Pienza Travel Guide

Tourist Guide

A historic town perched on a hillside with a prominent church tower, surrounded by lush greenery and rolling hills in the background.
Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.
A corridor with columns, a tiled floor, and a view of distant hills.
A terraced garden with neatly trimmed hedges and a stone wall.
A cobblestone street with historic buildings, a wooden chair, and potted plants.

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, characterised 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 NZ$267 per night from 22 Nov to 23 Nov
NZ$267
22 Nov - 23 Nov
includes taxes & fees
Stay at this family-friendly hotel in Pienza. Enjoy free Wi-Fi, free parking and 2 hot tubs. Our guests praise the helpful staff in their reviews. Popular attractions ...
Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
The price is NZ$280 per night from 16 Nov to 17 Nov
NZ$280
16 Nov - 17 Nov
includes taxes & fees
Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions Enoteca Di Ghino and Artemisia Gallery ...
9.4/10 Exceptional! (171 reviews)
"It was a very nice Hotel and the staff were very helpful."

Reviewed on 6 Nov 2026

Hotel San Gregorio
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
The price is NZ$240 per night from 12 Nov to 13 Nov
NZ$240
12 Nov - 13 Nov
includes taxes & fees
Stay at this family-friendly hotel in Pienza. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (85 reviews)
"We stayed at the olive Farmhouse across the street from the main property. Rooms were cozy and clean with some interesting toiletries to use (made from olive oil). The property also has a range of activities (extra) to choose from. Just a note that eventhough the farmhouse is close to the main property, ..."

Reviewed on 6 Oct 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
Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions Enoteca Di Ghino and Artemisia Gallery ...
9.4/10 Exceptional! (171 reviews)
"It was a very nice Hotel and the staff were very helpful."

Reviewed on 6 Nov 2026

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 holiday home in Pienza. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Art Studio di Adelina Quadri and Via del Casello are located ...
9.8/10 Exceptional! (50 reviews)
"We had an incredible stay at Agriturismo Collosodo. The views from the house are stunning, the pool is fantastic, and the grounds are beautifully maintained and filled with fruit trees. We were lucky to visit at the end of August when the figs were ripe and ready to be picked straight from the trees. ..."

Reviewed on 30 Aug 2026

House with private pool with beautiful view Val d 'Orcia
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Stay at this apartment in Montalcino. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Corte Francigena - Apartments
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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