Photo by tom owens

Search Historic Hotels in Castiglione del Bosco

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castiglione del Bosco Historic Hotels

Our top choices for Castiglione del Bosco historic hotels

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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 36.183.639 ₫
40.111.265 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Interior
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione
55-inch Smart TV with satellite channels, TV, Netflix
Palazzo Carletti

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241)
"Excelente hotel."
Mexico
jorge
Palazzo Carletti
Lobby
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 1.988.351 ₫
2.310.891 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Residenza Fabroni
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.
View all properties

Top Castiglione del Bosco Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What can a history buff expect from a stay in Castiglione del Bosco?
A visit to the historical sites in Castiglione del Bosco is probably at the top of your sightseeing itinerary. During your holiday, why not also discover the many sights including the restaurants?
How many historically relevant hotels are located in Castiglione del Bosco?
The larger Montalcino area is home to 230 hotels 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 favourite 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?
Historic hotels give guests a chance to stay in a building officially recognised with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as stately homes, palaces or even lodges, old police stations or skyscrapers — any building that's been identified as being of special interest. These types of hotels in Castiglione del Bosco typically preserve authentic characteristics like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. The term "historic hotel" is more common in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to place more significance on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it shaped the community.
Do historic hotels in Castiglione del Bosco have modern facilities?
Yes. Every effort is made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Guests can expect the 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're choosing a place that's rundown or uncomfortable for guests.