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Hotels in Pienza
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Where to stay in Pienza?
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
- Enjoy picturesque Tuscan views at this restored historic property with a seasonal pool.
Podere Spedalone
Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
9.4/10
Exceptional
(42)
- Tuscan farmhouse escape with seasonal pool and Italian dining in Pienza.
Hotel Corsignano
Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
9.4/10
Exceptional
(330)
- Relax in charming Pienza with two hot tubs and a terrace garden to enjoy.
The price is $174
$174
$199 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Vento Dorcia
Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (23)
10/10
Exceptional
(23)
The price is $166
$166
$187 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
9.8/10
Exceptional
(51)
PienzaLettings Suites
PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Charming suites in historic Pienza with easy access to cultural attractions.
The price is $90
$90
$104 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
- Unwind in this Tuscan residence, a tranquil retreat with a seasonal outdoor pool.
The price is $183
$183
$208 total
includes taxes & fees
Jan 5 - Jan 6, 2026
TuscanyLettings Studio&Room
TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Relax in the heart of Pienza with easy access to local culture and history.
The price is $95
$95
$109 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Agriturismo Il Macchione
Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
9.6/10
Exceptional
(56)
- Idyllic Tuscan farmhouse with winery and pool near historic Pienza attractions.
Hotel Rutiliano Centro Benessere
Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7)
8.6/10
Excellent
(7)
- Experience the heart of Pienza with spa services, a seasonal pool, and hot tub.
Rossellino
Rossellino
Pienza
8.6 out of 10, Excellent, (56)
8.6/10
Excellent
(56)
- Escape to charming Pienza with premium comforts and exceptional breakfast service.
The price is $130
$130
$148 total
includes taxes & fees
Dec 29 - Dec 30
Casa Gioia - Casa Olivieri
Casa Gioia - Casa Olivieri
Pienza
- Perfect Tuscan retreat with kitchen comforts and historic Pienza charm.
The price is $87
$87
$100 total
includes taxes & fees
Jan 16 - Jan 17, 2026
La Bandita Townhouse
La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
10/10
Exceptional
(6)
- Unwind in medieval Pienza with spa treatments and chic Italian style.
The price is $482
$482
$534 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Albergo San Biagio
Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
8.6/10
Excellent
(201)
- Elegant Belle Époque retreat near San Biagio with rooftop views and spa indulgences.
The price is $640
$640
$709 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Palazzo Nobile di San Donato
Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (70)
9.4/10
Exceptional
(70)
- Stroll through Tuscan charm at this historic B&B in the heart of Montepulciano.
The price is $213
$213
$239 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
9.8/10
Exceptional
(98)
The price is $180
$180
$202 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Podere La Rocca
Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (94)
9.8/10
Exceptional
(94)
Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
10/10
Exceptional
(255)
- Experience the charm of a restored monastery in historic Cortona.
The price is $303
$303
$338 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
9.8/10
Exceptional
(279)
- Tuscan getaway with vineyard views, estate winery, and refreshing pool in Montepulciano.
