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There are an array of things to do in Italy, with Pienza sharing quite a few of those!
Tucked away in the picturesque valley of Val d’Orcia stands a hidden gem, the charming medieval town of Pienza.
Here lies a world of enchanting streets and incredible views stretching out into the horizon.
Whether you’re a foodie, a history buff, or an art lover, there’s no shortage of amazing experiences to be had in this Tuscan paradise.
So come along, let’s explore the top things to do in Pienza and uncover its magic.
Without further ado listed below are some of the most fun things to do in Pienza:
1. Piazza Pio II
Piazza Pio II is a beautiful square located in the heart of Pienza, a small town in Tuscany, Italy.
What to see or do: The square is flanked by some of the most important monuments and buildings of Pienza, including the Palazzo Piccolomini, the Cathedral of Santa Maria Assunta, and the Palazzo Comunale.
Visitors can stroll around the square, admire the architecture, and take some memorable photos.
Don’t miss: Make sure to visit the Palazzo Piccolomini, a magnificent Renaissance palace with stunning frescoes and gardens. Also, don’t miss the chance to try some of Pienza’s famous pecorino cheese, which is produced locally.
Insider travel tips: – The best time to visit Piazza Pio II is in the early morning or late evening, when the crowds are smaller and the light is softer.
2. Cathedral of Santa Maria Assunta
Cathedral of Santa Maria Assunta, a beautiful 15th-century cathedral located in the charming town of Pienza in Tuscany, Italy.
What to see or do: Admire the stunning Renaissance architecture of the cathedral’s facade, which features intricate details and marble columns. Step inside to marvel at the soaring vaulted ceilings and ornate frescoes adorning the walls.
Don’t miss the incredible altar piece, featuring a depiction of the Virgin Mary by the renowned artist Andrea della Robbia.
Insider travel tips: While visiting the cathedral, be sure to explore the charming town of Pienza, which is known for its delicious pecorino cheese.
Take a stroll through the narrow streets and enjoy views of the rolling Tuscan hills. If you have time, visit the Palazzo Piccolomini, a Renaissance palace with beautiful gardens and views of the surrounding countryside.
3. Palazzo Piccolomini
Palazzo Piccolomini is a magnificent Renaissance palace located in the heart of the picturesque town of Pienza in Tuscany, Italy.
What to see or do: Admire the stunning architecture and the well-preserved frescoes and decorations of the palace’s interior. Visit the various rooms and quarters, including the private chapel, the art gallery, and the charming courtyard.
Take a stroll in the lush gardens and enjoy the panoramic views of the Val d’Orcia.
Don’t miss: The opportunity to witness the authentic Renaissance architecture and interior design of the palace, which is a testament to the wealth and power of the Piccolomini family.
Also, make sure to visit the art gallery, which displays works by famous Italian painters.
Insider travel tips: – To avoid crowds, visit the palace early in the morning or late in the afternoon.
4. The Well of the Castle
The Well of the Castle is an impressive structure located in the heart of Pienza, creating a stunning backdrop to the surrounding medieval architecture.
What to see or do: While the well itself may not take long to explore, it is worth lingering in the Piazza for a moment, to really take in the beauty of this well-preserved Renaissance village.
Don’t miss: The chance to take a photo of this impressive structure is not to be missed, particularly in the afternoon when the sun casts a beautiful glow on the surrounding buildings.
Insider travel tips: This is a popular tourist spot, so try to arrive early in the morning to avoid the crowds. There are also several delicious gelato shops nearby that will make the perfect afternoon treat.
5. Palazzo Borgia
Palazzo Borgia is a historic palace located in Pienza, Tuscany, Italy, built in the 15th century.
What to see or do: Visitors can explore the palace’s courtyard, rooms, and halls, which have been restored and furnished with elegance and luxury to showcase the palace’s former glory.
The palace also provides a guided tour, where visitors can learn about the history of the Borgia family and the palace’s role in the town’s political and cultural life.
