
Pienza Holidays
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Pienza Holiday
Our pick of the best Pienza Hotel Deals

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (609 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on 29 Oct 2025

Hotel Corsignano
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is NZ$269 per night from 19 Nov to 20 Nov
NZ$269
19 Nov - 20 Nov
includes taxes & fees
9.4/10 Exceptional! (322 reviews)
Perfect stay
Reviewed on 17 Oct 2025

Hotel San Gregorio
Via Della Madonnina 4, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is NZ$400 per night from 5 Dec to 6 Dec
NZ$400
5 Dec - 6 Dec
includes taxes & fees
9.2/10 Wonderful! (132 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 25 Oct 2025
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.
Discover the most popular places to visit in Pienza

Pienza Cathedral
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Palazzo Vescovile
You can find out about the history of Pienza with a stop at Palazzo Vescovile. While you're here, you can savour the wineries.
Art Studio di Adelina Quadri
You can spend an afternoon exploring the galleries in Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savour the wineries.
What to do in Pienza

Seggiano: Guided Tour of the Olive Grove and Food Tasting
NZ$50
per adult

Tasting Tour in One of The Most Beautiful Cellars in the World
NZ$66
per adult
100% of travellers recommend

Olive Oil Tours and Tasting at Frantoio di Montalcino
NZ$101
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
