Pienza

Travel Guide

Pienza
Pienza
Pienza
Pienza
Pienza

Marvel at architectural wonders, browse artisan’s shops and people-watch at pavement cafés in this Renaissance town set amid Tuscany’s glorious countryside.

Pienza is a storybook hill town and a popular place to visit in Tuscany’s Siena province. Originally called Corsignano, it is Italy’s first planned town, born out of the vision of Enea Silvius Piccolomini. After becoming Pope Pius II in 1458, Piccolomini set about creating a Renaissance town with majestic churches, palaces and squares. Today, Pienza is a UNESCO World Heritage Site and its walled old town bears testament to the late pope’s dream.

Start your visit at Piazza Pio II, the historic quarter’s central square. Gaze in awe at the Cathedral of PienzaOpens in a new window, home to work by artists from the Sienese School. Explore the regal rooms of Palazzo Piccolomini, built as a summer retreat for the pope and his family. The palace’s manicured garden affords uninterrupted views over the Val d’Orcia valley.

On the square’s east side is the Palazzo Borgia. It houses the Diocesan Museum, which has exhibitions of art and jewelry from the 13th to 19th centuries.

Brick-paved streets radiate from Piazza Pio II and lead to pretty squares, characterized by houses with shuttered windows and flower-filled balconies. Peek inside handicraft stores and watch the world go by from a café terrace. Look for the medieval Church of San Francesco, which predates the town’s urban makeover.

Stroll around the exterior of the town walls and pause at imposing gateways, including Porta al Prato. Go to the Romanesque hillside church, Pieve di Corsignano. Stay a while and admire the olive groves and vineyards of Val d’Orcia.

A fun time to visit Pienza is in early September for the Fiera del Cacio, a celebration of the locally produced pecorino cheese. Don’t miss the Palio del Cacio Fuso, when people compete in a closest-to-the-target cheese-rolling contest. Sample pecorino cheese at the festival’s market stalls or year-round at the town’s osterie (taverns).

Pienza is about a 1-hour drive southwest from SienaOpens in a new window. Street parking is available for a fee outside the walled district and there’re designated bicycle parking areas, too. An idyllic daytrip and weekend destination, Pienza is also a great base for visiting Val d’Orcia’s other hill towns such as MontalcinoOpens in a new window and MonticchielloOpens in a new window.

Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
The price is ¥33,815 per night from May 14 to May 15
¥33,815
per night
May 14 - May 15
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! (346 reviews)
Beautiful hotel. Excellent location and friendly staff. Breakfast was wonderful. Especially appreciated the large bath tub.

Reviewed on May 5, 2026

Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
The price is ¥38,274 per night from May 24 to May 25
¥38,274
per night
May 24 - May 25
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 ...
9.4/10 Exceptional! (141 reviews)
Nice hotel - clean, good breakfast, perfect location. Would stay again!

Reviewed on May 5, 2026

Hotel San Gregorio
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
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 ...
8.8/10 Excellent! (643 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 Apr 5, 2026

Hotel Relais II Chiostro di 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.
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
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 ...
9.4/10 Exceptional! (141 reviews)
Nice hotel - clean, good breakfast, perfect location. Would stay again!

Reviewed on May 5, 2026

Hotel San Gregorio
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
9.2/10 Wonderful! (81 reviews)
It is very quiet, close to town, nice grounds and pool. It had the nicest bedding and mattress that we had in our 3 week vacation. The downside is there are no coffee or tea making facilities in the rooms. No real drinking glasses, just plastic ones in plastic bags. Kind of expected better at this ...

Reviewed on Apr 21, 2026

Casanova - Panoramic Rooms and Suites
Abbadia Sicille Relais

Abbadia Sicille Relais

4 out of 5
SP 14 Loc. Abbadia Sicille Trequanda SI
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions San Giovanni d'Asso Station ...
8.8/10 Excellent! (173 reviews)
The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the ...

Reviewed on Apr 16, 2026

Abbadia Sicille Relais
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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