A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Check availability on Montalcino Historic Hotels

Our top choices for Montalcino historic hotels

Villa (Agresto) | Living area | LCD TV, pay films

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
"Wonderful stay "
United States
Talib
The price is ฿76,553
฿84,590 total
includes taxes & fees
28 Jul - 29 Jul
Castiglion del Bosco, A Rosewood Hotel
Bar (on property)

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (133 reviews)
"During our recent trip to Italy, we changed our original plan to visit Florence and decided to find a place in Tuscany where we could just relax for the final four nights of our journey. We were lucky to find availability at Il Falconiere, and our stay there more exceeded our expectations."
United States
Marie
The price is ฿13,339
฿14,978 total
includes taxes & fees
6 Aug - 7 Aug
Il Falconiere - Relais e Chateaux
55-inch Smart TV with satellite channels, TV, Netflix

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (246 reviews)
"Excellent property and excellent location."
United States
Michael
The price is ฿7,197
฿8,069 total
includes taxes & fees
16 Jul - 17 Jul
Palazzo Carletti
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is ฿8,252
฿9,230 total
includes taxes & fees
10 Jul - 11 Jul
Castello di Gargonza
Property entrance

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 ฿2,533
฿2,939 total
includes taxes & fees
14 Jul - 15 Jul
Residenza Fabroni
Romantic Double Room | Private spa tub

Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (282 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
Anonymous traveller
The price is ฿4,599
฿5,365 total
includes taxes & fees
6 Aug - 7 Aug
Hotel San Michele
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 Montalcino Hotel Reviews

Hotel Dei Capitani

Hotel Dei Capitani

10/10 Excellent
"Very nice place. If we have a chance to stay with them again we certainly will’"
Frankie 5-night trip
Posted 1 hour ago
Hotel Dei Capitani

Frequently asked questions

What can a history buff expect from a stay in Montalcino?
People visiting Montalcino should consider a tour to learn more about the local history. 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 learn about local history?
Based on our travel expertise, Castiglion del Bosco, A Rosewood Hotel is a top historic hotel bookable on our site and it features free WiFi.
How many historically relevant hotels are there in Montalcino?
In Montalcino, you'll find 238 hotels and other accommodation options bookable on Expedia, including 4 designated as historic hotels or close to historic sites.
What are the top 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 Museum of Brunello, Civic and Diocesan Museum of Sacred Art of Montalcino and Museo del Tartufo. A couple of additional sights to add to your itinerary are Tenuta Greppo Franco Biondi Santi and Castiglion del Bosco Winery.
What is a historic hotel like in Montalcino?
Historic hotels give guests the chance to stay in a place officially recognised with a historic designation. Historic hotels throughout the world can be castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers — any building that's been identified as being of special interest. These types of hotels in Montalcino often retain original characteristics such as period features or traditional architecture in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
These terms are similar. "Historic hotel" is more commonly used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Mainly a heritage hotel draws meaning from the place's cultural value and how it inspired the 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. Visitors can expect the usual amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi and more. When you book a historic hotel in Montalcino, it doesn't mean you're picking a place that's rundown.