Search Historic Hotels in Montalcino

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Check availability on Montalcino Historic Hotels

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Montalcino 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, (70)
"Wonderful stay "
United States
Talib
The price is ฿33,531
฿37,257 total
includes taxes & fees
2 Jan - 3 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is ฿10,730
฿11,952 total
includes taxes & fees
4 Jan - 5 Jan 2026
Monastero di Cortona Hotel & Spa
Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (289)
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
United Kingdom
Neha
Hotel Italia
Interior
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60)
"old fashion building, clean and affordable"
United States
Irene
The price is ฿6,114
฿6,874 total
includes taxes & fees
5 Jan - 6 Jan 2026
Antico Granaione
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 ฿2,780
฿3,207 total
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza Fabroni
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
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
Jose 3-night trip
Posted 2 months ago
Castello di Velona Resort Thermal SPA & Winery

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 224 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 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 itinerary are Tenuta Greppo Franco Biondi Santi and Torrenieri Montalcino Station.
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.