A historic square with a prominent tower and statues.

Find Historic Hotels in Pienza from CA $146

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Check availability on Pienza Historic Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Pienza historic hotels

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.
A bedroom with a large bed, a wooden ceiling, a mirror, a bicycle, and a chair.
A kitchen with a brick arch, wooden ceiling beams, a dining table, and bar stools.
A kitchen with a brick archway, two bar stools, a countertop, and a hanging light fixture.

1. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
Australia
Dan
CA $158
CA $192 total
includes taxes & fees
Oct 29 - Oct 30
"Il Focolare" Superior Apartment in Monticchiello
A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.
A stone building with a staircase leading to a door, a small balcony, and a street in front.
A kitchen with white cabinets, a tiled backsplash, and a wooden ceiling.
A bookshelf filled with books, a wooden box labeled "Poliziano," and a staircase leading to a room.

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

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
United States
Melissa B.
CA $141
CA $175 total
includes taxes & fees
Oct 25 - Oct 26
The house in the village - Angelica apartment - Vald'Orcia
An arched doorway leading to a building with a wooden door and a staircase.
A balcony with a view of a town, including a church tower and distant mountains.
A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.
A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

3. Residenza Fabroni

Residenza Fabroni
Montepulciano
United States
Nicholas
CA $127
CA $146 total
includes taxes & fees
Nov 3 - Nov 4
Residenza Fabroni
A two-story building with a stone facade, a wooden door, and shutters on the windows. There are potted plants in front of the entrance.
A bedroom with a wooden ceiling, a bed with white linens, a bedside table with a lamp, and a wooden shelf above the bed.
A rustic room with a wooden barrel table, a lamp, a book, and a bed in the background.
A wooden dining table set with plates, glasses, and a bottle of wine, with a window and wooden wall in the background.

4. SUITE WINE - Relax & Design in the Heart of the Valdorcia

SUITE WINE - Relax & Design in the Heart of the Valdorcia
San Quirico d'Orcia
United Kingdom
priscilla e.
CA $128
CA $202 total
includes taxes & fees
Nov 1 - Nov 2
SUITE WINE - Relax & Design in the Heart of the Valdorcia
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.
A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.
A room with a spiral staircase, a large mirror, and a view of a balcony with curtains.
A detailed ceiling with ornate designs and a central medallion.

5. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Kenneth
CA $280
CA $315 total
includes taxes & fees
Nov 22 - Nov 23
Palazzo Carletti
A bedroom with a four-poster bed, a bench, a chandelier, and a window with curtains.
A room with a wooden dining table, a chair, a small cabinet, a mirror, and a wall-mounted light fixture.
A vintage-style room with a wooden table, a chair with a patterned cushion, a lantern with flowers, and a window with curtains.
A wooden chest with a white interior, a coffee cup, pastries, a flower pot, and a salt shaker.

6. Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
United States
Cari R.
CA $237
CA $237 total
includes taxes & fees
Oct 29 - Oct 30
Dragoncello Suite with four-poster bed
A stone building with a sign reading "Borgo di Mezzo".
A bedroom with a bed, bedside table, chair, dresser, and a window with a view.
A dining area with a wooden table, two chairs, a vase with flowers, a candle holder, and a fireplace.
A modern living room with a white sofa, a white chair, a small round table, and a bookshelf.

7. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
Australia
Lisa K.
CA $158
CA $224 total
includes taxes & fees
Oct 23 - Oct 24
The Gelda house, relax with a view
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.
A rectangular swimming pool with a stone border, surrounded by grass and a few trees.
A modern kitchen with grey cabinets, a central island, and a dining area with clear chairs.
A modern kitchen with grey cabinets, a white countertop, and a window with red curtains.

8. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
United States
Harald B.
CA $170
CA $325 total
includes taxes & fees
Oct 24 - Oct 25
Romantic farm in the Sienese hills
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.
A bedroom with a large bed, a wooden headboard, a white nightstand, a bedside lamp, and a wardrobe with a rustic finish.
A room with a sliding glass door leading to an outdoor area with a stone wall and trees.
A stone house with a tiled roof, a covered patio, and a gravel driveway.

9. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
United States
Marshall W.
CA $886
CA $1,018 total
includes taxes & fees
Oct 25 - Oct 26
Wp Relais Villa Vignalunga
A narrow stone alley with potted plants and benches.
A bedroom with stone walls, a wooden ceiling, a bed with a quilt, a bedside table with a lamp, and a window.
A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.
A cozy interior with stone walls, a wooden ceiling, a white armchair, a bar area, and a lantern.

10. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
United States
Robert S.
CA $237
CA $322 total
includes taxes & fees
Nov 5 - Nov 6
The House of Alice, charm and relaxation
View all properties

Top Pienza Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive."
Ramon 4-night trip
Posted 20 hours ago
Hotel San Gregorio
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Unbelievable view! And the rooms were very clean and large. I hope we get the opportunity to make it back to this hotel one day!"
Rebecca 2-night trip
Posted 2 days ago
Fonteverde Thermal Spa Resort Tuscany
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."
Doralba 2-night trip
Posted 4 days ago
Hotel Villa Ricci
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 5 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le château est grandiose"
Annie 4-night trip
Posted 6 days ago
Castello di Velona Resort Thermal SPA & Winery
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"
Jenna 2-night trip
Posted 10 days ago
Tenuta Santo Pietro

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?
Based on our travel expertise, House with private pool with beautiful view Val d 'Orcia is a top country house for history seekers booking on Expedia, and it features free WiFi and laundry facilities. Historic Centre of Pienza is a short 15-minute drive away.
How many historically relevant hotels are there in Pienza?
In Pienza, there are 181 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.

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