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Top Montalcino Historic Hotels

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 SAR 5,017
SAR 5,563 total
includes taxes & fees
4 Jan - 5 January 2026
Castiglion del Bosco, A Rosewood Hotel

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 437
SAR 621 total
includes taxes & fees
9 Dec - 10 Dec
The Gelda house, relax with a view

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is SAR 699
SAR 944 total
includes taxes & fees
9 Dec - 10 Dec
The House of Alice, charm and relaxation

The Casetta di Brunello, quiet and breathtaking views

Montalcino
9.6 out of 10, Exceptional, (17)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
The price is SAR 699
SAR 944 total
includes taxes & fees
9 Dec - 10 Dec
The Casetta di Brunello, quiet and breathtaking views

Monastero di Cortona Hotel & Spa

5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is SAR 1,114
SAR 1,260 total
includes taxes & fees
14 Dec - 15 Dec
Monastero di Cortona Hotel & Spa

Hotel Italia

3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (286)
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
United Kingdom
Neha
Hotel Italia

Antico Granaione

Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena
The price is SAR 26,146
SAR 26,146 total
includes taxes & fees
9 Dec - 10 Dec
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Casa Kita

Cortona Old Town
9.4 out of 10, Exceptional, (29)
"Love this place! The back deck views, over breakfast, are breathtaking. We keep returning! Terri"
United States
Terri
Casa Kita

Castello di Gargonza

3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza
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 Montalcino Hotel Reviews

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Frequently asked questions

What can a history buff expect from a stay in Montalcino?
Those visiting Montalcino may want to book a tour of the historical sites. While you're here, you can visit the spas and countryside. You can also relish a trip to the wineries during your stay.
What's the best hotel in Montalcino 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. Other choices close to historic sites include Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino and Colombiao di Momo: A Large 17th Century Farmhouse overlooking Tuscan hills.
How many historically relevant hotels will I find in Montalcino?
Montalcino is home to 232 hotel accommodations bookable on Expedia, including 4 hotels designated as historic or close to historic sites.
What are the must-see historical sites and other places in Montalcino?
Landmarks like Fortress of Montalcino and Abbazia di Sant'Antimo in Montalcino might be worth a visit. Cultural venues include Civic and Diocesan Museum of Sacred Art of Montalcino, Museum of Brunello, and Museo del Tartufo. A couple of additional sights to add to your agenda are Tenuta Greppo Franco Biondi Santi and Castiglion del Bosco Winery.
What is a historic hotel like in Montalcino?
A historic hotel gives guests the opportunity to stay in a building recognized with an official historic designation. Historic hotels throughout the world can take the form of palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Montalcino typically retain original elements such as period features or traditional architecture in their communal 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 "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the physical building and architecture. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the surrounding community.
Do historic hotels in Montalcino have modern facilities?
Yes. Every effort is made to preserve historic facades and treasured traditions, but hotel interiors are fitted with modern conveniences and safety features. Guests can expect the usual amenities you'd get from a hotel such as Smart TVs, WiFi, and updated bathroom facilities. In Montalcino, booking a historic hotel doesn't mean you're picking a place that's uncomfortable for guests or simply rundown.