Castiglion Fiorentino Travel Guide
Tourist 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
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...
Reviewed on 23 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
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.
Activities

Montepulciano Wine Tasting in the Tuscan Countryside

Oil museum and oil mill in Tuscany: tour and tasting

Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour with Tasting & Appetizers in the Cellar

Montepulciano Wine Tasting with typical Tuscan Cold Cuts









