A historic square with a prominent tower and statues.

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Check availability on Pienza 5 Star Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Pienza 5-star hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

1. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
£532
includes taxes & fees
15 Oct - 16 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A stone building with a pool overlooking a mountainous landscape.
Vineyard
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

2. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
£486
includes taxes & fees
11 Nov - 12 Nov
Castello di Velona Resort Thermal SPA & Winery
A woman relaxing by a pool with a historic building in the background.
A bar area with a bartender preparing a drink, a well-stocked bar with various bottles, and a television in the background.
A building with multiple balconies, outdoor seating with umbrellas, and a paved walkway.
A modern bedroom with a large bed, a sofa, and two nightstands.

3. Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
San Casciano dei Bagni
United States
Susan and Larry
£244
includes taxes & fees
12 Nov - 13 Nov
Fonteverde Thermal Spa Resort Tuscany
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
Precise Tale Poggio Alla Sala
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
£1,108
includes taxes & fees
5 Nov - 6 Nov
Castiglion del Bosco, A Rosewood Hotel
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A narrow hallway with a stone wall and a clock.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

6. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
£227
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A hotel room with a large bed, a vanity with a mirror, and a green archway.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
A covered outdoor seating area with a pool in the background.

7. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
£221
includes taxes & fees
9 Nov - 10 Nov
Hotel Certosa Di Maggiano
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person in a swimming pool with a view of trees and mountains through a window.
A person standing at the entrance of a building with a stone staircase leading up to a door.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

8. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
£274
includes taxes & fees
10 Nov - 11 Nov
Il Falconiere - Relais e Chateaux
A pool with a modern water feature and a stone structure.
A buffet table with various desserts and a long dining area with tables and chairs.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

9. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
£70
includes taxes & fees
13 Oct - 14 Oct
Mercure Petriolo Siena Terme Spa Hotel
A swimming pool with lounge chairs and a person in a patterned dress.
A person performing a yoga pose in a grassy area with a historic building in the background.
A stone staircase with candles and a sign reading "CANTINA".
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.

10. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
£407
includes taxes & fees
11 Nov - 12 Nov
Castel Monastero - The Leading Hotels of the World
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
A bar area with green walls, wooden stools, and a bar counter.
Reception
A table set for dining with a scenic view of hills in the background.

11. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
£291
includes taxes & fees
11 Nov - 12 Nov
La Posta Hotel & Thermal Spa
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A balcony with a view of a green landscape and a body of water.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

12. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
Canada
Doug
£119
includes taxes & fees
8 Nov - 9 Nov
Borgo Sant'Ambrogio Resort
A couple in a hot spring with a large rock formation in the background.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.
A person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

13. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United Kingdom
Abdel
£614
includes taxes & fees
11 Nov - 12 Nov
ADLER Thermae
A stone wall with a view of rolling hills and mountains.
A stone building with a swimming pool, lounge chairs, and umbrellas.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.
A courtyard with stone buildings, potted plants, and outdoor seating.

14. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
£903
includes taxes & fees
1 Nov - 2 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A historic stone building with arched doorways and a courtyard at twilight.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

15. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
£288
includes taxes & fees
9 Nov - 10 Nov
Relais La Corte dei Papi
A stone villa with a swimming pool, outdoor seating, and a scenic sunset view.
A large, historic building with multiple wings and a courtyard.
An open doorway leading to a living room with a sofa, a coffee table, and a lamp.
A cozy living room with a fireplace, a clock, and a sofa.

16. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco
Spa treatment
Exterior
Breakfast meal
Spa

17. Castel Porrona Relais & Spa

Castel Porrona Relais & Spa
Cinigiano
Finland
Joona
Castel Porrona Relais & Spa
A dining area with a long table set for breakfast, featuring bread, pastries, and fruit.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone building with multiple windows.
A restaurant with brick arches, wooden tables, and a piano.
A view of a countryside landscape with rolling hills, a swimming pool, and a building with a tiled roof.

18. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
United States
James
Agriturismo San Fabiano
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pienza.
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
£99
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (140 reviews)
Nuovo Etruria Resort
Relais Cloister Pienza

Relais Cloister Pienza

Corso il Rossellino 26 Pienza SI
£112
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (8 reviews)
Relais Cloister Pienza
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
£102
11 Nov - 12 Nov
includes taxes & fees
Hotel Corsignano
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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.

Learn more about Pienza

The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II.

See all hotels in Pienza
A historic town perched on a hillside with a prominent church tower, surrounded by lush greenery and rolling hills in the background.

Top Pienza Hotel Reviews

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"
DAvid 3-night trip
Posted 9 hours ago
Precise Tale Poggio Alla Sala
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Our third stay here. It’s so nice. The town is also quaint too."
Brenda 4-night trip
Posted 10 hours ago
Fonteverde Thermal Spa Resort Tuscany
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 8 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 2 weeks ago
Hotel Certosa Di Maggiano
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Frequently asked questions

What are the best 5-star hotels in Pienza?
If you're seeking a 5-star experience, ADLER Spa Resort Thermae offers one of the best of them according to reviews by our customers. Book a room at this Pienza escape and you'll get the highest standard of service, upscale furnishings and top-notch facilities.
How much does it cost to stay in a 5-star hotel in Pienza?
There are a variety of pricing options for 5-star hotels in Pienza on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare available accommodation for your chosen dates and make use of our pricing and other filters to find the perfect upscale stay.
  • Search for the lowest price per night from £99
What makes a hotel 5 stars in Pienza?
In Pienza, a hotel needs to provide a certain level of upscale amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like in-room massages, nightly turn-down services and concierge services. Some may even offer additional touches such as welcome gifts.

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