A historic square with a prominent tower and statues.

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Check availability on Pienza Luxury Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

1. L'Olmo

L'Olmo
Pienza
S$637
includes taxes & fees
2 Nov - 3 Nov
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.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

2. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Tuscany farm stay offers rustic luxury with winery, seasonal pool, and bar in Val di Chiana.
S$342
includes taxes & fees
12 Oct - 13 Oct
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 wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.
A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
S$112
includes taxes & fees
5 Nov - 6 Nov
TuscanyLettings Studio&Room
Terrace/patio
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A bedroom with a bed, a chair, a desk, and a window with curtains.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
S$344
includes taxes & fees
25 Oct - 26 Oct
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 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.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

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.
S$2,596
includes taxes & fees
30 Oct - 31 Oct
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A pool with a view of a hillside.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.

6. Lupaia

Lupaia
Torrita di Siena
S$1,255
includes taxes & fees
23 Oct - 24 Oct
Lupaia
A stone wall with a view of rolling hills and mountains.
A courtyard with stone buildings, potted plants, and outdoor seating.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.
A stone building with a swimming pool, lounge chairs, and umbrellas.

7. 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.
S$1,546
includes taxes & fees
1 Nov - 2 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
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 hotel with a large building, a pool, and a landscaped garden.

8. 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.
S$1,185
includes taxes & fees
11 Oct - 12 Oct
ADLER Thermae
A stone building with a pool overlooking a mountainous landscape.
Vineyard
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

9. 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.
S$832
includes taxes & fees
10 Nov - 11 Nov
Castello di Velona Resort Thermal SPA & Winery
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.

10. 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.
S$542
includes taxes & fees
10 Nov - 11 Nov
La Posta Hotel & Thermal Spa
View all properties

Top Pienza Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 4 days ago
Castiglion del Bosco, A Rosewood Hotel
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 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
"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, thoughโ€”it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 13 days ago
Castello di Velona Resort Thermal SPA & Winery

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 place to stay 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 travellers looking for an elegant place to stay. Tenuta Santo Pietro and Le Sorbelle D Orcia are other upscale choices for your trip.
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 temperature of 21ยฐC, while the coldest months are January and February, with an average of 5ยฐC. Average annual precipitation for Pienza is 1065 mm.
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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