Search for Cheap Deals on
Hotels in Pienza

Check Last Minute Pienza Hotel Deals

Tonight Nov 8 - Nov 9Next weekend Nov 14 - Nov 16

Choose from 6130 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! (607 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 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! (322 reviews)
Perfect stay

Reviewed on Oct 17, 2025

Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, SI
  • 3 min walk from Pienza Cathedral
Stay at this 3-star business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (131 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on Oct 25, 2025

Hotel San Gregorio
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! (119 reviews)
Great countryside stay

Reviewed on Oct 4, 2025

Tenuta Santo Pietro
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71, Pienza, SI
  • 9 min drive from Pienza Cathedral
Stay at this farm stay in Pienza. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni ...
9.4/10 Exceptional! (42 reviews)
Wow is an understatement. This was the most spectacular part of our entire Italy trip. From the moment we arrived we felt very welcomed. The sprawling property is spectacular to roam around. Lots of space to go for a run. Easy to get to Montepulciano and Pienza. Nice to meet so many other travelers. ...

Reviewed on Oct 16, 2025

Podere Spedalone
A440 in Tuscany

A440 in Tuscany

Podere Favolello Località Porciano, Pienza, SI
  • 12 min walk from Pienza Cathedral
Book a stay at this business-friendly farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pieve di Corsignano and RI ...
9.4/10 Exceptional! (49 reviews)
This was the perfect little getaway stay for my husband and I! Amazing location.

Reviewed on Aug 18, 2025

A440 in Tuscany
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! (5 reviews)
.

Reviewed on Aug 8, 2025

Sant'Anna in Camprena Agriturismo
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! (249 reviews)
Incredible hotel with amazing staff

Reviewed on Nov 1, 2025

Monastero di Cortona Hotel & Spa
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1, San Casciano dei Bagni, SI
  • 40 min drive from Pienza Cathedral
Stay at this 5-star luxury hotel in San Casciano dei Bagni. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fonteverde Terme and Pasticceria ...
9.2/10 Wonderful! (179 reviews)
Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year.

Reviewed on Oct 25, 2025

Fonteverde Lifestyle & Thermal Retreat
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86, Siena, SI
  • 55 min drive from Pienza Cathedral
Stay at this 4-star golf hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (177 reviews)
Certosa di Maggiano
A wonderfully peaceful hotel in the middle of Tuscany. Amazing views. Great staff - friendly, professional and very helpful & accommodating.

Reviewed on Oct 3, 2025

Hotel Certosa Di Maggiano
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 Colonna del Marzocco and Palazzo ...
9.2/10 Wonderful! (65 reviews)
Friendly and efficient desk clerk. Beautifully designed rooms.

Reviewed on Nov 3, 2025

Nuovo Etruria Resort
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
  • 27 min drive from Pienza Cathedral
Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (67 reviews)
Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.

Reviewed on Aug 3, 2025

Rosewood Castiglion del Bosco
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 6,130 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 $137. 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 $137.

How many hotels are there in Pienza?

With over 6,130 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 $137.

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.