2025 Montepulciano Travel Guide: Must-see attractions, popular food, hotels, transportation routes (updated in May)

#shoppingexperience On the crest between Tuscany and Cortona, a wonderful journey up a typical cypress lined long gravel road to a beautiful old winery complex. Relaxing outside shady area for tasting. Yummy wines....especially the "liquid gold" Vin Santo. If you are in Tuscany for wines, by all means go taste the 50&50 you have heard about! But go home with something else. Vin Santo is not an everyday option in the US so maybe take some tiny bottles in a nice wooden box! When arriving, you are offered a glass of one of their premium wines. The tour takes about 20 minutes with an experienced guide/sommelier. After to tour you are taken to a very nice area with a beautiful view across the rich Tuscan valley. We had a 4 course meal with a total of 8 wines sampled. These range from their best wines including the 50&50 that they are famous for bottling. This s definite must to visit on a very pleasant afternoon. #100WaysOfTravel

Montepulciano may not be as well known as the neighboring Tuscan cities of Florence and Siena, but it is definitely worth visiting. This small medieval town, perched high on a hilltop, is full of impressive Renaissance architecture, family-owned shops and restaurants, and some of Italy's best red wines. Traffic is essentially banned inside the city walls, but you can park outside San Biagio, from where it's a short but steep walk into town. Alternatively, park in one of the car parks at Montepulciano's eastern end and then walk through Porta al Prato to piazza 😍 #tripblazers #fallingforfall #mytripvlog

Getting There - Tuscany 🇮🇹 🍷🍷The town is famous for wine, the famous vino nobile di Montepulciano, and a historical town center with beautiful piazzas, churches and breathtaking viewing terraces over the countryside below. Montepulciano is a wonderful destination for a day trip and also a perfect base to discover Tuscany, if you have your own car 🍷🍷 Attractions - Wineries, shops, theater, arts and sculptures Hotels - Gobbio Food & Restaurants - La locandina #beachlife #bucketlistreboot #mytripvlog #tripblazers

Getting There - Montepulciano, Tuscany 🇮🇹 to get here you need to rent a car or get a taxi. Is totally worth to visit this amazing place. Attractions - Winery’s and restaurants on hills and underground Hotels - Montepulciano Food & Restaurants - Avignonesi, Boscarelli, Vigne varie Shopping - Leather products and wine such as Brunello di Montancino 🍷🍷 #tripblazers #bucketlistreboot #mytripvlog

Getting There - by car only 🚗 sometime they do have buses but rarely Attractions - cantine, restaurants, events, movie, bars, and parks Hotels - Hyatt Food & Restaurants - we ate at this delicious place in Montepulciano, we had some prosciutto, ravioli with truffle, steak and grilled veggies :) with some delicious 🍷 wine Shopping - Winery and cheese/ charcuterie board something you must try! Lovely place we will go back! #tripblazers #bucketlistreboot #mytripvlog #wine

In the heart of Montepulciano, right in the main square, rise the prestigious Contucci Palace. It’s literally an inside out show stopper: a renaissance example of Tuscan architecture where you have the chance to visit the stunning historical residence (built by Antonio San Gallo - XVI Century ) and its famous underground wine cellars to finally taste one of the most rated Vino Nobile wine in the area in one of the oldest wineries. Let the passionate team guide you through the history and the wine tasting while you enjoy this unique location! 📍via del Teatro 1, Piazza Grande, Montepulciano - 53045 (SI) #bucketlistreboot #tripblazers #foodie #urbanexplorer #staycation #wine #tuscany #instagramworthydestinations #italy #passionpassport #awesomepic

#Overseas Travel Osteria del Borgo, located in the medieval mountain wine town of Montepulciano, gets full marks just for the ambience of this restaurant! Enjoying a leisurely lunch in front of the idyllic scenery of Tuscany is really a wonderful time~ 🔶 Tagliatelle al tartufo Ordered a serving of black truffle spaghetti ~ the noodles were freshly handmade in the restaurant 👍🏼 slices of black truffles gently wafting fragrance on the noodles, holding a glass of local grape white wine, I was drunk! 📍Osteria del Borgo Address: Via Ricci, 5, Montepulciano SI, Toscana, Italy #ItalianTravel #EuropeanTravel #OverseasTravel #PopularRestaurants

