A historic town with medieval architecture, including a prominent tower and a church with a bell tower.

Historic Hotels & Resorts in Cortona Old Town from AU$134

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Check availability on Cortona Old Town Historic Hotels

Our top choices for Cortona Old Town historic hotels

A couple in a hot tub with a cityscape view through large windows.

1. Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (295 reviews)
"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"
United States
Asha
The price is AU$197
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele
A staircase with two lit lanterns on the wall.

2. Cortona Shabby Chic House<br>(Independent & Balcony)

Cortona Shabby Chic House<br>(Independent & Balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$237
includes taxes & fees
19 Oct - 20 Oct
Cortona Shabby Chic House<br>(Independent & Balcony)
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

3. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AU$282
includes taxes & fees
6 Nov - 7 Nov
Cortonas Rooftop Nest
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

4. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (149 reviews)
"Beautiful place, delicious food and helpful staff"
United States
Qingwen
The price is AU$525
includes taxes & fees
18 Nov - 19 Nov
Il Falconiere - Relais e Chateaux
An arched doorway leading to a building with a wooden door and a staircase.

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 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 AU$134
includes taxes & fees
22 Oct - 23 Oct
Residenza Fabroni
A hotel room with a wooden ceiling, a large bed with a blue headboard, a TV, a jacuzzi, and a bottle of champagne.

6. Graziella Patio Hotel

Graziella Patio Hotel
4.0 star property
Arezzo Centro Storico
8.8 out of 10, Excellent, (39 reviews)
"We had a two night stay on our way to other places in Italy and thoroughly enjoyed the location. The inn was excellent and in a great location for touring the city."
United States
James
The price is AU$301
includes taxes & fees
2 Nov - 3 Nov
Graziella Patio Hotel
Pool

7. Agriturismo Rocca di Pierle

Agriturismo Rocca di Pierle
Mercatale
The price is AU$313
includes taxes & fees
19 Oct - 20 Oct
Agriturismo Rocca di Pierle
A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

8. Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (250 reviews)
"Amazing place. Small, intimate, very luxurious. Wonderful staff, beautiful breakfast, amazing location. Highly recommended."
United States
Kenneth
The price is AU$343
includes taxes & fees
3 Nov - 4 Nov
Palazzo Carletti
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is AU$391
includes taxes & fees
19 Oct - 20 Oct
Castello di Gargonza
A stone building with a balcony, surrounded by lush greenery and flowering plants.

10. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (73 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$253
includes taxes & fees
19 Oct - 20 Oct
Il Poggio dell'Eremita
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 Cortona Old Town Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 6 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

What should a history buff expect from a stay in Cortona Old Town?
The historical places in Cortona Old Town are likely at the top of your sightseeing list. Also discover all there is to see and do such as the monuments and cocktail bars.
What's the best hotel in Cortona Old Town to absorb the local history?
Based on our travel expertise, PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY is a top hotel on Expedia for those interested in history, and it features on-site laundry facilities and a washing machine. Casali Palace is a short walk away.
How many historical hotels are there in Cortona Old Town?
Cortona Old Town is home to 246 hotels and other lodging options bookable on Expedia, including 2 designated as historic hotels or close to historic sites.
What are the must-see historical places and other sights in Cortona Old Town?
Cortona Old Town is notable for landmarks like Fortress of Girifalco, Palazzo Comunale and Casali Palace. Cultural venues include Museum of the Etruscan Academy, Signorelli Theatre and Museo Diocesano. A couple of additional sights to add to your itinerary are Piazza della Repubblica and Giuseppe Garibaldi Memorial.
What is a historic hotel like in Cortona Old Town?
Guests who choose a historic hotel can spend a night or two in a building that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of historic hotels in Cortona Old Town, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and actual building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Cortona Old Town have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in most hotels will also be available in a historic hotel. When you choose a historic hotel in Cortona Old Town, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable.

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