Historic Hotels & Resorts in Pienza from AU$166

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Historic Hotels

Our top choices for Pienza historic hotels

Fridge, microwave, stovetop, dishwasher
"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AU$209
includes taxes & fees
15 Dec - 16 Dec
"Il Focolare" Superior Apartment in Monticchiello
2 bedrooms, desk, iron/ironing board, travel cot
The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is AU$195
includes taxes & fees
14 Dec - 15 Dec
The house in the village - Angelica apartment - Vald'Orcia
Lobby lounge
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione
Superior Double Room, Valley View | Bathroom
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
Terrace/patio
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
Rooftop terrace
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 AU$486
includes taxes & fees
21 Dec - 22 Dec
Monastero di Cortona Hotel & Spa
Property entrance
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 AU$166
includes taxes & fees
15 Dec - 16 Dec
Residenza Fabroni
Free self-parking
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
Property grounds
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 AU$252
includes taxes & fees
19 Dec - 20 Dec
The Gelda house, relax with a view
Property grounds
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is AU$251
includes taxes & fees
16 Dec - 17 Dec
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.
View all properties

Top Pienza Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 5 days ago
Abbadia Sicille Relais

Frequently asked questions

What can I expect on my historical trip to Pienza?
The historical places in Pienza are likely at the top of your travel itinerary. While you're visiting this quaint area, why not also enjoy all you'll find to see and do here?
What's the best hotel in Pienza to learn about local history?
House with private pool with beautiful view Val d 'Orcia is one of the top choices for history buffs.
How many historically relevant hotels are located in Pienza?
Pienza has 185 hotels and other lodging options bookable on Expedia, including 2 historic hotels or hotels close to historic sites.
What are the most important historical places and other sights to visit in Pienza?
Pienza is notable for landmarks like Palazzo Piccolomini, Historic Centre of Pienza and Pienza Cathedral. Cultural venues include Palazzo Borgia, Artemisia Gallery and Art Studio di Adelina Quadri. A couple of additional sights to add to your itinerary are Val di Chiana and Piazza Pio II.
What is a historic hotel like in Pienza?
Guests who choose historic hotels have a chance to stay in a building recognised with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as 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 Pienza often preserve original characteristics such as period features or traditional architecture in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the building and architecture itself. A heritage hotel draws meaning mainly from the cultural value that the place has and how it shaped the community.
Do historic hotels in Pienza have modern facilities?
Yes, efforts are made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay should expect the popular amenities you'd get from a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. Booking a historic hotel in Pienza doesn't mean you will stay in a place that's rundown.

Explore a world of travel with Expedia