Search for Cheap Deals on
Hotels in Pienza

Choose from 6179 Pienza Hotel Deals

Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
  • 1 min walk from Pienza Cathedral
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (568 reviews)
Great Town, not so great hotel
"The hotel it's ok It's a former Franciscan Convent dating back to 13th century! Depending of the room.it will be room size. The best views you will get from the outside terrace where breakfast it's served Amazing views of Toscana The hotel it's located right in the middle of the town Pienza right ..."

Reviewed on Jun 29, 2025

Hotel Relais II Chiostro di Pienza
Hotel Corsignano
Hotel Corsignano
4 out of 5
Via Della Madonnina 11, Pienza, SI
  • 4 min walk from Pienza Cathedral
Stay at this 4-star family-friendly hotel in Pienza. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (298 reviews)
"Second time visiting Great breakfast with Richard Ginori porcelain !"

Reviewed on Jun 14, 2025

Hotel Corsignano
Tenuta Santo Pietro
Tenuta Santo Pietro
Localita Santo Pietro 29, Pienza, SI
  • 6 min drive from Pienza Cathedral
Stay at this farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Art Studio di Adelina Quadri and Historic Centre of ...
9.6/10 Exceptional! (109 reviews)
Family trip
"Beautiful place to be with family!"

Reviewed on Jul 2, 2025

Tenuta Santo Pietro
Agriturismo Il Macchione
Agriturismo Il Macchione
S.P. 71 Per S. Anna in Camprena, Pienza, SI
  • 26 min walk from Pienza Cathedral
Book a stay at this family-friendly hotel in Pienza. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (53 reviews)
"The owners and staff are hospitable .and accommodating very warm people"

Reviewed on May 28, 2025

Agriturismo Il Macchione
Relais Val d'Orcia
Relais Val d'Orcia
S.P. 53 Km. 17,6 - Podere Tribbioli, Pienza, SI
  • 21 min drive from Pienza Cathedral
Book a stay at this business-friendly B&B in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions La Foce and Rocca di Radicofani are ...
10/10 Exceptional! (50 reviews)
"The location is stunning, the building/room are well renovated, and the service was impeccable. They catered to gluten-free for breakfast, and the caprese salad we had one evening was delicious. We appreciated the use of local produce. Thank you for our stay, we wished it was longer!"

Reviewed on Jun 9, 2025

Relais Val d'Orcia
Sant'Anna in Camprena Agriturismo
Sant'Anna in Camprena Agriturismo
Loc. Sant'Anna in Camprena, Pienza, SI
  • 9 min drive from Pienza Cathedral
Stay at this farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni ...
10/10 Exceptional! (3 reviews)
"We had a memorable stay at Sant'Anna Agriturismo. This is a truly unique property. We got to all access to the monastery including the Church, the lemon garden, the large dining halls. It is a very special place. Our hosts were very welcoming, they did everything to help us settle in. I would highly ..."

Reviewed on Jun 27, 2025

Sant'Anna in Camprena Agriturismo
Agriturismo Poggio Tobruk
Agriturismo Poggio Tobruk
Loc. Spedaletto Poggio Tobruk, Pienza, SI
  • 6 min drive from Pienza Cathedral
Stay at this farm stay in Pienza. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Pieve di Corsignano and Palazzo Borgia are located ...
9.6/10 Exceptional! (26 reviews)
Simply the best!
"This place has the best location with stunning surroundings. They have been accommodating guests for over 15 years, yet the place has maintained its charm and everything is sparkly clean and the sleep is very restful. I highly recommend this place, you will not be disappointed."

Reviewed on Oct 19, 2023

Agriturismo Poggio Tobruk
Le Sorbelle
Le Sorbelle
loc. Spedaletto 139, Pienza, SI
  • 7 min drive from Pienza Cathedral
Stay at this farm stay in Pienza. Enjoy free WiFi, free parking, and 10 outdoor pools. Popular attractions Piazza delle Sorgenti and Tenuta Sanone are located ...
"Excellent"

Reviewed on Apr 19, 2025

Le Sorbelle
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
  • 20 min drive from Pienza Cathedral
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (96 reviews)
"Beautiful property. Excellent staff. Everyone was professional and friendly."

Reviewed on Jun 29, 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
  • 13 min drive from Pienza Cathedral
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
9/10 Wonderful! (13 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on Jun 14, 2025

Nuovo Etruria Resort
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
  • 50 min drive from Pienza Cathedral
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (211 reviews)
"Our recent 4 night stay at Villa di Piazzano was truly perfect in every way! Celebrating our 40th wedding anniversary could not have been more enjoyed! Having booked our stay 6 mos in advance - I communicated many times via email during that time, seeking itinerary advice from the Conceirge. I always ..."

Reviewed on Jun 24, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa
5 out of 5
Via del Salvatore, Cortona, AR
  • 49 min drive from Pienza Cathedral
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (214 reviews)
Fantastic!
"It’s impossible to praise this hotel enough! What an amazing experience, from the care and concern after booking, to check-in and the attention to detail throughout our stay. The location is good, not too far to walk to local restaurants in Cortona but far enough to be tranquil. The hotel is spotless ..."

Reviewed on Jun 30, 2025

Monastero di Cortona Hotel & Spa
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.

Find cheap hotels in Pienza

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Pienza hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Pienza.

Choosing the right hotel in Tuscany has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Pienza’s 6,179 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $145. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Pienza hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Pienza. No matter your reason for visiting Pienza, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Pienza hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Pienza for as low as $145.

How many hotels are there in Pienza?

With over 6,179 hotels in Pienza, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $145.

How to find cheap car rentals in Pienza?

Finding a cheap car rental deal in Pienza is as easy as scoring cheap hotels in Pienza. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.