#Overseas Travel Strategy 【Precise Tale Poggio Alla Sala】 This is a Michelin Guide five-star hotel near Montepulciano, Tuscany. This hotel is surrounded by vineyards and has a sauna, pool, gym, and restaurant. The tasteful interior and exotic atmosphere that incorporates Eastern and Western cultures are one of a kind. The grounds are also full of greenery, so you can relax in nature. 📍Precise Tale Poggio Alla Sala Address: Via Poggio alla Sala 10, 53045 Montepulciano, Tuscany, Italy Reservation: trip.com Room: Beatrice Room 📍Agriturismo poggio il castellare Since there are few hotels in the Val d'Orcia, it is common to stay at an agritourismo run by a farmer. This winery hotel was also an agritourismo. 📝Agritourism is a combination of agriculture and tourism, and refers to accommodation and experiences for a rural vacation. Farmers welcome guests to their own farms and provide meals and experiences, allowing tourists to experience rural life and farm culture. 📍agriturismo poggio il castellare Strada Castel Verdelli, 53024 Montalcino SI, Italy Room: Deluxe King Room

#Traveling Abroad 🏰Pienza The utopia beloved by the Pope. It is a World Heritage Site. A city with a spectacular view of the Val d'Orcia below. It is difficult to visit by public transport, so I recommend renting a car or taking an optional tour. 🚗Parking I parked in a free parking lot↓ parcheggio Seminario Vescovile, Via Verde, 53026 Pienza SI, Italy 🏰Siena The historic district of Siena in Tuscany is registered as a World Heritage Site. The medieval streetscape remains, and the Piazza del Campo, a symbol of the city, is said to be the most beautiful square in the world. 📍Parking Siena (Parking Santa Caterina), Via Esterna di Fontebranda, 53100 Siena SI, Italy 2€ per hour A multi-storey parking lot where you can also use credit cards. 📍Piazza del Campo Il Campo, 53100 Siena SI, Italy 📍Siena Cathedral Piazza del Duomo, 8, 53100 Siena SI, Italy 🏰Montepulciano Montepulciano is famous for its wine. The city surrounded by walls on a hill surrounded by vineyards is called the "Pearl of the Renaissance." Personally, I thought it was the coolest and most sophisticated of the cities I visited in Tuscany. The stone-built, brown streets are somehow tough 🇮🇹 There were more restaurants and wine bars than cafes ♪ 📍Montepulciano Montepulciano, Italy 53045 Siena 📍Parking🅿️Free Parcheggio P8 - Il Bersaglio, Via dei Filosofi, 53045 Montepulciano SI, Italy I couldn't park here, but there were a few other free parking lots 🅿️ #Italy #Val d'Orcia

#OverseasTravelStrategy 📍Precise Tale Poggio Alla Sala This is a high-class resort hotel with an Eastern and Western atmosphere. The extraordinary atmosphere surrounded by vineyards allows you to relax in a spectacular view. The hotel has a gym, restaurant, spa, sauna, and pool, so you can enjoy your trip just by staying at the hotel. I stayed in the Beatrice Room A room in a renovated 18th century neoclassical villa. A room in the hotel's iconic building. The restaurant and terrace with a great view are also in this building, so I'm glad I chose this building♪ The room feels much larger than it looks in the photos. The classic and simple interior was very nice. The garden can be seen from the window, and the view is great. The spacious marble-style washroom, hand-held shower, and strong water pressure are also great points. Although it's not a suite, this room was very nice and comfortable. Amenities Coffee maker, tea, coffee, cookies, slippers, tissues, bathrobe, toothbrush, shampoo, conditioner, body soap, cotton 📍Precise Tale Poggio Alla Sala Address: Via Poggio alla Sala 10, 53045 Montepulciano, Tuscany, Italy Booking: trip.com Room: Beatrice Room One night for two people: about 59,000 yen in Japanese yen Booked through trip.com. Used 15,000 trip coins. #Italy #Tuscany

