Things to do in Montepulciano
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Top 10 attractions in Montepulciano
Pienza
Pienza is situated on a ridge in the Val d'Orcia in Tuscany and is a Renaissance town reborn thanks to a pope. Pius II was born here, and after being elected pope, he asked the Florentine architect Bernardo Rossellino to rebuild his hometown according to the Renaissance concept of an "ideal city," and renamed the town Pienza after his own papal name. The trapezoidal Piazza Pio II is surrounded by the cathedral, Palazzo Piccolomini, the Bishop's Palace, and the town hall. Here, the humanist urban ideal was transformed into a complete layout, and the appearance of the old town has been preserved largely as it was. When visiting, feel free to slow down: the cathedral features a rare, bright hall church layout, and it houses altarpieces from the Sienese school; the back of Palazzo Piccolomini faces an Italian garden with a three-story loggia, and from the railing, you can see the rolling wheat fields and cypresses of the Val d'Orcia, as well as Mt Amiata in the distance; the stone well in the square, engraved with the Piccolomini family coat of arms, was once imitated throughout Tuscany. Another signature of the old town is Pecorino cheese, and you can find varieties with different levels of aging in the cheese shops along the street; follow the alleys to the city walls, and you can overlook the entire valley and its countryside.Pienza · 9.2 km from Montepulciano
Val d'Orcia
Val d'Orcia is named after the Orcia River and was inscribed on the UNESCO World Heritage List in 2004. This vast rural area is famous for its rolling hills, rows of cypress trees, vineyards, and olive groves, serving as a quintessential representation of the Tuscan landscape. UNESCO recognizes it as an exceptional example of the redesign of the natural landscape during the Renaissance, where the layout of farmland, the distribution of settlements, and the natural environment formed a harmonious and unique order. The valley unfolds along the ancient pilgrimage route, the Via Francigena, connecting medieval towns such as Montalcino, Pienza, San Quirico d'Orcia, and Castiglione d'Orcia. Cypress-lined paths, solitary farmhouses on hills, and the gully landscapes formed by wind and rain erosion on clay hills are all highly recognizable images of Val d'Orcia. The valley also produces Brunello wine and Pienza pecorino cheese, making it a pleasant destination for sightseeing.Pienza · 11.7 km from Montepulciano
Chapel Vitaleta
Chapel Vitaleta stands on the rolling hills of the Val d'Orcia in Tuscany, located in the countryside between the towns of San Quirico d'Orcia and Pienza. Its name comes from the cypress trees growing symmetrically on both sides of the church, which look like a pair of pointed elf ears from a distance. Combined with its small, off-white facade, it forms an iconic image of the Tuscan pastoral landscape. This valley is famous for its grassy slopes, farmland, and cypress-lined paths. The church was originally built to enshrine a statue of the Virgin Mary, though the original is now kept in a church in San Quirico d'Orcia. The existing structure is the result of a restoration to its original state after being damaged by an earthquake in the 19th century. The church is primarily visited for its exterior and for photography: what you see from the dirt road is actually the back of the church, and most classic photo spots are on this side. The front entrance is on the other side, and both sides have their own unique charm, making it worth walking all the way around.San Quirico d'Orcia · 12.8 km from Montepulciano
Piazza Pio II
Piazza Pius II is a Renaissance-style square located in Pienza, Tuscany, Italy. Commissioned by Pope Pius II, the square is the central landmark of Pienza and embodies the design concept of an ideal city. Surrounded by several important buildings, including the Pienza Cathedral, the Palazzo Pius II and the Town Hall, it is famous for its exquisite facades and harmonious proportions. The open space of the square is a great place to relax and take photos, especially on sunny days. There are several cafes and restaurants nearby that serve local food and drinks, making it an ideal choice for resting and savoring the flavors of Tuscany. In terms of transportation, Piazza Pius II is located in the small town of Pienza, and visitors can take public transportation or drive from Siena or Florence. The town can be easily explored on foot, and it is recommended to wear comfortable shoes for exploration. Piazza Pius II is not only a paradise for architecture lovers, but also a good place to experience Tuscan culture and history.Pienza · 9.1 km from Montepulciano
Piazza Grande a Montepulciano
Montepulciano · 852m from downtown
Cathedral of Santa Maria del Fiore
• Known as the main church of the Catholic Archdiocese of Florence and the third largest church in the world • Consisting of the main church, bell tower and baptistery, it is not only large in scale, but also a representative building of the entire early Renaissance • The cathedral has a 19th-century Gothic Revival-style facade. Its exterior is paved with marble blocks of different shades of white, green and pink. The colors are colorful and harmonious △ In 1982, the cathedral was listed as a World Cultural Heritage as part of the historical center of Florence. After entering the church, you can climb up to the dome from the small door on the side. You need to climb 463 steps, and then overlook the entire city of Florence. △ The bell tower of the church is a Gothic building, 85 meters high. It consists of a six-story square structure stacked upward into a column. The outer wall is paved with white marble, which is pure and elegant, bringing more momentum to the majestic church.Florence · 86.4 km from Montepulciano
Piazza del Duomo
