...
Reviewed on Oct 18, 2025
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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.
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.
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.
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

Montepulciano: Guided Winery Tour with Tasting & Appetizers

2 Hours Free Arezzo tour without the use of your smartphone








