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 jewellery 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 CA $244 per night from Aug 6 to Aug 7
CA $244
CA $278 total
Aug 6 - Aug 7
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 ...
Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
The price is CA $327 per night from Aug 25 to Aug 26
CA $327
CA $369 total
Aug 25 - Aug 26
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 ...
Hotel San Gregorio
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
The price is CA $281 per night from Aug 9 to Aug 10
CA $281
CA $315 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this family-friendly hotel in Pienza. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (70 reviews)
"We had an amazing time staying at this property: the staff were super helpful, going beyond what was expected to accommodate our late arrival. The room was very clean and cozy looking, the views surrounding the property were breathtaking, we couldn’t believe our eyes. The view of the property were ..."

Reviewed on Jun 17, 2026

Agriturismo Il Macchione
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 ...
Hotel San Gregorio
 House with private pool  with beautiful view Val d 'Orcia

House with private pool with beautiful view Val d 'Orcia

Monticchiello Tuscany
Stay at this country house in Pienza. Enjoy free WiFi, private pools, and a garden. Popular attractions Art Studio di Adelina Quadri and Palazzo Vescovile are ...
9.8/10 Exceptional! (48 reviews)
"This charming farmhouse is situated in the picturesque Tuscan countryside, offering breathtaking views from numerous vantage points. The welcoming hosts, Elena and Fabio, take great pride in their home and make you feel immediately comfortable. They possess extensive knowledge of the area and provide ..."

Reviewed on Oct 22, 2025

House with private pool with beautiful view Val d 'Orcia
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! (6 reviews)
"Een prachtig huis, alles prima in orde. Groot en proper zwembad. Een fijne ontvangst door de host.En een fenomenaal zicht op de mooie omgeving!"

Reviewed on Jul 12, 2026

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