Piazza del Duomo is located in the heart of the historic center of Florence, which was inscribed on the UNESCO World Heritage List in 1982. The square has been the city's religious center since the Middle Ages. In the late 13th century, surrounding residential buildings were demolished to build the new cathedral and bell tower, and it was gradually expanded over the following centuries to its current size. The square brings together three iconic buildings: theCathedral of Santa Maria del Fiore, Giotto's Bell Tower, and The Baptistery of San Giovanni. Together, they form the "Cathedral of Santa Maria del Fiore complex," showcasing the evolution of architectural art in Florence from the Middle Ages to the Renaissance. The dome designed by Brunelleschi stands over 90 m high and is a striking visual focal point on the square's skyline. Historic buildings such as the Archbishop's Palace, the Cathedral Museum, and the Bigallo Museum are also located around the square. Standing in the center of the square and looking around, the facades of buildings from different eras and styles complement each other, making it a key location for experiencing the urban landscape of Florence.Florence · 86.4 km from Montepulciano
Pantheon
The Pantheon is a well-preserved building in ancient Rome, with a history of more than 2,000 years. Artist Raphael, Roman emperor Vittorio Emmanuel II and Wimble I rest here. The Pantheon was built by Agoriba, the son-in-law of the first emperor of the Roman Empire, Octavian, to worship the gods on Mount Olympia. Luo praised it as "Angel's Design". The Pantheon is located in the center of Rome. Its vestibule is Piazza Rotonda. There is a fountain erected with a tall steeple stele. The base of the stele is carved with scenes from ancient Roman mythology. The main building structure is simple and clear. It is a huge cylinder of equal width and height, covered with a semi-circular dome. There are no windows inside, and there are statues of gods all around. There is a large circular hole with a diameter of 8.9 meters on the top, which is the lighting point of the Pantheon. The light leaks from the top and changes the angle of the light with the movement of the position of the sun, giving people a sacred and solemn feeling.Italy · Rome
Colosseum
•This was the place where gladiators fought for their lives, prisoners on death row struggled with hungry lions, and it was also the great symbol of eternal Rome •Take in the magnificent architecture and imagine epic battles that once took place here •Imagine the bustle of the marketplace, the intrigue of political debates, and the opulence of imperial residences △ The Colosseum was built on the site of the magnificent Dumus Aurea and was completed in 80 AD. But with the decline of the Roman Empire in the 6th century AD, the Colosseum was gradually abandoned and became overgrown. Since then, the Colosseum has been damaged by earthquakes many times, and it has even become a source of stone and marble for builders. Nowadays, only the incomplete skeleton of the Colosseum is left in front of people, but you can still get a glimpse of the style of that day. △ From the outside, the Colosseum has four floors (including the underground). On the first floor, you can clearly see the maze-like building in the center of the Colosseum. The basements that were once the Colosseum housed the beasts and gladiators who were about to duel. If you want to see the underground part up close, you need to be led by a tour guide. △ The entire exterior wall of the Colosseum is made of limestone, with 80 arches (vormitori) on each floor, allowing spectators to quickly enter and take their seats. The recesses on the second and third floors were once filled with marble statues. The top of the wall is dotted with windows and slender Corinthian pilasters, and there are 240 wall columns to support the canvas canopy covering the Colosseum.Italy · Rome
Palazzo Piccolomini
The Piccolomini Palace is located in Pienza's central Pienza Square, next to the Pienza Cathedral. The building was designed in the second half of the fifteenth century as part of the project to rebuild Pienza as an ideal city (cittàideale). The palace is one of the early examples of Renaissance architecture.Pienza · 9.2 km from Montepulciano
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Free things to do in Montepulciano
Pienza
Pienza · 9.2 km from MontepulcianoVal d'Orcia
Pienza · 11.7 km from MontepulcianoChapel Vitaleta
San Quirico d'Orcia · 12.8 km from MontepulcianoPiazza Pio II
Pienza · 9.1 km from MontepulcianoPiazza Grande a Montepulciano
Montepulciano · 852m from downtownCathedral of Santa Maria del Fiore
Florence · 86.4 km from MontepulcianoPiazza del Duomo
Florence · 86.4 km from MontepulcianoPantheon
Italy · RomeColosseum
Italy · RomePalazzo Piccolomini
Pienza · 9.2 km from Montepulciano
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What travellers say about Montepulciano
Rosanna_July 19, 2023
5.0
this is one my to go place in Toscane! definitely the best percorino cheese I have ever had in my luge! can’t wait to go back!
Pienza
TodemmyOctober 29, 2019
5.0
Orcia is located in the province of Siena in the Tuscany region of central Italy. Since the Middle Ages, this border region of Orcia has always been a must-go place for pilgrims on their way to Rome. There are countless hostels, hotels, hospitals and post stations in the valley. Over the centuries, it has received a large number of pilgrims and tourists, providing convenience for their travel.
Val d'Orcia
Victorious1985September 27, 2025
5.0
Picturesque, surrounded by the ancient scenery of Orcha
Chapel Vitaleta
Anonymous userSeptember 22, 2026
5.0
The queue was quite long, and you need to make sure you're in the correct line before you start queuing… Queues at tourist attractions in Europe often consist of several separate lines with unclear signage. I didn't choose to climb the bell tower or the dome, but the museum included in the ticket is worth a good look; personally, I felt the environment was quite nice.
Cathedral of Santa Maria del Fiore
Blessed by GodSeptember 28, 2022
5.0
such a lovely place, the duomo or cathedral is very big that I cannot take a picture of the whole cathedral. Even if I have seen it several times I always love to visit and see it again and again.
Piazza del Duomo
M77***16October 14, 2026
4.0
It's alright. If you've already visited all the other major Italian attractions, you can check it out. I don't really understand their religious beliefs or stories, but the scenery is quite nice, and you can see the city views.
Pantheon
Anonymous userOctober 13, 2026
4.0
This is 1 of the most famous landmarks. Definitely worth the visit. I went in April which is good time as it was not too busy and not too hot. Need to rebook to avoid long queues
Colosseum
