Castiglion Fiorentino

Travel Guide

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.
A rural landscape with fields, trees, and mountains under a partly cloudy sky.
A panoramic view of a valley with a wooden fence in the foreground, dense green foliage, and distant hills under a clear sky.
Photo by Pigellino (Creative Commons Attribution 3.0)
A sunflower field with a town in the background.
Photo by Pigellino (Creative Commons Attribution 3.0)
A dirt path leading to a panoramic view of a valley with scattered buildings and fields.
Photo by Pigellino (Creative Commons Attribution 3.0)
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is RM2,777 per night from 29 Oct to 30 Oct
RM2,777
RM3,091 total
29 Oct - 30 Oct
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
Stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
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Precise Tale Poggio Alla Sala
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4 Arezzo AR
The price is RM232 per night from 8 Nov to 9 Nov
RM232
RM283 total
8 Nov - 9 Nov
includes taxes & fees
Stay at this business-friendly hotel in Arezzo. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions UCI Cinemas Arezzo and Porta del ...
B&B Hotel Arezzo
See all 6,497 properties in Castiglion Fiorentino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions Enoteca Di Ghino and Artemisia Gallery ...
9.4/10 Exceptional! (168 reviews)
"Beautiful property with wonderful staff and food. Highly recommend."

Reviewed on 24 Oct 2026

Hotel San Gregorio
Abbadia Sicille Relais

Abbadia Sicille Relais

4 out of 5
SP 14 Loc. Abbadia Sicille Trequanda SI
Stay at this business-friendly residence in Trequanda. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions San Giovanni d'Asso Station and ...
Abbadia Sicille Relais
See all properties in Castiglion Fiorentino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Castiglion Fiorentino attractions

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.
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Things to do

Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

RM93
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

RM116
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Casentino: Horseback Riding Tour with Verna Sanctuary View

Casentino: Horseback Riding Tour with Verna Sanctuary View

RM347
per adult
Casentino: Horseback Riding Tour with Verna Sanctuary View
Arezzo Gran Tour

Arezzo Gran Tour

RM56
per adult
Arezzo Gran Tour
Wine Tasting and Pinsa Lunch in Montepulciano

Wine Tasting and Pinsa Lunch in Montepulciano

RM417
per adult
Wine Tasting and Pinsa Lunch in Montepulciano
Authentic Cortona Cooking Class: Pizza, Pasta and Meal

Authentic Cortona Cooking Class: Pizza, Pasta and Meal

RM597
per adult
Authentic Cortona Cooking Class: Pizza, Pasta and Meal
See all activities in Castiglion Fiorentino
A historic square with a prominent tower, a church with a bell tower, and a café area.

Arezzo

A hillside town with historic buildings, a church, and vineyards.

Cortona

An aerial view of a historic town with red-roofed buildings, a prominent tower, and surrounding green fields.

Marciano della Chiana

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