Pienza Holidays

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Top hotels in Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (607 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on 29 Oct, 2025

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Hotel Relais II Chiostro di Pienza
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 16 Nov to 17 Nov
S$198
16 Nov - 17 Nov
includes taxes & fees
9.4/10 Exceptional! (322 reviews)
Perfect stay

Reviewed on 17 Oct, 2025

Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is S$294 per night from 5 Dec to 6 Dec
S$294
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

Hotel San Gregorio
See all 6,135 properties in Pienza
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.

Popular places to visit

Palazzo Borgia

You can study the exhibits at Palazzo Borgia, a museum with a storied past, during your trip to Pienza. While you're here, you can savour the wineries.

Palazzo Borgia

What to do in Pienza

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

S$134
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Chianciano Terme: Theia Thermal Pools Entrance Ticket

Chianciano Terme: Theia Thermal Pools Entrance Ticket

S$68
per adult
80% of travellers recommend
Chianciano Terme: Theia Thermal Pools Entrance Ticket
Brunello di Montalcino small-group Wine Tour

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

S$270
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.