Montepulciano Magic: Unforgettable Experiences in Wine Country
Perched majestically on a limestone ridge, Montepulciano epitomizes the quintessential Tuscan dream. This medieval citadel town enchants visitors with its perfectly preserved Renaissance palaces, ancient wine cellars, and sweeping vineyard vistas. Home to the prestigious Vino Nobile di Montepulciano, this charming hilltop gem invites wine enthusiasts and culture seekers to explore its rich heritage.
Wander through cobblestone streets lined with historic architecture, savor authentic Tuscan cuisine, and discover atmospheric wine cellars carved deep into the hillside. From its starring role in "Twilight: New Moon" to its timeless artistic treasures, Montepulciano offers an authentic Italian experience that captures the very essence of Tuscany.
Wander through cobblestone streets lined with historic architecture, savor authentic Tuscan cuisine, and discover atmospheric wine cellars carved deep into the hillside. From its starring role in "Twilight: New Moon" to its timeless artistic treasures, Montepulciano offers an authentic Italian experience that captures the very essence of Tuscany.
More Travel Itineraries for Montepulciano, Italy
Make This Itinerary Your Own
Copy this itinerary and personalize it with just a few clicks.
Copy & Customize
Itinerary
Expand all
Collapse all
1
12 places
Sanctuary of the Madonna di San Biagio, Montepulciano
1
An engaging and captivating 16th century Renaissance church, which was built by the Italian architect, Antonio da Sangallo the Elder. Decorative and imposing, the church has an entrancing dome, bell tower and was designed in a form of a Greek cross.
Fortezza Medicea, Montepulciano
2
Fortezza Medicea, the Medici Fortress, is a 13th-century fortress built by the historic Republic of Siena. Located in a topographically strategic high point, which in old times was supposed to protect the city from its enemies. Situated near Piazza Grande, Fortezza Medicea underwent many changes and reconstructions during the centuries. Today, the place serves as a cultural center and hosts a variety of art exhibitions and conferences.
Cathedral Saint Mary of The Assumption, Montepulciano
3
Located in beautiful Piazza Grande, Cathedral Saint Mary of The Assumption is the central Catholic worship place for the people of Montepulciano. Cattedrale di Santa Maria Assunta (Duomo di Montepulciano) was built during the 17th century but consecrated in 1712. However, the religious roots of the place are much longer since it was built on an earlier 15th-century church, and the bell tower of the original church still stands. The church has a lovely rustic-like façade, and the interior has magnificent artworks, including an early 15th century Assumption of the Virgin triptych by Taddeo di Bartolo.
Contucci, Montepulciano
4
Contucci is a marvelous winery and vinyards which stay in the family for generations and centuries. The Contucci family had a vital role in the Montepulciano wine industry, even during Renaissance days. They were part of those who helped to create and developed the original Vino Nobile di Montepulciano wine, as was first documented in 1773. You may stop at Contucci and enjoy wine tasting at the winery and also, by booking in advance, receive a guided group tour.
Piazza Grande, Montepulciano
5
The center of Montepulciano and the highest point in this charming hilltop town, Piazza Grande is locals' favorite for gathering and celebrations for centuries. The vivid square is full of cafes and is moments from many of the town's attractions. It is right next to the Cathedral Saint Mary of The Assumption and has a lovely fountain named Il Pozzo dei Grifi e dei Leoni. It is surrounded by wonderful medieval and Renaissance buildings like the 16th-century Palazzo Contucci which belong to the Contucci family and the magnificent 13th-century town hall, Palazzo Comunale. Palazzo Comunale with its bell tower provides a stunning panoramic view of the town and the beautiful Tuscan landscape around.
Piazza Grande, 53045 Montepulciano SI, Italy
Video
Book now
Nobili-Tarugi Palace, Montepulciano
6
Palazzo Nobili Tarugi is a wonderful Renaissance palace from the early 16th-century, which is also located at the lively Piazza Grande and was designed by Antonio da Sangallo the Elder.
Piazza Grande, 53045 Montepulciano SI, Italy
Video
Palazzo del Capitano del Popolo, Montepulciano
7
It is uncertain when Palazzo del Capitano del Popolo was erected, but it is believed to be in 1200. The assumption is that the palace serves the Capitano del Popolo, a medieval position of a man which was supposed to represent the people's interests. The entrancing ancient palace is also located in Piazza Grande.
Piazza Grande, 7, 53045 Montepulciano SI, Italy
Book now
De' Ricci Cantine Storiche in Montepulciano, Montepulciano
8
De' Ricci Cantine Storiche is an enchanting vineyard with a beautiful wine cellar that belongs to the Ricci family. One of the oldest families in Montepulciano, which was first documented in 1150. They also own Palazzo Ricci, an imposing Renaissance palace from the 16th century. The cellar is very close to Piazza Grande and with pre-booking, you may enjoy wine tasting at the beautiful family's tasting room.
Torre di Pulcinella, Montepulciano
9
Pulcinella is a famous commedia dell'arte character, which is very popular in Italian art and culture. You can find a fetching Pulcinella on the top of La Torre di Pulcinella, the lovely clock tower of Montepulciano. When you are around Torre di Pulcinella, don't forget to look up.
Via di Gracciano nel Corso, 30, 53045 Montepulciano SI, Italy
St. Agostino Church, Montepulciano
10
Chiesa di Sant'Agostino is an impressive 13th-century church that is assumed to be the oldest in Montepulciano. The church underwent a comprehensive restoration during the 15th century, a process which also involves the known Italian Renaissance sculptor and architect, Michelozzo.
Azienda Agricola Ercolani Carlo e Marco S.S.A., Montepulciano
11
Belongs to Ercolani family, Azienda Agricola Ercolani Carlo e Marco S.S.A., is another fantastic place in Montepulciano to taste wines, and buy wine and other products. You may also go out for an excursion with wine and food tasting and enjoy from underground city guided tour.
Avignonesi Palace, Montepulciano
12
The elegant Palazzo Avignonesi is one of the most impressive buildings in Montepulciano. A Renaissance palace from the 16th century, designed by the notable Italian architect, Giacomo Barozzi da Vignola. It used to belong to the Avignonesi family, which as many of the oldest families in Montepulciano, has also an ancient wine cellar. Palazzo Avignonesi today contains 170 hackers of vineyards and offers tours, fantastic wine tasting, wine bar, magnificent gourmet dinners, and even cooking classes.
Via di Gracciano nel Corso, 91, 53045 Montepulciano SI, Italy
Sticky Notes
Food and wines
Montepulciano is world-famous for its fantastic local red wine, Vino Nobile di Montepulciano. The food in the town is also delicious and it is most recommended to take some time to explore Montepulciano culinary scene. Do not miss the wineries and the opportunity to drink the wonderful local wine and even buy some bottles to take with you.
Wander around Il Corso
Stroll around Via di Voltaia Nel Corso, one of Montepulciano's main streets and its surroundings. See the wonderful architecture of the palaces on the way, as Avignonesi Palace. Soak the atmosphere and enjoy the view and the magical medieval charm of Montepulciano.