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 RM2,871 per night from 30 Sept to 1 Oct
RM2,871
RM3,195 total
30 Sept - 1 Oct
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! (247 reviews)
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."

Reviewed on 3 Sept 2026

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
The price is RM524 per night from 20 Sept to 21 Sept
RM524
RM595 total
20 Sept - 21 Sept
includes taxes & fees
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge) and daily housekeeping. Popular attractions Colonna del Marzocco and Palazzo ...
9.2/10 Wonderful! (128 reviews)
"Great hotel near the town."

Reviewed on 9 Sept 2026

Nuovo Etruria Resort
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
The price is RM2,088 per night from 30 Sept to 1 Oct
RM2,088
RM2,325 total
30 Sept - 1 Oct
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! (167 reviews)
"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was ..."

Reviewed on 5 Sept 2026

Precise Tale Poggio Alla Sala
See all 6,575 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 Enoteca Di Ghino and Artemisia Gallery ...
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! (95 reviews)
"Nice property. Be ready to wear a pool cap for the pool. We ate next door for dinner and was not impressed. There is a Michelin rated restaurant 4 miles away which we wish we knew about"

Reviewed on 10 Sept 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

RM236
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

RM350
per adult
Casentino: Horseback Riding Tour with Verna Sanctuary View
Arezzo Gran Tour

Arezzo Gran Tour

RM56
per adult
Arezzo Gran Tour
Arezzo: Val di Chiana Wine Tasting Experience

Arezzo: Val di Chiana Wine Tasting Experience

RM186
per adult
Arezzo: Val di Chiana Wine Tasting Experience
Montepulciano: Guided Winery Tour with Tasting & Appetizers

Montepulciano: Guided Winery Tour with Tasting & Appetizers

RM396
per adult
Montepulciano: Guided Winery Tour with Tasting & Appetizers
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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