Don’t miss: The stunning frescoes adorning the walls of the palace’s Chapel of St.
John the Baptist, painted by Bernardino di Betto, also known as Pinturicchio, one of the leading painters of the Italian Renaissance.
Insider travel tips: Dedicate some time to wander around Pienza, a small and charming hilltop town, known for its Renaissance architecture and picturesque views of the surrounding countryside.
Plan your visit to Palazzo Borgia in the morning to avoid the crowds.
6. Palazzo Comunale
Palazzo Comunale in Pienza is a magnificent 14th-century palace that served as the town hall during the Renaissance period.
What to see or do: Visitors can admire the stunning architecture and historical significance of this grand building, which features elegant gothic-style arches and a magnificent loggia offering breathtaking views of the surrounding countryside.
The palace also houses a museum showcasing Renaissance art and artifacts.
Don’t miss: Don’t miss the opportunity to climb the tower of Palazzo Comunale for panoramic views of Pienza and the Val d’Orcia, a UNESCO World Heritage site.
Insider travel tips: – The museum inside Palazzo Comunale provides fascinating insights into Pienza’s rich cultural and artistic heritage.
7. The Church of San Francesco
The Church of San Francesco is a beautiful 14th-century Gothic-style church located in the heart of the historic town of Pienza in Tuscany, Italy.
What to see or do: Visitors can explore the church’s stunning interior, which houses beautiful works of art, including frescoes and paintings by famous artists of the time.
The church also boasts a bell tower with an impressive view of the surrounding hillside.
Don’t miss: Don’t miss the chance to see the Gothic-style cloister adjacent to the church. The cloister boasts a lovely garden, and visitors can take a peaceful stroll while admiring the stunning architecture.
Insider travel tips: It is worth noting that the Church of San Francesco is a bit of a hidden gem in Pienza, and as such, it is often not as crowded as some of the other more well-known attractions in the area.
For a quieter and more authentic experience of Pienza’s history and culture, be sure to visit the Church of San Francesco.
8. Palazzo Ammannati
A historic palace in the heart of Pienza, Tuscany.
What to see or do: Admire the elegant Renaissance architecture and explore the beautiful inner courtyard.
Don’t miss: The frescoes in the main reception room, depicting scenes from the life of Pope Pius II, the former owner of the palace.
Insider travel tips: Visit during the summer months to attend the annual Pienza Festival of Cheese, showcasing the finest cheeses from the region. Also, don’t forget to book a guided tour to learn more about the palace’s rich history.
9. The Gate of Santa Maria
The Gate of Santa Maria is an entrance gate that leads to the charming medieval town of Pienza, located in Tuscany, Italy.
What to see or do: The Gate of Santa Maria offers magnificent views of the Pienza valley and provides an excellent starting point for exploring the town’s historic center.
Visitors can walk through the narrow streets of Pienza and admire the Renaissance architecture, churches, and museums. Pienza is also famous for its delicious Pecorino cheese, so be sure to indulge in some during your visit.
Don’t miss: Don’t miss the chance to walk along the town walls and take in the breathtaking views of the surrounding countryside from above.
The Pienza Cathedral is also a must-visit attraction and features beautiful frescoes by Sodoma in the Piccolomini Library.
Insider travel tips: For the best experience at the Gate of Santa Maria, plan to arrive early in the morning or late in the afternoon to avoid the crowds and enjoy the tranquility of the town.
Be sure to wear comfortable shoes, as the streets can be steep and cobbled.
Additionally, while you’re in Pienza, take some time to explore the nearby villages and vineyards for an authentic taste of Tuscan life.
10. The Horti Leonini
A beautiful Renaissance garden located in the town of Pienza, Tuscany, Italy.
What to see or do: Take a leisurely stroll through the lush greenery of the Horti Leonini and admire the intricate design of the garden.
Admire the various sculptures and statues that dot the garden’s landscape, and take in the breathtaking views of the surrounding town and countryside.
