7 Top Spots for Wine Tasting in Montepulciano’s Historic Center

If you’re heading to Tuscany, wine tasting in Montepulciano should definitely be on your list. This hilltop town is known for its historic wine cellars and stunning views of the Val d’Orcia. (And, for you Twilight fans, it’s the place where Bella stops Edward from revealing his sparkly secret.)

It’s home to Vino Nobile di Montepulciano, one of Italy’s classic Sangiovese-based red wines. The town is hilly but walkable, making it easy to pop into tasting rooms throughout the day (as long as you wear comfy shoes).

As a certified wine expert who spent a week sipping my way through Montepulciano, I’ve done the research to help you make the most of your visit.

Whether you’re planning several days of tastings or just want to drop into a few spots while exploring, this guide will help you navigate the town like a pro.

A panoramic view of Montepulciano, a medieval hilltop town in Tuscany, rising above lush green vineyards under a bright blue sky.

Montepulciano Wineries & Tasting Rooms

This guide will take you to the top wine tasting spots in Montepulciano’s historic center. You can visit several in a single day. Or slow it down and enjoy a more leisurely pace with food, views, and cellar tours along the way.

If you’re planning more wine adventures in Italy, check out my guide to the Florence Wine Windows. It’s a fun and historic way to sip your way through the city!

Enoliteca Consorzio Vino Nobile

The elegant brick archway entrance to Enoliteca Consorzio in Montepulciano, with its name above the doorway and potted plants flanking the stone steps.

Set inside the Fortezza Medicea, the Enoliteca Consorzio Vino Nobile is a great first stop to taste wines from all over the Montepulciano region. Plus, you can sample Vino Nobile while gazing down at archaeological ruins through the glass floor beneath your feet.

The space opened in 2016 and serves as the headquarters for the local wine consortium, which represents nearly every winery in the area. They offer more than 100 wines, and everything is on tap organized by style.

At check-in, I was given a card loaded with credit to use at the self-pour machines. I sampled a few wines before settling in with a full glass. The staff is helpful if you want suggestions or need a quick run-through on how it works.

Don’t miss the terrace out back for outdoor seating and incredible views of the Tempio di San Biagio. They also offer local bites to pair with your pours.

  • Wines to Try: With 100+ wines on tap, it’s easy to go overboard here, both on pours and your tab. I recommend starting with a few small samples and sharing if you can. There’s a good mix of reds, plus some whites and rosés too. My favorite find was the Vino Nobile from Antico Colle.
  • Tasting Options: Self-service wine dispensers with 100+ wines from throughout the region. Choose your own pour size with tasting and full glass options.
  • Food: Menu of local cheeses, meats, and bruschetta.
  • Visiting Tips: Located inside the Fortezza Medicea. No reservations necessary. At check-in, you’ll receive a prepaid card to use at the dispensers. Don’t miss the views from the outdoor patio.

Enoliteca Consorzio Vino Nobile, Via di San Donato, 21, Montepulciano

De’Ricci Cantine Storiche

Grand vaulted stone cellar at De’Ricci with towering wooden barrels lining both sides, often referred to as the “wine cathedral” for its dramatic architecture.

If you only visit one cellar in Montepulciano, De’Ricci would be my pick. It’s a bit more geared toward groups than some of the other spots in town. But the incredible cellar and top-notch wine and food make it one not to miss.

The Ricci family’s winemaking roots go back to 1337, when the first wine cellar was built. In the 1500s, Giovanni Ricci added the stunning Wine Cathedral beneath what would become Palazzo Ricci. Today, Enrico Ricci leads the winery, using grapes grown on their estate just outside town. And much of the wine is still aged right in their Montepulciano cellars.

I joined a guided tour that takes you through the cellars, including the wine cathedral and original Etruscan foundations. Along the way, I learned about one of the oldest family legends involving a hedgehog used to predict the weather that inspired the Ricci family name and crest.

Afterward, the guided tasting took place in a large room just off the cellar and came with a generous plate of local meats, cheeses, and bruschetta.

