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

Castiglion Fiorentino Hotel Guide - Historic Hotels in Castiglion Fiorentino, Tuscany

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Check availability on Castiglion Fiorentino Historic Hotels

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Castiglion Fiorentino historic hotels

1. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
€141
includes taxes & fees
20 Aug - 21 Aug
Hotel San Michele

2. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Marie
€521
includes taxes & fees
27 Aug - 28 Aug
Il Falconiere - Relais e Chateaux

3. Graziella Patio Hotel

Graziella Patio Hotel
Arezzo Centro Storico
United States
James
€174
includes taxes & fees
26 Aug - 27 Aug
Graziella Patio Hotel

4. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
United States
Michelle H.
€220
includes taxes & fees
2 Sept - 3 Sept
La Finestra sul Teatro

5. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
United States
Erin
€149
includes taxes & fees
28 Aug - 29 Aug
Cortona Shabby Chic House<br>(Independent & balcony)

6. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
United States
Robin F.
€171
includes taxes & fees
19 Aug - 20 Aug
Cortonas Rooftop Nest

7. Castello di Gargonza

Castello di Gargonza
Monte San Savino
Canada
Ariel
€242
includes taxes & fees
20 Aug - 21 Aug
Castello di Gargonza

8. Residenza Fabroni

Residenza Fabroni
Montepulciano
United States
Nicholas
€88
includes taxes & fees
21 Aug - 22 Aug
Residenza Fabroni
View all properties

Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."
Eric 2-night trip
Posted 9 hours ago
Relais Villa Grazianella - UNA Esperienze
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 11 hours ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Nice staff great location wonderful breakfast"
shane 1-night trip
Posted 13 hours ago
Hotel Corsignano
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 4 days ago
Il Falconiere - Relais e Chateaux
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 9 days ago
Agriturismo La Sovana
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Very clean and reasonably priced hotel close to Arezzo and the Autostrada."
Thomas Ezio 1-night trip
Posted 11 days ago
Il Gentiluomo Hotel & SPA
Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very recommended"
John 1-night trip
Posted 2 weeks ago
Hotel Minerva
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 3 weeks ago
Hotel Villa Ricci
Hotel Continentale

Hotel Continentale

8/10 Good
"The most prominent feature of this hotel is the terrace, what a fabulous view! The staff were very helpful and friendly, showing the Gym which is slightly hidden away behind the bar and the large relaxing public lounge. There is a wide offer for breakfast in a large room which I think is underused. It would for instance be a great place for a reception or other formal gathering."
Karl 2-night trip
Posted 2 months ago
Hotel Continentale

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?
Beautiful villa in Tuscany with park and panoramic swimming pool! is one of the top choices for history buffs.
How many historical hotels are located in Castiglion Fiorentino?
Castiglion Fiorentino is home to 283 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
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.