📍 Montepulciano Have you heard of it? Montepulciano is famous for its wine. If you search for it on Google, you'll mostly find images of wine rather than the town itself. It seems the name is more associated with wine than the town! 🍷 This charming town, surrounded by vineyards and perched on a hill enclosed by ancient walls, is often referred to as the "Pearl of the Renaissance." Among the towns I visited in Tuscany, Montepulciano stood out as the most rugged and stylish. Its stone architecture and predominantly brown tones give it a bold and striking appearance. 🇮🇹 While I wanted to shop for souvenirs here, there weren't many souvenir shops. Instead, the town is filled with restaurants and bars where you can enjoy wine, rather than cafes. The main tourist attractions are concentrated in the heart of the town: Piazza Grande, the Town Hall, and the Cathedral. However, the highlight of the visit is undoubtedly the Madonna di San Biagio Church. Located at the foot of the town, this church resembles a white castle. To me, it felt like something out of Cinderella's story. Its name, "Madonna," adds to its elegant and graceful aura. In person, it’s much larger than it appears in photos, so much so that it’s hard to capture its entirety with a camera. Since I was on a road trip and had to head to the hotel afterward, I didn’t get to enjoy any wine. 📍 Montepulciano Montepulciano, Italy 〒53045 Siena Province 📍 Madonna di San Biagio Church Sanctuary of the Madonna di San Biagio, Via di S. Biagio, 20, 53045 San Biagio SI, Italy 📍 Free Parking 🅿️ Parcheggio P8 - Il Bersaglio, Via dei Filosofi, 53045 Montepulciano SI, Italy If you can’t find a spot here, there are several other free parking areas available nearby. 🅿️

#EuropeanTravel There are many pretty small towns in the Tuscany region, so I recommend setting a day for a small town tour. One of the small towns that you should definitely visit is Montepulciano. It’s a place that Italian Alberto recommended to visit! The city retains the old European medieval feel, and every alley is pretty. You should definitely visit the cafe with a view of the Tuscan plain💚 It’s also famous for wine, so it would be good to find an agriturismo nearby and go on a wine tour! The pistachio gelato I had at the gelato shop at the entrance was really delicious, so be sure to try it when you go to Montepulciano 📍Montepulciano, Italy #ItalyTravel #Tuscany #Montepulciano

#EuropeanTravel With the beautiful scenery of the wide open blue Tuscany, You can enjoy a hearty and filling breakfast, a swimming pool, and a cozy room Agriturismo in Tuscany 🏡 Haven't you all dreamed of a quiet and leisurely healing romance in a European countryside home at least once..🫶 I did too, and when I was at an agriturismo during my trip to Italy, I had the most comfortable and happy moments☺️ The place I used was for 4 people, so it was spacious with 2 rooms, 2 bathrooms, and 2 kitchens, and 170,000 won per night including breakfast👀 Isn't the price so reasonable?! While looking at the picturesque Tuscan landscape, If you have bread and a cup of coffee in the morning, it's healing itself✨ If you travel to Tuscany, Italy, be sure to stay at an agriturismo for one day☺️ More expensive and better agriturismos can even include a winery tour, so you can make a reservation that suits your needs. 📍Agriturismo Sanguineto #ItalyTravel #Tuscany

I always thought wineries were located in vineyards, but to my surprise, there's a winery right in the heart of Montepulciano's old town. You can visit it freely during opening hours without any reservation and for free. The history of 'Contucci' dates back to 1008, and it is recorded as one of the creators of Nobile wine in 1778. On three floors, large barrels called Tonneau are lined up. Famous labels such as Nobile wine, Rosso di Montepulciano, Bianco di Contessa, and Vin Santo are produced here.

