A historic square with a prominent tower and statues.

Boutique Hotels & Resorts in Pienza from AU$140

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Check availability on Pienza Boutique Hotels

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Pienza boutique hotels

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
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.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.

1. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
AU$1,411
includes taxes & fees
3 Oct - 4 Oct
Lupaia
A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.
A room with a spiral staircase, a large mirror, and a view of a balcony with curtains.
A detailed ceiling with ornate designs and a central medallion.
A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.

2. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Michael
AU$382
includes taxes & fees
20 Sept - 21 Sept
Palazzo Carletti
A pool with lounge chairs, surrounded by trees and a hilly landscape.
A bedroom with a bed, bedside tables, a mirror, and a hanging light fixture.
A traditional building with a sign reading "TAVERN del PATRIA".
A bar area with two glasses of white wine, a tray with nuts and a small bowl, and various bottles of liquor.

3. Hotel Villa il Patriarca

Hotel Villa il Patriarca
Chiusi
Canada
Julien
AU$222
includes taxes & fees
15 Sept - 16 Sept
Hotel Villa il Patriarca
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.

4. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
AU$1,184
includes taxes & fees
27 Sept - 28 Sept
Castello di Velona Resort Thermal SPA & Winery
A pool with a modern water feature and a stone structure.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
A buffet table with various desserts and a long dining area with tables and chairs.

5. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
AU$140
includes taxes & fees
8 Sept - 9 Sept
Mercure Petriolo Siena Terme Spa Hotel
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.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

6. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
AU$3,644
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel
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 large estate with a swimming pool, surrounded by lush greenery and hills.
A hallway with a checkered floor, arched windows, and a chandelier.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United Kingdom
Rushab
AU$929
includes taxes & fees
1 Oct - 2 Oct
Villa di Piazzano - Small Luxury Hotel of the World
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
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 4 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
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 3 weeks ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel

Frequently asked questions

What's there to see and do in Pienza?
After you've decided where you'd like to stay in luxurious Pienza, consider what to do for fun during your trip. Attractions and activities to experience around Pienza include Historic Centre of Pienza, Pienza Cathedral and Val di Chiana. Some other things you might want to enjoy include Artemisia Gallery, Art Studio di Adelina Quadri and Chianciano Art Museum.
What kind of weather should I plan for when I travel to Pienza?
Having a good idea of the weather in Pienza will help you enjoy your stay to the fullest. 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.

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