A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Historic Hotels & Resorts in Castiglion Fiorentino from AU$146

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Check availability on Castiglion Fiorentino Historic Hotels

Our top choices for Castiglion Fiorentino historic hotels

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (128 reviews)
"Excellent staff and experiences! We had a wonderful time."
United States
Sam
The price is AU$709
includes taxes & fees
13 July - 14 July
Il Falconiere - Relais e Chateaux

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is AU$146
includes taxes & fees
13 July - 14 July
Residenza Fabroni

Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (279 reviews)
"The location is fantastic. Just steps from the shopping and restaurants. The hotel is old fashioned and charming. The bathrooms are in need of an upgrade both fixtures and lighting. But it’s quirky ways also are the very thing that makes it charming. I would ask for a room furthest away from Via Nationale as that street can be loud at night. They have a nice breakfast each morning w an option to eat in the outdoor courtyard. Their sweet staff will bring you speciality coffees to enjoy!"
United States
Susannah
The price is AU$211
includes taxes & fees
21 July - 22 July
Hotel San Michele

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (246 reviews)
"Excellent property and excellent location."
United States
Michael
The price is AU$323
includes taxes & fees
7 July - 8 July
Palazzo Carletti

Graziella Patio Hotel

Graziella Patio Hotel
4.0 star property
Arezzo Centro Storico
8.8 out of 10, Excellent, (37 reviews)
"Really quint hotel with good customer service "
United States
Jyotish
The price is AU$273
includes taxes & fees
22 June - 23 June
Graziella Patio Hotel

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (42 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is AU$436
includes taxes & fees
21 July - 22 July
Castello di Gargonza

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (65 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$258
includes taxes & fees
4 July - 5 July
Il Poggio dell'Eremita

Country House in the heart of Tuscany, near Terme, free Wifi

Country House in the heart of Tuscany, near Terme, free Wifi
Armaiolo
10.0 out of 10, Exceptional, (1 review)
"Abbiamo passato 3 gg veramente perfetti in questo appartamento davvero molto carino e spazioso in cui non mancava nulla,con una camera decisamente spaziosa e un soggiorno con cucina altrettanto grandi e in perfetto stile rustico rimesso a nuovo. E poi che dire dello spazio esterno e soprattutto della gentilezza e cortesia del proprietario Alessio,che ha fatto di tutto x farci stare al meglio,con un ottimo barbecue compreso!Ci torneremo di sicuro,posto assolutamente consigliato!!! Manuel e Paola."
Italy
Manuel D.
The price is AU$178
includes taxes & fees
22 June - 23 June
Country House in the heart of Tuscany, near Terme, free Wifi

Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is AU$163
includes taxes & fees
22 June - 23 June
Boutique Apartment Eleganza

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
9.8 out of 10, Exceptional, (10 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AU$203
includes taxes & fees
29 June - 30 June
"Il Focolare" Superior Apartment in Monticchiello
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.

Top Castiglion Fiorentino Hotel Reviews

Frequently asked questions

What should I expect on my historical trip to Castiglion Fiorentino?
A visit to the historical sites in Castiglion Fiorentino is likely first on your sightseeing itinerary. You can also explore all there is to see and do including the wineries and churches.
What's the best accommodation in Castiglion Fiorentino to learn about local history?
Based on our travel expertise, Beautiful villa in Tuscany with park and panoramic swimming pool! is a top country house for history seekers booking on Expedia, and it features free Wi-Fi and a fitness centre. Cassero Tower is a short 12-minute drive away.
How many historical hotels are located in Castiglion Fiorentino?
Castiglion Fiorentino is home to 281 hotels and other lodging options bookable on Expedia, including 2 designated as historic hotels or close to historic sites.
What are the most important historical sites and other places in Castiglion Fiorentino?
Landmarks like Cassero Tower and Vasari Loggia in Castiglion Fiorentino might be worth a visit. A couple of additional sights to add to your itinerary are Val di Chiana and Tennis Club Castiglionese.
What is a historic hotel like in Castiglion Fiorentino?
By booking a historic hotel, guests can spend a night or two someplace that has a national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be turned into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Castiglion Fiorentino, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and actual building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Castiglion Fiorentino have modern facilities?
Hotels have the safety features and modern conveniences you might expect, while every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Castiglion Fiorentino, you won't be staying at a place that is rundown or uncomfortable.

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