Julie Italy 7 Comments

Montalcino is one of our favorite hill towns in Tuscany. Perched on a hilltop, overlooking the Sangiovese vineyards and stunning landscape of Val d’Orcia, a visit to this small town is a must for wine lovers. Climb the fortress walls for views of the town, stroll the city streets, and go wine tasting for Brunello di Montacino wine…these are just a few of the wonderful things you can do in Montalcino.

Overview of Montalcino

Montalcino is a small hilltop town located in Val d’Orcia. Surrounding this town are vineyards growing Sangiovese grapes, which become Brunello di Montalcino and Rosso di Montalcino wine.

Like many hilltop towns in Tuscany, the fortress and layout of the town dates back to medieval times. At one end of Montalcino sits the fortress, and climbing the tower and walking on the walls is one of the best things to do while here.

Montalcino is located on the Via Francigena, a pilgrimage route from England to Rome.

Best Things to Do in Montalcino

1. Go Wine Tasting

Without a doubt, wine tasting is one of the best things to do in Montalcino.

Brunello di Montalcino Shop | Best things to do in Montalcino

There are numerous wine shops, or enotecas, that offer wine tasting with the option to purchase your favorites. You can buy a bottle of two and take them with you, or order a larger quantity and have them shipped home. Shipping costs depend on the store and how much wine you purchase.

The wine that you will see in the enotecas are usually Brunello di Montalcino and Rosso di Montalcino.

Brunello di Montalcino is made from 100% Sangiovese grapes. The wine must spend two years in a wooden barrel and at least four months in a bottle. The wine cannot be released onto the market until January 1st of the fifth year after harvesting.

Rosso di Montalcino is also 100% Sangiovese but it does not have strict rules for aging and when it can be released. This is a younger, fruitier wine than Brunello.

There are numerous wine shops in Montalcino. We visited Enoteca di Piazza Wine Room of Fedolfi Andrea Sas, which is located on Via Giacomo Matteotti. You can sit out front and drink a glass of wine or order a snack. Inside the wine shop, you can taste over 100 different Brunello di Montalcino wines.

You are given a card, similar to a credit card. This gets inserted into the wine dispensary machine. Each wine has a price for a tasting and a purchase price. You can taste as many wines as you like, and once finished, hand in your card and you will be charged for the wines you sampled.

Our favorite thing about doing a tasting here was the very small balcony they had on the back of their shop. Tim and I could taste the wines while looking out over the countryside.

Montalcino Enoteca | Best things to do in Montalcino

Enoteca di Piazza Wine Room | Best things to do in Montalcino


Montalcino Wine Tasting | Best things to do in Montalcino

Shop in Montalcino

Montalcino Wine Tasting Photo | Best things to do in Montalcino

Montalcino Wine Shop View | Best things to do in Montalcino

View from the Enoteca di Piazza Wine Room | Best things to do in Montalcino

Other wine shops that get good reviews include Enoteca Bacchus, Enoteca Grotta del Brunello, and Enoteca San Giorgio.

Enoteca Bacchus | Best things to do in Montalcino

Enoteca Bacchus | Best things to do in Montalcino

2. Climb the Fortress Walls

Sitting on the south side of town, just a few steps from the city center, is Fortezza di Montalcino. This fortress was constructed in 1361 by the Sienese.

The fortress sits at the highest point in Montalcino. If you climb the steps to the top of the tower, you are rewarded with beautiful 360° views of Montalcino and Val d’Orcia. You can also walk the walls for different views of the town.

Montalcino Fortress Walls | Best things to do in Montalcino

Fortezza di Montalcino | Best things to do in Montalcino


Montalcino Fortress | Best things to do in Montalcino

Montalcino View from Fortress

View of Montalcino from the fortress | Best things to do in Montalcino


Julie Rivenbark

The fortress courtyard is free to visit. To climb the steps to the walls and tower, enter the Enoteca la Fortezza di Montalcino, which is a wine shop located inside of the fortress. In 2022, we paid 4€ per person to climb the walls and the steps are located inside of this shop.

Once finished walking the walls, you have the option to go wine tasting at the enoteca before exploring more of Montalcino.

3. Stroll through the City Center

The main street of Montalcino is lined with restaurants, boutique shops, and, of course, wine shops. This street changes names several times, but it runs from the southern entrance into the city (called Via Soccorso Salani at this point), past Piazza del Popolo, to the north end of town.

Things to Do in Montalcino

Montalcino City Street | Best things to do in Montalcino

Montalcino Street | Best things to do in Montalcino

Via Giuseppe Mazzini

4. Take a Detour to the Side Streets

The side streets are also fun to explore, a little quieter, and depending on how far you wander from the city center, filled with views of the surrounding countryside. If you take a walk on Via delle Scuole, you can look out over the rooftops to Val d’Orcia and see the bell towers that rise up from the city center.

