Find Historic Hotels in Chiassa Superiore

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Check availability on Chiassa Superiore Historic Hotels

Our top choices for Chiassa Superiore historic hotels

Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (287)
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
United Kingdom
Neha
Hotel Italia
Free daily continental breakfast
Casa Kita

Casa Kita

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
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, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is SAR 1,135
SAR 1,267 total
includes taxes & fees
4 Jan - 5 January 2026
Monastero di Cortona Hotel & Spa
Single Room, 1 Twin Bed, Private Bathroom, City View | View from room
B&B San Francesco

B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (55)
"The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!"
United States
Maria
B&B San Francesco
Exterior
Castello di Gargonza

Castello di Gargonza

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
Property grounds
La casa di Laura

La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is SAR 397
SAR 767 total
includes taxes & fees
7 Jan - 8 January 2026
La casa di Laura
1 bedroom, desk, iron/ironing board, WiFi
Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is SAR 416
SAR 509 total
includes taxes & fees
14 Dec - 15 Dec
Cortona Shabby Chic House<br>(Independent & balcony)
Exterior detail
Cortonas Rooftop Nest

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is SAR 591
SAR 683 total
includes taxes & fees
14 Dec - 15 Dec
Cortonas Rooftop Nest
1 bedroom, travel crib, free WiFi
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is SAR 412
SAR 430 total
includes taxes & fees
15 Dec - 16 Dec
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Outdoor dining
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (27)
"Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares"
United States
Patricia H.
The price is SAR 1,257
SAR 1,432 total
includes taxes & fees
31 Dec - 1 January 2026
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
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 Chiassa Superiore Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
Neha 2-night trip
Posted 5 days ago
Hotel Italia

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Frequently asked questions

What should a history enthusiast expect from a trip to Chiassa Superiore?
A trip to the historical places in Chiassa Superiore is likely on top of your sightseeing itinerary. And take some time to enjoy all there is to see and do while you're visiting the area.
How many historical hotels will I find in Chiassa Superiore?
Chiassa Superiore is home to 8 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical places and other sights to visit in Chiassa Superiore?
Places to visit in the wider area include Castelnuovo di Subbiano, Casa Vasari House Museum, and Cathedral of Saints Peter and Donato. You'll also find Piazza Grande and Basilica of San Francesco in the area.
What is a historic hotel like in Chiassa Superiore?
By choosing a historic hotel, you can sleep someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the guestrooms or communal spaces of these historic hotels in Chiassa Superiore, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value as well as how it shaped the community.
Do historic hotels in Chiassa Superiore have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in any hotel should be available at a historic hotel. When you book a historic hotel in Chiassa Superiore, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.