Don’t miss: The garden’s central fountain, which is surrounded by four large cypress trees and creates a peaceful and tranquil atmosphere. Also, make sure to visit the small natural history museum located at the edge of the garden.
Insider travel tips: The garden is free to enter and is open year-round, although hours may vary. During the summer months, the garden hosts various events such as outdoor concerts and theater performances.
Be sure to wear comfortable shoes and bring a camera to capture the beautiful scenery.
Additionally, the town of Pienza is known for its delicious pecorino cheese, so make sure to try some while you’re there.
11. The Church of San Giovanni Evangelista
A beautiful 15th-century church located in the heart of Pienza, a UNESCO World Heritage site famous for its Renaissance architecture.
What to see or do: Admire the gorgeous facade adorned with elegant columns and sculptures. Step inside to marvel at the stunning frescoes and intricate detailing.
Don’t miss: The altarpiece painted by Sodoma in 1537, depicting the Ascension of Saint Catherine.
Insider travel tips: Visit early in the morning to avoid crowds and enjoy the peaceful atmosphere. Don’t forget to dress appropriately and cover your shoulders before entering the church.
12. The Museum of the Cathedral
The Museum of the Cathedral is a small museum located in the historic center of Pienza, Italy, dedicated to the art and history of the city’s cathedral.
What to see or do: Visitors can admire a collection of religious art, including sculptures, paintings, and precious tapestries.
The museum also features a selection of liturgical objects, such as chalices, crosses, and candelabras, as well as a collection of ancient books and manuscripts.
Don’t miss: Make sure to admire the beautiful wooden ceiling of the museum’s main room, which is embellished with intricate geometrical patterns and frescoes.
Insider travel tips: The museum is located inside the Palazzo Vescovile (Bishop’s Palace), which is a few steps away from Pienza’s main square.
13. The Church of Madonna di Vitaleta
A small, picturesque church located in the Tuscan countryside near the town of Pienza.
What to see or do: Admire the stunning Renaissance architecture of the church and the beautiful views of the surrounding rolling hills. Take a leisurely stroll through the nearby fields and vineyards, taking in the peaceful atmosphere of the rural Tuscan landscape.
Don’t miss: The chance to snap some photos of the church’s iconic stone facade and the idyllic countryside scenery.
Insider travel tips: To really make the most of your visit to the Church of Madonna di Vitaleta, plan to spend at least a few hours exploring the surrounding countryside on foot.
Be sure to bring comfortable shoes, a hat, and sunscreen, as there is little shade in the open fields.
For the best photo opportunities, visit the church in the early morning or late afternoon when the light is soft and golden.
14. The Palazzo Vescovile
A historic building located in the heart of Pienza, Italy, that once served as the residence for the bishops of the town.
What to see or do: Visit the Palace Museum and admire the frescoes and artwork on display. Take a stroll through the beautiful gardens and soak up the history and architecture of the building.
Don’t miss: The stunning views of the surrounding Val d’Orcia from the palace’s rooftop terrace.
Insider travel tips: Be sure to check the museum’s hours of operation and plan your visit accordingly. Also, consider hiring a local guide who can provide you with more in-depth information about the palace and its history.
Finally, bring comfortable shoes as the building has several stairs and uneven surfaces.
15. The Church of San Biagio
The Church of San Biagio is a stunning Renaissance church located just outside the walls of the picturesque town of Pienza in Tuscany, Italy.
What to see or do: Visitors can admire the church’s magnificent façade, which is characterized by elegant columns, intricate moldings, and a grand staircase. The interior is equally impressive, featuring beautiful frescoes, stunning stained glass windows, and an intricate wooden choir.
Don’t miss: Make sure to take a stroll around the outdoor area of the church, which offers breathtaking views of the surrounding countryside.
Insider travel tips: To avoid crowds, try to visit the church early in the morning or later in the afternoon.
Additionally, consider combining your visit to the church with a visit to Pienza, a UNESCO World Heritage Site known for its beautiful architecture and delicious Pecorino cheese.