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Check availability on Pienza Historic Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

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 AED 409
AED 503 total
includes taxes & fees
22 Dec - 23 Dec
"Il Focolare" Superior Apartment in Monticchiello
2 bedrooms, desk, iron/ironing board, travel crib
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 AED 383
AED 469 total
includes taxes & fees
21 Dec - 22 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
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
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
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 AED 321
AED 370 total
includes taxes & fees
13 Jan - 14 January 2026
Residenza Fabroni
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 AED 430
AED 611 total
includes taxes & fees
21 Dec - 22 Dec
The Gelda house, relax with a view
Property grounds
Eva's house awaits you!

Eva's house awaits you!

Eva's house awaits you!
Monterubiaglio
10.0 out of 10, Exceptional, (2)
"L'appartement est très grand (rez-de-chaussée d'une maison) et aménagé avec bcp de goût. Tout etait fournis à l'arrivée : linges de lit, serviettes de toilette, liquide vaisselle, éponge et torchons. L'accueil des propriétaires etaient chaleureux et leurs conseils bienvenus. Chien, chat, tortues nous ont réservés un acceuil amical. Le jardin est très grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures très élevées. Les villages villes...
France
Stéphanie D.
The price is AED 495
AED 615 total
includes taxes & fees
21 Dec - 22 Dec
Eva's house awaits you!
Property grounds
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 AED 645
AED 873 total
includes taxes & fees
11 Jan - 12 January 2026
The House of Alice, charm and relaxation
Terrace/patio
Country House in the heart of Tuscany, near Terme, free Wifi

Country House in the heart of Tuscany, near Terme, free Wifi

Country House in the heart of Tuscany, near Terme, free Wifi
Armaiolo
10.0 out of 10, Exceptional, (1)
"Abbiamo passato 3 gg veramente perfetti in questo appartamento davvero molto carino e spazioso in cui non mancava nulla,con una camera decisamente spaziosa e un soggiorno con cucina altrettanto grandi e in perfetto stile rustico rimesso a nuovo. E poi che dire dello spazio esterno e soprattutto della gentilezza e cortesia del proprietario Alessio,che ha fatto di tutto x farci stare al meglio,con un ottimo barbecue compreso!Ci torneremo di sicuro,posto assolutamente consigliato!!! Manuel e Paola."
Italy
Manuel D.
The price is AED 383
AED 460 total
includes taxes & fees
21 Dec - 22 Dec
Country House in the heart of Tuscany, near Terme, free Wifi
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 Pienza Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"The best in Siena."
David 1-night trip
Posted 7 days ago
Hotel Certosa Di Maggiano

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Frequently asked questions

What can a history buff expect from a stay in Pienza?
The historical places in Pienza are likely a big part of your travel plans. While you're in this quaint area, why not also discover all of the sights in the area?
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 there in Pienza?
In Pienza, there are 185 hotel accommodations bookable on Expedia, including 2 hotels designated as historic or close to historic sites.
What are the top 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 agenda are Val di Chiana and Piazza Pio II.
What is a historic hotel like in Pienza?
A guest who chooses a historic hotel has an opportunity to stay in a place that's been recognized with an official historic designation. Historic hotels throughout the world come in all forms like castles, palaces or even pubs or old police stations. These types of hotels in Pienza often preserve original qualities such as period features or traditional architecture within the guestrooms or public spaces.
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., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to focus on the architecture and building. Mainly a heritage hotel draws meaning from the place's cultural value and how it influenced the community.
Do historic hotels in Pienza have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay can expect the usual 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're picking a place that's rundown.