
Pienza Holidays
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Top hotels in Pienza

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26 Pienza SI
8.8/10 Excellent! (640 reviews)
The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups.
Reviewed on 5 Apr 2026

Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
The price is 5.864.089 ₫ per night from 7 May to 8 May
5.864.089 ₫
6.636.999 ₫ total
7 May - 8 May
includes taxes & fees
9.4/10 Exceptional! (140 reviews)
Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options.
Reviewed on 3 Apr 2026

Hotel Corsignano
Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
The price is 5.595.019 ₫ per night from 29 Apr to 30 Apr
5.595.019 ₫
6.341.022 ₫ total
29 Apr - 30 Apr
includes taxes & fees
9.4/10 Exceptional! (341 reviews)
The heat in the room and bath were not working. Fortunately there were extra blankets !
Reviewed on 1 Apr 2026
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 Piccolomini
5/5(9 reviews)
You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your holiday in Pienza. While you're here, you can savour the wineries.
Monastery of Sant'Anna in Camprena
You can find out about the history of Pienza with a visit to Monastery of Sant'Anna in Camprena. Discover the countryside and churches in this quaint area.
Piazza Pio II
After visiting Piazza Pio II, make a plan to see the other sights and activities in Pienza. While you're here, you can savour the wineries.
