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Hotels in Pienza

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Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
  • 3 min walk from Pienza Cathedral
Book a stay at this 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! (134 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
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
  • 4 min walk from Pienza Cathedral
Book a stay at this 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! (327 reviews)
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

Reviewed on Nov 28, 2025

Hotel Corsignano
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 hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa ...
8.6/10 Excellent! (611 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 29, 2025

Hotel Relais II Chiostro di Pienza
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! (56 reviews)
The owners and staff are hospitable .and accommodating very warm people

Reviewed on May 28, 2025

Agriturismo Il Macchione
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)
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Reviewed on Aug 8, 2025

Sant'Anna in Camprena Agriturismo
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
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
  • 19 min drive from Pienza Cathedral
Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff ...
9.6/10 Exceptional! (277 reviews)
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!

Reviewed on Dec 5, 2025

Relais Villa Grazianella - UNA Esperienze
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
Book a stay at this 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! (254 reviews)
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on Nov 23, 2025

Monastero di Cortona Hotel & Spa
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

4 out of 5
Via Umbria 2 Chianciano Terme SI
  • 15 min drive from Pienza Cathedral
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza Italia and Terme di Chianciano ...
8/10 Very Good! (303 reviews)
The staff was very helpful and nice. Safe neighborhood and quiet.

Reviewed on Jun 29, 2025

Grand Hotel Admiral Palace
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
Book a stay at this 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
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
  • 27 min drive from Pienza Cathedral
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (69 reviews)
Wonderful stay

Reviewed on Nov 25, 2025

Rosewood Castiglion del Bosco
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
Book a stay at this 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! (182 reviews)
La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca

Reviewed on Nov 30, 2025

Hotel Certosa Di Maggiano
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.

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