The price is $266
$266
$297 total
includes taxes & fees
Dec 28 - Dec 29
Meublé Il Riccio
Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
9.8/10
Exceptional
(86)
- Enjoy scenic Tuscan vistas from a rooftop terrace with garden and lounge service.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Great weekend hotel deals in Pienza
Showing deals for:Jan 9 - Jan 11
Image gallery for Agriturismo Bonello
Agriturismo Bonello
Pienza
9.4/10Exceptional (25 reviews)
10% off
$146 nightly
Price is $332
$332
Total with taxes and fees
Total with taxes and fees
Image gallery for Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
Pienza
9.8/10Exceptional (51 reviews)
8% off
$114 nightly
Price is $310
$310
Total with taxes and fees
Total with taxes and fees
Image gallery for Agriturismo Palazzi del Papa
Agriturismo Palazzi del Papa
Pienza
10/10Exceptional (2 reviews)
10% off
$187 nightly
Price is $420
$420
Total with taxes and fees
Total with taxes and fees
Image gallery for Podere Spedalone
Podere Spedalone
1.0 star property
Pienza
9.4/10Exceptional (42 reviews)
5% off
$202 nightly
Price is $454
$454
Total with taxes and fees
Total with taxes and fees
Image gallery for Agriturismo Poggio Tobruk
Agriturismo Poggio Tobruk
Pienza
9.8/10Exceptional (28 reviews)
5% off
$132 nightly
Price is $300
$300
Total with taxes and fees
Total with taxes and fees
Image gallery for PienzaLettings Suites
PienzaLettings Suites
Pienza
10/10Exceptional (1 review)
10% off
$104 nightly
Price is $239
$239
Total with taxes and fees
Total with taxes and fees
Image gallery for Hotel San Gregorio
Hotel San Gregorio
3.0 star property
Pienza
9.4/10Exceptional (134 reviews)
10% off
$166 nightly
Price is $380
$380
Total with taxes and fees
Total with taxes and fees
Image gallery for Agriturismo Il Macchione
VIP Access
Agriturismo Il Macchione
Pienza
9.6/10Exceptional (56 reviews)
10% off
$345 nightly
Price is $769
$769
Total with taxes and fees
Total with taxes and fees
Image gallery for Rossellino
VIP Access
Rossellino
Pienza
8.6/10Excellent (56 reviews)
10% off
$130 nightly
Price is $295
$295
Total with taxes and fees
Total with taxes and fees
Budget hotels in Pienza and vicinity
9.4 out of 10, Exceptional, (30)
9.4/10
Exceptional
(30)
The price is $33
$33
$39 total
includes taxes & fees
Jan 19 - Jan 20, 2026
8.2 out of 10, Very Good, (182)
8.2/10
Very Good
(182)
The price is $48
$48
$57 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.6 out of 10, Excellent, (201)
8.6/10
Excellent
(201)
The price is $640
$640
$709 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Agriturismo Il Sentiero
Agriturismo Il SentieroAcquapendente
8.4 out of 10, Very Good, (45)
8.4/10
Very Good
(45)
Mercure Petriolo Siena Terme Spa Hotel
Mercure Petriolo Siena Terme Spa Hotel5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
8.8/10
Excellent
(235)
The price is $82
$82
$91 total
includes taxes & fees
Jan 12 - Jan 13, 2026
8.8 out of 10, Excellent, (85)
8.8/10
Excellent
(85)
The price is $92
$92
$105 total
includes taxes & fees
Jan 17 - Jan 18, 2026
8.0 out of 10, Very Good, (63)
8.0/10
Very Good
(63)
The price is $80
$80
$93 total
includes taxes & fees
Jan 8 - Jan 9, 2026
8.2 out of 10, Very Good, (51)
8.2/10
Very Good
(51)
8.4 out of 10, Very Good, (45)
8.4/10
Very Good
(45)
8.6 out of 10, Excellent, (9)
8.6/10
Excellent
(9)
The price is $90
$90
$99 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Grand Hotel Impero - Wellness & Exclusive SPA
Grand Hotel Impero - Wellness & Exclusive SPA4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
9.2/10
Wonderful
(82)
The price is $87
$87
$101 total
includes taxes & fees
Jan 9 - Jan 10, 2026
8.4 out of 10, Very Good, (114)
8.4/10
Very Good
(114)
8.2 out of 10, Very Good, (223)
8.2/10
Very Good
(223)
8.4 out of 10, Very Good, (608)
8.4/10
Very Good
(608)
The price is $75
$75
$90 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Albergo Villa Gaia
Albergo Villa GaiaChianciano Terme
10.0 out of 10, Exceptional, (4)
10/10
Exceptional
(4)
The price is $75
$75
$117 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Fondaco del Moro
Fondaco del MoroCivitella in Val di Chiana
9.6 out of 10, Exceptional, (34)
9.6/10
Exceptional
(34)
The price is $76
$76
$84 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
9.4 out of 10, Exceptional, (432)
9.4/10
Exceptional
(432)
The price is $111
$111
$127 total
includes taxes & fees
Dec 28 - Dec 29
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
You may also like hotels with pools in Pienza
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
Agriturismo Il Macchione
Agriturismo Il MacchionePienza
9.6 out of 10, Exceptional, (56)
9.6/10
Exceptional
(56)
9.4 out of 10, Exceptional, (42)
9.4/10
Exceptional
(42)
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
The price is $183
$183
$208 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.6 out of 10, Excellent, (7)
8.6/10
Excellent
(7)
You can also stay at family-friendly hotels in Pienza
PienzaLettings Suites
PienzaLettings SuitesPienza
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
The price is $90
$90
$104 total
includes taxes & fees
Jan 9 - Jan 10, 2026
9.4 out of 10, Exceptional, (330)
9.4/10
Exceptional
(330)
The price is $174
$174
$199 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
The price is $183
$183
$208 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Affitacamere Maria Gabriella
Affitacamere Maria GabriellaPienza
9.8 out of 10, Exceptional, (51)
9.8/10
Exceptional
(51)
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
Agriturismo Il Macchione
Agriturismo Il MacchionePienza
9.6 out of 10, Exceptional, (56)
9.6/10
Exceptional
(56)
9.4 out of 10, Exceptional, (42)
9.4/10
Exceptional
(42)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Pienza
Farm
Apart hotel
Family friendly
Apartment
Pet friendly
Villa
When is the best time to visit Pienza?
