A historic square with a prominent tower and statues.

Pienza Hotel Guide - Luxury Hotels in Pienza, Tuscany

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Check availability on Pienza Luxury Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.

1. L'Olmo

L'Olmo
Pienza
€444
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
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.
€256
includes taxes & fees
20 Oct - 21 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 wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.
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.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
€90
includes taxes & fees
2 Nov - 3 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
€240
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 aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

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.
€1,160
includes taxes & fees
3 Nov - 4 Nov
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A pool with a view of a hillside.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A dining area with a brick archway, tables set for dining, and a fireplace.

6. Lupaia

Lupaia
Torrita di Siena
€884
includes taxes & fees
18 Oct - 19 Oct
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 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.
€1,100
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 person in a white robe standing in a bamboo garden.
A hotel with a large building, a pool, and a landscaped garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

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.
€725
includes taxes & fees
8 Nov - 9 Nov
ADLER Thermae
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 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.
€565
includes taxes & fees
3 Nov - 4 Nov
Castello di Velona Resort Thermal SPA & Winery
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Historic Tuscan luxury with a poolside bar, boutique elegance, and stunning garden views.
€629
includes taxes & fees
15 Oct - 16 Oct
Villa di Piazzano - Small Luxury Hotel of the World
View all properties

Top Pienza Hotel Reviews

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 1 day 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 2 days 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 9 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, 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

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 21°C, while the coldest months are January and February, with an average of 5°C. 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.