  • Wines to Try: De’Ricci had some of the best wines I tasted in Montepulciano. The Vino Nobile was smooth and balanced, with soft plum-like tannins. The standout for me was the SorAldo from their top vineyard. Aged three years, it had layered flavors of spice, cedar, and pepper.
  • Tasting Options: Guided tour of the wine cellar and tasting of 3 or 6 wines with food pairings.
  • Food: Tastings come with a plate of Tuscan charcuterie, cheeses, and bruschetta.
  • Visiting Tips: Reservations are required and they take bookings on Viator, through their website, by email, or by phone. Kids are welcome to join the tour at a reduced rate.

De’Ricci Cantine Storiche, Via Ricci, 11, Montepulciano

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Cantina Gattavecchi

Arched iron gate labeled "Cantina Gattavecchi" welcomes visitors to a historic winery courtyard framed by rustic brick walls and greenery in Montepulciano.

Great wines, historic cellars, and one of the best views in town. Gattavecchi is an easy one to add to your list. The cellar and tasting room are housed in a former 13th-century convent. And the terrace overlooks the Tuscan countryside.

The Gattavecchi family has been part of Montepulciano’s wine scene for over a century. The winery is now run by Eric Toppetta, who took over in 2022. He continues the legacy under both the Gattavecchi and Poggio alla Sala labels.

I booked a tour and tasting in advance, which started with a walk through the aging rooms and a look at their production process. At the very bottom of the cellar, there’s even a 2,000-year-old Etruscan tomb.

The tasting included generous pours, paired with pecorino cheese, bread, and olive oil. While I was there, I even met Sam Coppola, a partner in the winery who also co-owns Shelburne Vineyards in Vermont. Such a small world!

  • Wines to Try: I liked that the tasting started with a white wine. The crisp Vernaccia di San Gimignano was refreshing, with bright acidity and a subtle herbal note. And their Vino Nobile, named one of the top 100 Italian wines in 2020, had great complexity, with intense fruit balanced with earthiness.

  • Tasting Options: Choose from a tasting of 4 wines, a deluxe tasting, or a vertical tasting.
  • Food: Tastings come with bread and cheese. They also offer lunch and dinner experiences.
  • Visiting Tips: Reservations are required and can be booked online. Kids and pets are welcome.

Gattavecchi, Via di Collazzi, 74, Montepulciano

Cantina Crociani

The entrance to Cantina Crociani features lush ivy, potted flowers on wooden barrels, and a glass doorway flanked by rustic stone walls and wine bottle displays.

Just around the corner from Gattavecchi, Crociani offers an intimate tasting experience. We passed by a few times before visiting and were greeted by Vino the cat, who likes to lounge near the entrance like he owns the place.

The winery was founded in 1955 by Arnaldo Crociani. His daughter, Susanna, now runs it, keeping the focus on traditional, hands-off winemaking. Their vineyards sit at one of the highest points in the Le Caggiole sub-zone.

The tasting room is set in a 14th-century building in the southern part of town. I booked a guided tasting and got to sample a range of wines while learning more about the family’s history and approach.

It’s a great stop if you’re looking for a quieter, more personal feel. And yes, Vino might even keep you company while you taste.

  • Wines to Try: Crociani had the most variety in wines to taste, from a light, citrusy Trebbiano to a floral rosé and a sweet Vin Santo. Their Vino Nobiles were very good. I especially liked the smooth, peppery Riserva from the standout 2019 vintage.

  • Tasting Options: Guided tasting of a range of wines and Vin Santo. They also make their own grappa and olive oil.
  • Food: Bread, cheese, and meats included with the tasting.
  • Visiting Tips: Reservations can be requested through the form on their website or via email. The tasting room is small so I recommend booking in advance.

Cantina Crociani, Via del Poliziano, 15, Montepulciano

Cantina Contucci

Close-up of the Cantina Contucci entrance, featuring a wooden sign above the door, a wine display case, and a small arched window set into the historic brick wall.

Right on Piazza Grande, Contucci is one of the most historic producers in Montepulciano. The family’s been making wine here for centuries. They even helped put Vino Nobile on the map.

The Contucci family has been growing grapes since the 11th century. Andrea Contucci runs things today, continuing the family tradition with wines made from local grape varieties grown just outside the town.

The cellar is open for self-guided visits, so you can explore the stone passageways lined with massive barrels and old vintage bottles on display. Tastings are free in the wine shop if you’re planning to buy. Or you can relax with a glass at their small wine bar.

