Historic Hotels & Resorts in Montalcino from NZ$175

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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

Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is NZ$411
includes taxes & fees
11 Jan - 12 Jan 2026
The House of Alice, charm and relaxation
Interior
The Gelda house, relax with a view

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 NZ$288
includes taxes & fees
7 Jan - 8 Jan 2026
The Gelda house, relax with a view
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, (71)
"Wonderful stay "
United States
Talib
The price is NZ$2,028
includes taxes & fees
2 Jan - 3 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
The price is NZ$411
includes taxes & fees
11 Jan - 12 Jan 2026
The Casetta di Brunello, quiet and breathtaking views
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
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 NZ$651
includes taxes & fees
4 Jan - 5 Jan 2026
Monastero di Cortona Hotel & Spa
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 NZ$374
includes taxes & fees
5 Jan - 6 Jan 2026
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
Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is NZ$12,128
includes taxes & fees
9 Jan - 10 Jan 2026
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
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 NZ$175
includes taxes & fees
14 Jan - 15 Jan 2026
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 Montalcino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The staff were exceptionally friendly and welcoming, making us feel comfortable from the moment we arrived. The breakfast was outstanding, with a great variety of fresh and high-quality options to choose from. Everything was well organised and very clean. We would happily stay here again and highly recommend this hotel."
Adam 2-night trip
Posted 6 days ago
Grand Hotel Continental Siena – Starhotels Collezione

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. Other choices to soak up the local history 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 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.

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