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 Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Fully refundableReserve now, pay when you stay
The price is ¥14,831 per night from Apr 8 to Apr 9
¥14,831
¥17,413 total
Apr 8 - Apr 9
includes taxes & fees
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! (635 reviews)
A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

Hotel Relais II Chiostro di Pienza
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
The price is ¥27,579 per night from Apr 9 to Apr 10
¥27,579
¥31,444 total
Apr 9 - Apr 10
includes taxes & fees
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! (139 reviews)
A wonderful hotel - great location, friendly staff, comfortable rooms.

Reviewed on Mar 25, 2026

Hotel San Gregorio
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
The price is ¥24,092 per night from Apr 15 to Apr 16
¥24,092
¥27,600 total
Apr 15 - Apr 16
includes taxes & fees
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! (337 reviews)
I spent a very relaxing 7 nights while in Pienza on business.The hotel was very comfortable, breakfast was very good and the staff were all incredibly freindly and helpful.

Reviewed on Mar 30, 2026

Hotel Corsignano
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! (139 reviews)
A wonderful hotel - great location, friendly staff, comfortable rooms.

Reviewed on Mar 25, 2026

Hotel San Gregorio
Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri

Corso il Rossellino 91 Pienza SI
Stay at this apartment in Pienza. Enjoy free WiFi. Popular attractions Palazzo Vescovile and Museo Diocesano are located nearby.
Casa Gioia - Casa Olivieri
Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

Pienza Toscana
Stay at this villa in Pienza. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pieve di Corsignano and RI Crea RE are located nearby.
10/10 Exceptional! (22 reviews)
Absolutely beautiful property. The views are stunning - it was a picture perfect view. We stayed in mid-March, so it was too cool to sit outside much. This would be an amazing property when a bit warmer. The outside space would be wonderful for meals. The house itself is adorable and very comfortable. ...

Reviewed on Mar 21, 2026

Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner
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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