In the summer, they also offer guided tours that include a peek inside Palazzo Contucci, access to the gardens, and a seated tasting with local bites.

  • Wines to Try: Contucci was a fun stop to taste how different soils impact Vino Nobile. The black-label Pietra Rossa from clay had earthy, mineral notes, while the blue-label Mulinvecchio from sandy soil was less earthy, with upfront tannins and a smooth finish. My favorite was the Palazzo Contucci, a small-production blend of the best grapes from both vineyards.

  • Tasting Options: Free tastings of 5 wines in the shop if you plan to purchase bottles, wine by the glass at the wine bar, and guided tours and tastings available in summer.
  • Food: The wine bar offers meat and cheese platters. Guided tours include local bites with your tasting.
  • Visiting Tips: Walk-ins welcome at the shop and the cellar is open for self-guided tours. Submit a form online to book guided experiences.

Cantina Contucci, Via del Teatro, 1, Montepulciano

Talosa

The arched brick entrance to Cantina Storica Talosa in Montepulciano, framed by ivy and an open wrought iron gate, with wine bottles and signage welcoming guests for tastings and underground cellar tours.

Hidden down a side street just off Piazza Grande, Talosa is an easy stop if you’re short on time and want to sneak in a tasting. But they also offer full tours, guided tastings, and even lunch experiences if you’re looking for more.

Their cellar dates back to the 1500s. But things really took off after Angelo Jacorossi bought the estate in 1972. The family still runs it, and they make all their wines from hand-harvested grapes grown in their vineyards.

I started with the self-guided tour, entering through their wine shop on Via Talosa. It’s a walk-at-your-own-pace experience through stone corridors lined with massive barrels and aging bottles. Afterward, I sampled a few wines at the shop counter while getting a quick rundown of their lineup.

If you have more time, book a guided tour and seated tasting. This takes place in a separate part of the cellar. It’s a more in-depth experience with a glass wall overlooking the barrels so you can still sip with a view.

  • Wines to Try: At Talosa, I tried the Rosso, Vino Nobile, and the Riserva, which was my favorite for its ripe fruit, spice, and hint of pepper. You can also sample the Pietrose, a Merlot-based Super Tuscan with bold dark fruits, mocha, and a smooth finish.

  • Tasting Options: Self-guided tours and free tastings are available in the wine shop. Or you can book a guided tour, tasting, or lunch experience.
  • Food: Light and full lunch options are available with booking.
  • Visiting Tips: Walk-in for free tastings, but book ahead on Viator or through their website for guided tours and tastings.

Cantina Fattoria della Talosa, Via Talosa, 8, Montepulciano

Cantina Ercolani

Rustic wine cellar at Cantina Ercolani featuring large wooden barrels with red rims, a row of Montepulciano wines displayed on a glass-topped barrel, and stone-arched ceilings.

Just inside the northern gate, Ercolani is easiest to reach from parking lot 1. And it’s a great stop for foodies, with a unique cellar tour.

The Ercolani family has been making wine since the 1940s, with the winery opening in 1988. Today, they produce everything from Vino Nobile to Vin Santo and even grappa.

Our visit started with a guided tour through the maze-like wine cellars, known as the Underground City. In addition to learning about how their wine is made, we saw exhibits on viticulture, fossils, and even torture instruments.

At the end, we landed in the tasting room at the back of the shop for a standing-style experience. Wines and grappa were poured alongside everything from pecorino and cured meats to truffle spreads and olive oil. You can purchase all of these homemade and local products in the shop. So, be sure to leave extra shopping time!

  • Wines to Try: The tasting included Riservas from multiple vintages, which was a fun way to see how the weather affects the wine. I preferred the 2019, with its ideal growing season, over the more variable 2018. We also got to try one of their special Riservas that’s only made in the best years.

  • Tasting Options: Free guided tours and tastings include samples of their top wines.
  • Food: Tastings include local food pairings and you can purchase many of these products in the shop.
  • Visiting Tips: Tours and tastings are free, but reservations are required. Submit a form on their website to request a booking. Kids are welcome to join for the tour.

