Pienza

Travel Guide

A historic square with a prominent tower and statues.
A historic street with pedestrians, a bar, and a building with a fresco.
A narrow street with old buildings, wooden shutters, and potted plants.
A stack of large wheels of cheese with a price tag, surrounded by clusters of red and black grapes.
A park with benches, trees, and a street in the background.

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
$158 nightly
The price is $181 total per night from Jul 27 to Jul 28
$181 total
Jul 27 - Jul 28
Total with taxes and 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! (362 reviews)
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Reviewed on Jun 17, 2026

Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
$194 nightly
The price is $220 total per night from Jun 30 to Jul 1
$220 total
Jun 30 - Jul 1
Total with taxes and 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! (148 reviews)
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed ..."

Reviewed on Jun 15, 2026

Hotel San Gregorio
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29 Pienza SI
$375 nightly
The price is $417 total per night from Jul 17 to Jul 18
$417 total
Jul 17 - Jul 18
Total with taxes and fees
Book a stay at this luxury farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Art Studio di Adelina Quadri and Historic ...
9.6/10 Exceptional! (126 reviews)
"Beautiful room and property. Location was very convenient to many small hill towns. Staff were wonderful, especially Bertina. Will be back!"

Reviewed on Jun 16, 2026

Tenuta Santo Pietro
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! (148 reviews)
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed ..."

Reviewed on Jun 15, 2026

Hotel San Gregorio
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Pienza Tuscany
Book a stay at this family-friendly villa in Pienza. Enjoy free WiFi, private pools, and a garden. Popular attractions Piazza delle Sorgenti and Tenuta Sanone ...
10/10 Exceptional! (5 reviews)
"We relaxed around the pool and lounged in the water. It was chilly but felt great on sore muscles. We visited with 6 friends. There was plenty of room for us. Good supply of dishes, glasses, pots and pans. We used the washer and drying rack too.It's a great location to explore Southern Tuscany. Plenty ..."

Reviewed on Oct 10, 2025

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
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.
10/10 Exceptional! (2 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the ..."

Reviewed on Jun 2, 2026

Casa Gioia - Casa Olivieri
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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