The Best Luxury Hotels in Pienza from ₩118,275 in 2026

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Our top choices for Pienza luxury hotels

A cozy room with a fireplace, two armchairs, and a table.

1. Tenuta Santo Pietro

Pienza

Tuscany farm stay offers rustic luxury with winery, seasonal pool, and bar in Val di Chiana.

₩385,562 total

includes taxes & fees

Nov 7 - Nov 8

2. Relais Val d'Orcia

Pienza

₩306,571 total

includes taxes & fees

Nov 18 - Nov 19

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

3. L'Olmo

Pienza

₩668,607 total

includes taxes & fees

Nov 5 - Nov 6

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

4. TuscanyLettings Studio&Room

Pienza

₩136,126 total

includes taxes & fees

Nov 5 - Nov 6

A couple in a hot spring with a large rock formation in the background.

5. 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.

₩1,558,503 total

includes taxes & fees

Dec 2 - Dec 3

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

6. Lupaia

Torrita di Siena

₩1,066,156 total

includes taxes & fees

Nov 6 - Nov 7

A stone wall with a view of rolling hills and mountains.

7. 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.

₩2,018,174 total

includes taxes & fees

Nov 7 - Nov 8

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

8. La Posta Hotel & Thermal Spa

San Quirico d'Orcia

Rural luxury sanctuary with thermal spa, 3 pools, and full pampering in the Tuscan countryside.

₩594,909 total

includes taxes & fees

Nov 11 - Nov 12

A villa with a swimming pool, surrounded by trees and hills.

9. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Tuscan elegance meets vineyard vistas at this historic Montalcino hotel with spa, golf, and wine retreat pleasures.

₩1,356,996 total

includes taxes & fees

Dec 2 - Dec 3

A large estate with multiple buildings, a swimming pool, and expansive green fields.

10. Borgo Sant'Ambrogio Resort

Trequanda

Elegant lakeside luxury awaits at this 5-star farm stay featuring Italian cuisine, seasonal outdoor pool, and stunning valley views.

₩158,087 total

includes taxes & fees

Nov 20 - Nov 21

View all properties

Top Pienza Hotel Reviews

L'Olmo

Pienza

10/10 Excellent

Michelle

La Posta Hotel & Thermal Spa

San Quirico d'Orcia

10/10 Excellent

Diane

Borgo Sant'Ambrogio Resort

Trequanda

10/10 Excellent

Neha

Tenuta Santo Pietro

Pienza

10/10 Excellent

C N

Relais Val d'Orcia

Pienza

10/10 Excellent

Justine

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A crowded restaurant with brick walls and multiple tables and chairs.

La Locanda di San Francesco

Montepulciano

10/10 Excellent

Roy

Terra Antica Resort

Montepulciano

10/10 Excellent

Nikhil

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

A poolside area with lounge chairs, a table with drinks, and a view of hills.

Capanna Suites

Montalcino

10/10 Excellent

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

A dining table with two wine glasses, a candle, and a bottle of champagne, overlooking a swimming pool and a tree.

Agriturismo Merigge Wellness & Spa

Montepulciano

10/10 Excellent

Francisco

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

KEDARNATH

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Excellent

Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration. There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...

Greg

A stone building with a wooden door and a stone archway, surrounded by a garden with flowers and shrubs.

I Borghi dell'Eremo

Piegaro

10/10 Excellent

Absolutely Stunning! The grounds and rooms are first class! The staff is friendly and helpful in all aspects during the stay. Peaceful and serene is an understatement. Food and breakfast at the resort is top notch. Other dining options near the resort are amazing. Al Baciamano and Seven Cafe are great stops. Close enough to Tuscany day trips. Will definitely stay again and share with friends looking for a relaxing first class stay and amenities.

Tyler

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A terrace with sun loungers, stone walls, and potted plants.

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

Frequently Asked Questions

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.

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.

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.

Find Luxury Hotels in Pienza

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza luxury hotels

1. Tenuta Santo Pietro

2. Relais Val d'Orcia

3. L'Olmo

4. TuscanyLettings Studio&Room

5. ADLER Thermae

6. Lupaia

7. Castello Banfi - Il Borgo - Relais et Chateaux

8. La Posta Hotel & Thermal Spa

9. Castiglion del Bosco, A Rosewood Hotel

10. Borgo Sant'Ambrogio Resort

Top Pienza Hotel Reviews

L'Olmo

10/10 Excellent

Frequently Asked Questions

How many luxury hotels are there in Pienza?

Are you looking for a luxury hotel for your stay in Pienza?

What's the best luxury accommodation in Pienza?

When can I expect good weather in Pienza?

What's there to see and do in Pienza?