Exploring Montalcino | Best things to do in Montalcino

Montalcino Bell Tower

Via delle Scuole


Montalcino Street

Via delle Scuole

5. Piazza del Popolo

Located in the city center, this is the main square of Montalcino. Sitting on this square are shops and restaurants and Palazzo dei Priori. The palace dates back to the 14th century and has a medieval clock tower.

Montalcino Clock Tower

Piazza del Popolo | Best things to do in Montalcino


Piazza del Popolo

Piazza del Popolo | Best things to do in Montalcino

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With More Time

On the north end of town, there is a park (Il Giardino Delle Favole) and a few churches (Chiesa della Madonna del Soccorso and the Cathedral of the Holy Savior) you can visit. They aren’t must-see places in Montalcino and for most visitors, wine tasting, walking through the city center, and climbing the fortress walls are the best things to do in Montalcino.

Montalcino Side Street

Via Spagni


Cathedral of the Holy Savior

Cathedral of the Holy Savior | Best things to do in Montalcino

Best of Montalcino: On a Map

How to Use This Map: Click the icons on the map to get more information about each point of interest. Click the star next to the title of the map to add this map to your Google Maps account. To view it on your phone or computer, open Google Maps, click the menu button, go to “Your Places,” click Maps, and you will see this map on your list.

How Much Time Do You Need in Montalcino?

You can visit Fortezza di Montalcino, stroll the city streets, and go wine tasting in two hours. Add more time if you want to sit down to lunch or dinner, or visit several different wine shops in town.

Helpful Tips for Visiting Montalcino

To check the weather forecast, we used Meteo Italy and the forecast was relatively accurate. There is also an app that you can download onto your phone.

If you plan to have dinner in Montacino, make your reservation in advance. In our experience in Italy, you will need to have a reservation for dinner at the highly rated restaurants.


Where to Eat in Montalcino

Ristorante Boccon DiVino is a Michelin starred restaurant with views of the Tuscan countryside. Il Moro, Re di Macchia, and Wine Bar Grotta del Brunello all get great reviews.

Outside of town, Castello Banfi La Taverna gets rave reviews. Make your reservation far in advance for this one.

How to Get to Montalcino

Public Transportation

There are no train stations in Montalcino. If you are traveling by public transportation, you can get here by bus, but you will have to transfer several times and it can take quite a bit of time to get here (at least 1 hour but usually a lot more than this) depending on your starting point.

By Car

The best way to get to Montalcino is by rental car.

Here are driving distances and times from nearby destinations:

  • Montepulciano: 36 km, 45 minutes
  • Pienza: 23 km, 30 minutes
  • San Quirico d’Orcia: 17 km, 25 minutes
  • Siena: 42 km, 50 minutes
  • Florence: 120 km, 2 hours

Parking in Montalcino

There are numerous parking lots in Montalcino, outside of the historic city center.

Parcheggio Porta Cerbaia is a large parking lot located down the hill from the south entrance into Montalcino. We parked here on our first visit to Montalcino.

If you get here early in the day, park in the lot next to the fortress (Parking Piazzale Fortezza). It’s just a few steps from the fortress and the city center and you won’t have a hill to climb to get into the city. But it fills up early, so midday and the afternoon, you may not be able to get a spot here.

There are several other parking lots around Montalcino. On Google Maps, look for the “P” symbol with the word Parcheggio. It is worth marking these on your Google maps, just in case you can’t get a parking space at your first choice.

Tim in Montalcino

Tours of Montalcino

If you don’t plan on renting a car while in Tuscany, you can visit Montalcino on a tour. This takes care of your transportation to and from Montalcino, which can save you a lot of time, since Montalcino is not easily reachable by public transportation. Here are several tours of Montalcino that start from nearby towns.



Things to Do Near Montalcino

There are several Tuscan hill towns and viewpoints that can be added onto your visit to Montalcino. In one day, it is possible to visit Pienza, Montepulciano, and Montalcino, if you move fast and don’t mind visiting just the highlights of each town. If you want a more leisurely experience (and not feel like you are in a race), pick two of these towns.

Montepulciano is a 45-minute drive from Montalcino. In Montepulciano, climb the tower for panoramic view of Val d’Orcia, go wine tasting, tour the underground wine cellars, and stroll the picturesque streets.

Pienza is a very small town, even smaller than Montalcino. Trying pecorino cheese and strolling the city walls are top experiences here, so a visit here cany be very quick. Pienza is a 30-minute drive from Montalcino.