The old town of Montepulciano is situated on a hill, and the whiteness of the Madonna di San Biagio Church stands out against the green of the Chiana Valley. The church is located about 500 meters downhill from the gate of the old town walls. Be cautious as the slope is quite steep. The church was designed by Antonio da Sangallo the Elder. The interior of the church is also majestic. At the time, students were rehearsing their chorus, and their voices resonated in the high-ceilinged space. There is an audio guide available for smartphones. Ticket price: €4.50

The City Hall located in the Grande Piazza of Montepulciano is a 15th-century Renaissance building, reminiscent of a miniature version of the Palazzo Vecchio in Florence. Climb the tower atop the City Hall to get a panoramic view of the brick-colored old town and the green meadows of the Chiana Valley. It's a unique pleasure that only a small town can offer. Below the City Hall, there is a tourist information center with friendly staff ready to assist you. Palazzo Comunale (Montepulciano) Open from April to October, 10:00 AM to 6:00 PM Entry fee: 5 Euros

#italytrip Montepulciano was an absolute highlight of my Tuscany trip! This hilltop town is straight out of a postcard, with its winding cobblestone streets and breathtaking views of the Tuscan countryside 🌄🍷. We didn't need to pay any entrance fee to explore the town itself, which was great. Just walking through the historic center felt like wandering through a movie set, especially with all the Renaissance architecture. First stop was the Piazza Grande, where the impressive Palazzo Comunale offers a fantastic view if you're willing to climb the tower – totally worth the small fee for the panorama at the top! After taking in the sights, we visited a couple of the underground wine cellars like Cantina de' Ricci. Entry was free, but we couldn’t resist buying a bottle (or two) of Vino Nobile di Montepulciano 🍷. The wine tastings were incredible and offered a real taste of the region's heritage. We took a short stroll down to the Temple of San Biagio, about a 15-minute walk from the town center. The entrance was €3, and the serene setting with its Renaissance architecture is a peaceful escape from the busy streets. For lunch, we found a cozy trattoria overlooking the countryside and enjoyed some of the best pasta and local cheese I've ever had 🍝🧀. Montepulciano is perfect for a day trip full of culture, history, and of course, amazing wine. I can't recommend it enough! #trip #Montepulciano #Tuscany #VinoNobile #PiazzaGrande #ItalianWine

#HotelAccommodationEvent Montepulciano This is the most beautiful city among the small cities in Tuscany. It is Montepulciano, a place famous for its picturesque scenery and famous for its food and wine. The green hills and cute buildings are like villages from a fairy tale #ItalianSmallCity

Bar Gelateria Duomo 📍Piazza Grande, 4/5, 53045 Montepulciano SI, Italy A restaurant right on the main square of Montepulciano They sell not only sandwiches but also pizza and pasta They also have tabachi, so if you need a bus ticket, you can buy one! Personally, it was the most delicious sandwich I've had in Europe🥹 #HotelAccommodationEvent #ItalianSmallCity #Montepulciano #OverseasTravel

Montepulciano Montepulciano, famous for its wine, is famous for the De' Ricci Cantine Storiche in Montepulciano winery, where you can taste wine yourself and run a winery! This is where Twilight New Moon was filmed, and the nature seen through the gaps in the alleys is so beautiful. I recommend visiting Montepulciano, where every photo spot becomes a photo zone! #Montepulciano #ItalianSmallCity #HotelAccommodationEvent

#EuropeanTravel #Italy #ItalianTravel #ItalianWine 🇮🇹 Montepulciano, Italy 🍷 De' Ricci Winery De' Ricci Cantine Storiche in Montepulciano I visited the De' Ricci Cantine Storiche in Montepulciano, a traditional winery of the De' Ricci family located in a village in Montepulciano, Italy. They were using a church built 1,300 years ago as a winery. I was able to see hundreds of years old oak barrels and gain new knowledge while listening to explanations about Italian wine. The perfect temperature for storing wine is said to be 14-16 degrees, but the cellar is naturally cool, which was amazing. I learned about the wine of the De ricci family, one of the most famous wines in Italy, and those who wanted to buy wine were able to buy it. If you are curious about Italian wine, visit Derich's winery 💚