Cantina Ercolani, Via di Gracciano nel Corso, 80-82, Montepulciano

The Best Montepulciano Wine Tour

Montepulciano is a walkable town. So, it’s definitely doable to build your own wine tour. But if want to learn a little more as you sip, these tours are a great way to dive deeper into Montepulciano’s history and wine scene:

🚌 Book the Montepulciano Walking Tour, De’Ricci Tour, or Talosa Tour

Where to Stay For Montepulciano Wine Tasting

Montepulciano makes a great home base for wine tasting in town and the surrounding region. Staying in the historic center, you’ll be just steps from all the tasting rooms, wine bars, and restaurants. Here are two great options:

  • Meublè Il Riccio – Family-run B&B just off Piazza Grande with room options that include balconies overlooking the Val d’Orcia.
  • Palazzo Carletti – Luxury, adults-only stay in a restored 14th-century palazzo, with original frescoes and modern amenities.

🏨 Book the Meublè Il Riccio or Palazzo Carletti

FAQs About Wine Tasting in Montepulciano

When Is the Best Time to Visit Montepulciano?

Late spring and early fall are great times to visit Montepulciano. You’ll get warm weather and fewer crowds than in peak summer. August can be hot and busy, but it’s also when two of the town’s biggest events happen:

  • Bravio delle Botti – Teams of runners compete in a barrel-rolling race through the streets of Montepulciano.
  • Calici di Stelle – Wineries throughout Tuscany offer special evening tastings and events aligning with the peak of the Perseid meteor shower.

What’s the Best Way to Get to Montepulciano?

The closest airport is Florence (FLR), just under 2 hours away. Rome (FCO) is also an option at around 2.5 hours. You can drive or take the train to Chiusi-Chianciano Terme, then grab a bus or taxi into town.

Heads up: You can’t drive into the historic center. It’s a restricted zone, and you’ll get fined if you enter. Plan to park outside the walls and walk in. I had the most luck finding a spot early in the day in P8. You can also try P7, P6, and P1. Blue lines are metered spots, and white lines are free.

Once you’re in, the town is super walkable. But it’s steep and cobblestoned, so definitely wear comfortable shoes!

What Wine Is Montepulciano Known For?

Montepulciano is best known for Vino Nobile di Montepulciano, a full-bodied red that’s often confused with Montepulciano the grape (grown mostly in the Abruzzo region). Vino Nobile is made from at least 70% Sangiovese and can include up to 30% of other approved grapes like:

  • Mammolo – brings floral notes
  • Canaiolo or Merlot – adds softness and elegance
  • Colorino – deepens color

It’s aged for a minimum of two years, including one in oak. Riserva versions age at least three. You’ll usually find bright acidity, fine tannins, and flavors like cherry, plum, spice, and earthy notes. Think more structure than Chianti, but a bit softer than Brunello. You’ll also find:

  • Rosso di Montepulciano – a lighter, more approachable version of Vino Nobile
  • Vin Santo – a sweet dessert wine made from grapes dried on straw mats
  • Super TuscansBordeaux-style blends with Sangiovese, Cabernet Sauvignon, Merlot, and other international grapes
  • White Wines – typically Trebbiano, Malvasia, or Grechetto

Do You Need Reservations for The wineries?

A few tasting rooms and wine shops in town accept walk-ins. But for guided tours, cellar visits, and seated tastings, it’s best to book ahead, especially during peak months. Some have online reservations, but others you may need to email for availability and booking.

Check out more winery etiquette tips.

How Much does Montepulciano wine tasting cost?

Tasting fees usually range from €20 to €30, depending on the type of experience and whether it includes a guided tour. A few spots in town offer free tastings in their wine shop if you’re planning to buy wine. Plus, you can usually take a self-guided tour through their wine cellars.

See how this compares to wine tasting costs in other regions.

Should I Tip?

Unlike in the U.S., tipping isn’t expected in Italy. But it’s definitely appreciated, especially if you had a great experience. Leaving a few euros is a nice way to say thanks.

Can I Buy and Ship Wine?

Absolutely! Most wineries sell bottles directly from the tasting room, and many offer international shipping. Costs vary by quantity but usually run €70–€100. I found shipping was a bit cheaper in Montepulciano compared to Montalcino.

If you’re picking up bottles from multiple places and want to ship them together, Mail Boxes Etc. in Florence can handle that for you.

Just keep in mind that summer in Italy is usually too hot to safely ship wine. We asked the wineries to hold our order until the fall, when the temps were cooler and it was safer to send.

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