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)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
The price is RM2,420 per night from 11 Aug to 12 Aug
RM2,420
RM2,690 total
11 Aug - 12 Aug
includes taxes & fees
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 ...
9.6/10 Exceptional! (155 reviews)
"Magical location, pools, staff, property."

Reviewed on 19 Jul 2026

Precise Tale Poggio Alla Sala
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 RM2,824 per night from 20 Aug to 21 Aug
RM2,824
RM3,143 total
20 Aug - 21 Aug
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on 15 Jul 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
The price is RM1,316 per night from 28 Aug to 29 Aug
RM1,316
RM1,484 total
28 Aug - 29 Aug
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free breakfast, free Wi-Fi and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
10/10 Exceptional! (299 reviews)
"Beautiful oasis in a beautiful town"

Reviewed on 25 Jul 2026

Monastero di Cortona Hotel & Spa
See all 6,638 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.
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 RI Crea RE and Enoteca Di Ghino are ...
Hotel San Gregorio
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 ...
9.2/10 Wonderful! (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, ..."

Reviewed on 7 Jul 2026

Casanova - Panoramic Rooms and Suites
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.
See properties

Things to do

Cellar Tour & Wine Tasting

Cellar Tour & Wine Tasting

RM232
per adult
Cellar Tour & Wine Tasting
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
Casentino: Horseback Riding Tour with Verna Sanctuary View

Casentino: Horseback Riding Tour with Verna Sanctuary View

RM349
per adult
Casentino: Horseback Riding Tour with Verna Sanctuary View
See all activities in Castiglion Fiorentino
A historic square with a central open space, surrounded by colorful buildings with arched windows and a prominent tower.

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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