When is the best time to visit Pienza?Our prices for hotels in Pienza are cheapest in February
When is the best time to visit Pienza?
When is the best time to visit Pienza?
Our prices for hotels in Pienza are cheapest in February
Price trends for hotels in Pienza
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Pienza
December
Low crowds
High 9°C / low 3°C. Partly sunny.
View properties in December 9°
December, Low crowds, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
8°
January, Low crowds, average high temperature 8 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
9°
February, Low crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
12°
March, Low crowds, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
16°
April, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
20°
May, High crowds, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
25°
June, High crowds, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
29°
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
29°
August, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
24°
September, High crowds, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
19°
October, High crowds, average high temperature 19 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
13°
November, Moderate crowds, average high temperature 13 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
Monthly weather averages (˚C)
Top landmarks in Pienza
Palazzo Borgia
4.6/5 (5 reviews)
If visiting museums in Pienza are on your list, you might want to check out the upcoming exhibitions at Palazzo Borgia, located in the heart of town. If you want to experience more of the culture Pienza has to offer, head to Pienza Cathedral, Palazzo Piccolomini, and Historic Centre of Pienza.
Learn more about Pienza
Pienza is applauded for its cultural attractions such as Palazzo Borgia and Artemisia Gallery. The city has something for everyone including sights like Palazzo Piccolomini and Historic Centre of Pienza within a rural setting.
Check out reviews of Pienza hotels guests love
Monastero di Cortona Hotel & Spa
10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Hotel Certosa Di Maggiano
10/10 Excellent
"The best in Siena."
Relais Villa Grazianella - UNA Esperienze
10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Albergo San Biagio
10/10 Excellent
"gorgeous spot below the town, what an incredible view from the balcony "
Hotel Corsignano
10/10 Excellent
"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub
Breakfast was perfect"
Rosewood Castiglion del Bosco
10/10 Excellent
"Wonderful stay "
Hotel Santa Caterina
10/10 Excellent
"Amazing staff, great food and an even better view from the garden. "
Castello di Velona Resort Thermal SPA & Winery
10/10 Excellent
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
Villa di Piazzano - Small Luxury Hotel of the World
10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Frequently asked questions
What hotels do travelers like in Pienza?
Vento Dorcia, Affitacamere Maria Gabriella and A440 in Tuscany are all accommodations that are popular with guests.
Where can I get free parking with my stay in Pienza?
These hotels offer the perk of free parking: Il Giardino Segreto, Vento Dorcia and Arca Hotel. There are 6 choices you may want to check out on our site.
Can I book a refundable hotel in Pienza?
If you're looking for the flexibility to change your plans to Pienza, most hotels provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pienza if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 31 vacation homes. You can also book one of 42 apartments or 41 villas.
What will the weather in Pienza be like during my vacation?
The warmest months in Pienza are usually August and July with an average temp of 69°F. January and February are the chilliest months when the average temp is 42°F. The rainiest months are November and May.
Why should I book my Pienza hotel with Hotels.com?
There are plenty of reasons to book your Pienza travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.