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Find Historic Hotels in Castiglione del Bosco

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Check availability on Castiglione del Bosco Historic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Castiglione del Bosco Historic Hotels

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is SAR 5,268
SAR 5,838 total
includes taxes & fees
17 Dec - 18 Dec
Castiglion del Bosco, A Rosewood Hotel
Interior
Antico Granaione

Antico Granaione

Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione
Pool
B&B San Paterno Classic Retrò room Double or Twin

B&B San Paterno Classic Retrò room Double or Twin

Armaiolo
9.4 out of 10, Exceptional, (3)
"very clean, very conveinent and host was more than friendly. "
United States
Lori K.
The price is SAR 196
SAR 356 total
includes taxes & fees
5 Dec - 6 Dec
B&B San Paterno Classic Retrò room Double or Twin
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is SAR 349
SAR 402 total
includes taxes & fees
8 Dec - 9 Dec
Residenza Fabroni
Bar (on property)
Exclusive Stone Tower.

Exclusive Stone Tower.

Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is SAR 390
SAR 652 total
includes taxes & fees
4 Jan - 5 January 2026
Exclusive Stone Tower.
Dining
Comfort, relaxation and nature

Comfort, relaxation and nature

Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is SAR 314
SAR 445 total
includes taxes & fees
5 Dec - 6 Dec
Comfort, relaxation and nature
Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is SAR 438
SAR 622 total
includes taxes & fees
5 Dec - 6 Dec
The Gelda house, relax with a view
Fridge, microwave, oven, stovetop
Apartment "Casa Renata" (free covered private parking)

Apartment "Casa Renata" (free covered private parking)

Siena
10.0 out of 10, Exceptional, (1)
"We werden netjes ontvangen door de eigenaar. Hij spreekt goed Engels. Het appartement is heel netjes en ruim met twee badkamerspullen en heeft een goede prijs kwaliteit verhouding. We hebben een prima verblijf gehad. Een ritje naar Siena is maar 6km."
Netherlands
Olav S.
The price is SAR 370
SAR 834 total
includes taxes & fees
11 Dec - 12 Dec
Apartment "Casa Renata" (free covered private parking)
Fridge, microwave, oven, stovetop
SUITE WINE - Relax & Design in the Heart of the Valdorcia

SUITE WINE - Relax & Design in the Heart of the Valdorcia

San Quirico d'Orcia
10.0 out of 10, Exceptional, (9)
"Beautiful, clean, comfortable apartment in a great location."
United Kingdom
priscilla e.
The price is SAR 354
SAR 559 total
includes taxes & fees
14 Dec - 15 Dec
SUITE WINE - Relax & Design in the Heart of the Valdorcia
Fridge, oven, stovetop, dishwasher
CASA ILARIA - Bright apartment with a view in the historic center

CASA ILARIA - Bright apartment with a view in the historic center

Siena City Centre
8.0 out of 10, Very Good, (5)
"Good part: close to Centro, Duomo and Campo. But: No charm, nothing Italian about it No comfortable chair Poorly furnished Coffee maker leaked half of what was being made Woke up to no hot water….took 12 hours for someone to show up No spare toilet paper Bathroom adjacent to bedroom Had motion sensor light; flooded the bedroom with light any time it was used. Never again. "
United States
Christopher L.
The price is SAR 315
SAR 539 total
includes taxes & fees
9 Dec - 10 Dec
CASA ILARIA - Bright apartment with a view in the historic center
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.
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Top Castiglione del Bosco Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"
ROGERIO 5-night trip
Posted 4 days ago
Hotel Certosa Di Maggiano

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Frequently asked questions

What can I expect on my historical trip to Castiglione del Bosco?
A visit to the sights with historical relevance in Castiglione del Bosco is probably number one on your travel itinerary. During your stay, why not also explore the many sights including the restaurants?
What's the best accommodation in Castiglione del Bosco to be near historical sites?
Based on our travel expertise, Rosewood Castiglion del Bosco is a top historic hotel bookable on our site and it features free WiFi.
How many historically relevant hotels are there in Castiglione del Bosco?
The larger area of Montalcino has 232 hotels and other lodging options bookable on Expedia with 4 designated as historic hotels or close to historic sites.
What are the must-see historical sites and other places in Castiglione del Bosco?
A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Castello di Montepescini in the area.
What is a historic hotel like in Castiglione del Bosco?
A historic hotel gives guests the chance to stay in a place officially recognized with a national historic designation. Historic hotels throughout the world can be palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Castiglione del Bosco often retain original elements like traditional architecture and period features in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value and how it shaped the community.
Do historic hotels in Castiglione del Bosco have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Guests should expect the popular amenities you'd get from a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. In Castiglione del Bosco, booking a historic hotel doesn't mean you will stay in a place that's uncomfortable for guests or simply rundown.