A historic square with a prominent tower and statues.

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Check availability on Pienza Luxury Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Pienza luxury hotels

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

1. L'Olmo

L'Olmo
Pienza
₩599,798
₩665,776 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

2. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Tuscany farm stay offers rustic luxury with winery, seasonal pool, and bar in Val di Chiana.
₩343,521
₩383,871 total
includes taxes & fees
Oct 20 - Oct 21
Tenuta Santo Pietro
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.
A staircase with a handrail leading to a door with a blue handle.
A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.
A wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
₩117,775
₩135,550 total
includes taxes & fees
Nov 2 - Nov 3
TuscanyLettings Studio&Room
Terrace/patio
A bedroom with a bed, a chair, a desk, and a window with curtains.
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
₩321,535
₩359,686 total
includes taxes & fees
Oct 30 - Oct 31
Relais Val d'Orcia
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
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.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
  • Tuscan elegance meets vineyard vistas at this historic Montalcino hotel with spa, golf, and wine retreat pleasures.
₩1,634,176
₩1,812,588 total
includes taxes & fees
Nov 3 - Nov 4
Castiglion del Bosco, A Rosewood Hotel
A couple in a hot spring with a large rock formation in the background.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.
A person in a white robe standing in a bamboo garden.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

6. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
  • Thermal luxury awaits at this San Quirico d'Orcia hotel with 2 hot springs, full-service spa with 21 treatment rooms, and winery.
₩981,831
₩1,087,511 total
includes taxes & fees
Nov 8 - Nov 9
ADLER Thermae
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A pool with a view of a hillside.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A dining area with a brick archway, tables set for dining, and a fireplace.

7. Lupaia

Lupaia
Torrita di Siena
₩1,199,595
₩1,325,553 total
includes taxes & fees
Oct 23 - Oct 24
Lupaia
A stone wall with a view of rolling hills and mountains.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.
A stone building with a swimming pool, lounge chairs, and umbrellas.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

8. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
  • Immerse in Tuscan luxury at a mountainside wine estate hotel featuring exclusive spa services, a seasonal pool, and 2 restaurants.
₩1,485,863
₩1,649,444 total
includes taxes & fees
Oct 30 - Oct 31
Castello Banfi - Il Borgo - Relais et Chateaux
A hotel room with a large bed, a nightstand with a lamp, a chair, and a window with curtains.
Reception
A table set for dining with a scenic view of hills in the background.
A bar area with green walls, wooden stools, and a bar counter.

9. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
  • Rural luxury sanctuary with thermal spa, 3 pools, and full pampering in the Tuscan countryside.
₩531,721
₩592,390 total
includes taxes & fees
Nov 11 - Nov 12
La Posta Hotel & Thermal Spa
A stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

10. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
  • Tuscan thermal bliss awaits at this castle resort, where hot springs and spa treatments elevate luxury in Montalcino's countryside.
₩756,952
₩847,642 total
includes taxes & fees
Nov 3 - Nov 4
Castello di Velona Resort Thermal SPA & Winery
View all properties

Top Pienza Hotel Reviews

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 9 hours ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Our stay at the Corsignano in Pienza was perfect. Everything here was top notch and I would definitely stay here again and recommend this place to anyone. Pienza was the perfect home base to take day trips and see Tuscany. Loved the Instagram video that helped us find the spot where Gladiator was taped!"
Kerry 3-night trip
Posted 15 hours ago
Hotel Corsignano
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 2 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 5 days ago
Tenuta Santo Pietro
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 6 days ago
Fonteverde Thermal Spa Resort Tuscany

Frequently asked questions

Are you looking for a luxury hotel for your stay in Pienza?
After you've arrived at your destination, pamper yourself by staying at one of 6 Pienza luxury hotels. Pienza has some interesting things to see and do including Palazzo Piccolomini and Historic Centre of Pienza, so you might want to take in the local sights during your visit.
What's the best luxury accommodation in Pienza?
Relais Val d'Orcia is a luxury B&B with spa services and a seasonal outdoor pool, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Tenuta Santo Pietro and Le Sorbelle D Orcia are other upscale choices for your stay.
How many luxury hotels are there in Pienza?
Lie in the lap of luxury during your getaway to Pienza in one of Expedia's 6 luxury hotels.
When can I expect good weather in Pienza?
Planning for the weather is an important factor for making your trip to Pienza a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What's there to see and do in Pienza?
Enjoy all that Pienza has to offer when you visit Palazzo Piccolomini, Historic Centre of Pienza, and Pienza Cathedral. If you have extra time while you're in the area, you might want to stop by Val di Chiana and Piazza Pio II.

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