Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino

Farmhouse in the hills with panoramic view and swimming pool
Was wonderful and beautiful.
Reviewed on 30 Nov 2024

Monastero di Cortona Hotel & Spa
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.
Reviewed on 4 Nov 2025

B&B Hotel Arezzo
Nice hotel. Well located near Arezzo.
Reviewed on 1 Feb 2025

Farmhouse in the hills with panoramic view and swimming pool
Was wonderful and beautiful.
Reviewed on 30 Nov 2024

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 25 Oct 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 4 Nov 2025
Check Castiglion Fiorentino hotel availability
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 take a trip to 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.
Archaeological Museum
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. 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

Private Tasting of Organic Wines in the Cellar in Mugliano

Montepulciano Wine Tasting in the Tuscan Countryside

Oil museum and oil mill in Tuscany: tour and tasting

Montepulciano: Guided Winery Tour with Tasting & Appetizers

Wine Tasting: a SYRAH that makes you fall in love