#duomomilan

Getting There - You need to get a plane to Florence- take a train- and than book a taxi or bus to get to Montepulciano Attractions - Montepulciano is well know for making one on the best wine 🍷 in Italy. They have many winery also called “Cantine”that you can stop by and try some of their wine. Hotels - Montepulciano B&B Food & Restaurants - Steakhouses, but pretty much everything is really delicious Shopping - local winery #tripblazers #bucketlistreboot #mytripvlog #italy

#Overseas Travel Tuscany made of small wooden blocks is so beautiful! I have always admired the craftsmanship of Italian artists! Arnaldo Frassinetti, a painter in Montepulciano, used small wooden boards of different tones and textures to piece together one Tuscan landscape after another 😍 Full of layering ~ It is a very good art souvenir. The gallery is open to the public, and although the store is simply filled with paintings, it fully reveals the low-key elegance of this medieval mountain town. 📍 Arnaldo Frassinetti Address: Via dell'Opio Nel Corso, Montepulciano, Italy #Overseas Travel #Italy Travel #Europe Travel

#Overseas Travel Although the medieval mountain town of Montepulciano is beautiful, its wine has overshadowed it. The wine produced here, Vino nobile di Montepulciano, is one of the three famous wines in Tuscany! There are countless tourists visiting the winery! Right in the city center, there are already several winery basements that can be visited freely 👍🏻. If you like to drink a glass, you can also try to drink a glass of wine... 🍷 Montepulciano is a veritable wine town in the mountains, surrounded by lush green grape fields... It has stunning scenery and delicious wines, it's a great place! There are many viewing spots in the town where you can enjoy the idyllic scenery of Tuscany. #Overseas Travel #Italy Travel #Europe Travel

#mynovgetaway Montepulciano is a medieval hilltop town in Tuscany, Italy. Surrounded by vineyards, it’s known for its vino nobile red wine. The Torre di Pulcinella is a clock tower topped by a figure of the Pulcinella, a commedia dell’arte character. On the Piazza Grande is the 14th-century Palazzo Comunale, with a tower offering views of the surrounding countryside. Also here is the Duomo, with a huge triptych above its altar. According to legend, it was founded by the Etruscan King Lars Porsena of Chiusi. Recent findings prove that a settlement was in existence in the 4th-3rd centuries BC. In Roman times it was the seat of a garrison guarding the main roads of the area. After the fall of the Western Roman Empire, it developed as a religious center under the Lombards. In the 12th century it was repeatedly attacked by the Republic of Siena, which the Poliziani faced with the help of the Perugia and Orvieto, and sometimes Florence, communes. The 14th century was characterized by constant struggles between the local noble families, until the Del Pecora family became rulers of the town. From 1390, Montepulciano was a loyal ally (and later possession of Florence and, until the mid-16th century, lived a period of splendour with architects such as Antonio da Sangallo the Elder, Jacopo Barozzi da Vignola, Baldassarre Peruzzi, Ippolito Scalza and others, building luxurious residences and other edifices here. In 1559, when Siena was conquered by Florence and Montepulciano lost its strategic role, its importance declined.

When you come to Tuscany, you must experience the idyllic winery of this pearl. As long as you are driving, you must not miss the local winery! The selection of the Avignonesi winery is mainly based on a huge round grape field. After the aerial photos, you can see how spectacular it is. The winery is located near the small town of Valiano, on the left side of the medieval town of Montepulciano, a few kilometres away, and the historic town of Cortona in the right. Surrounded by beautiful vineyards, buildings, chapels, and ancient stone wine cellars. The wine cellar can be seen in the wine cellar and there are many wines. The very beautiful environment in the manor, Imagine how comfortable life is. Lunch at the winery, you need to book in advance, sitting in the manor surrounded by the pastoral scenery, smelling the fresh and fragrant smell of the air, to the locals without asking, life is fast.