San Quirico d’Orcia is a lesser known but beautiful town in Val d’Orcia. A visit here is more about strolling the main street that runs through town, having lunch or dinner, and visiting a place that has a less touristy vibe than the towns mentioned above. It’s just 20 minutes from Montalcino.

There is also a long list of vineyards to visit right outside of Montalcino. Banfi, Biondi-Santi, and Casanova di Neri are vineyards to visit.

Also outside of Montalcino is Abbazia di Sant’Antimo, an abbey surrounded by botanical gardens and cypress trees.

Where We Stayed

We spent three nights at Villa le Prata, which is a short drive from Montalcino and a great home base for exploring Val d’Orcia. At Villa le Prata, we got the experience of staying in a Tuscan villa, which was extra special since the end of September is harvest season. At the villa, we had dinner each night, plus sunset wine tastings and tours of the vineyard.

Staying in a villa is a wonderful experience to have while in Tuscany. There are many villas located in the area, but we chose Villa le Prata since it gets rave reviews, and we have to agree. Staying here was one of our highlights of our time in Tuscany.

Villa le Prata

Villa le Prata

Frequently Asked Questions

Is Montalcino worth visiting?

This small town, with its scenic streets and fortress, is easy and fun to visit. It’s also a great place to go wine tasting for Brunello di Montalcino and Rosso di Montalcino wines. If you aren’t big into wine tasting, a visit to Montalcino may not be worth it (visit San Gimignano, Siena, or Volterra instead). But if you love wine, Montalcino is one of the best places in Tuscany to try and shop for a variety of Brunello di Montalcino wines.

Which is better, Montalcino or Montepulciano?

Montalcino and Montepulciano are similar in that wine tasting is the #1 thing to do. Montalcino is smaller and less touristy, so if you want to tour a town with fewer crowds, we recommend Montalcino. Montepulciano is a larger town with a longer to do list. Both times we were here, it was also more crowded than Montalcino. We really like both towns, but of the two, Montalcino is our favorite.

Which is better, Montalcino or Pienza?

If you want to explore a small town, try pecorino cheese, and have views out over Val d’Orcia, put Pienza on your Tuscany to-do list. Montalcino is a great place to taste Brunello di Montalcino wine but it’s also a lot of fun to walk the fortress walls for great views of the town and explore the city streets. Of the two towns, Montalcino is our favorite.

How much time do you need in Montalcino?

If you plan to climb the fortress walls, stroll the streets, and go wine tasting, plan on spending 2 to 3 hours in Montalcino. If you plan to sit down to lunch or dinner, add on another 1 to 2 hours.

Montalcino Italy Photo


More Information about Tuscany

TUSCAN HILL TOWNS: Check out our detailed guides to Siena, Montepulciano, PienzaSan Quirico d’Orcia, San Gimignano, Monteriggioni, Lucca, Volterra, Arezzo, and Cortona.

TUSCANY: Get started with our guide to the Best Things to Do in Tuscany. Learn how to plan your visit with our Tuscany Itinerary, which has sample itineraries, whether you have 3 days, 5 days, or an entire week in Tuscany.

SIENA: Plan your visit to Siena with our articles Best Things to Do in Siena, One Perfect Day in Siena and How to Visit the Siena Cathedral.

FLORENCE: If you are planning your first visit to Florence, don’t miss our guide to the 10 Best Things to Do in Florence, how to spend one day in Florence, and how to spend 2 days in Florence. We also have a guide about how to visit the Florence Cathedral and related sites, the best rooftop bars in Florence and the best viewpoints in Florence. Here are 15 day trips to take from Florence, with practical information on how to plan your day.

If you have any questions about the best things to do in Montalcino or how to visit Montalcino, let us know in the comment section below.

More Information for Your Trip to Italy

PHOTOGRAPHING ITALY: For some of the best views in Italy, here are 20 gorgeous views and exactly where to photograph them.

PUGLIA: Alberobello is one of the most popular towns to visit in Puglia. Here’s a list of the best things to do in Alberobello. We also have a guide to the best things to do on the Gargano Peninsula.

NORTHERN ITALY: If you plan to visit the Dolomites, read our article Best Hikes in the Dolomites. Verona is a beautiful city to add to your Italy itinerary and we also have a detailed guides on Lake Garda on how to day trip to Lake Como and Bellagio.

ROME: For a list of the top experiences in Rome, read our article Best Things to Do in Rome. Learn how to put these together in our 2 Day Rome Itinerary, where to eat in our Rome Restaurant Guide, how to visit the Colosseum, and where to stay in our Rome Hotel Guide. And don’t miss our guide to the Best Rooftop Bars in Rome.

We have TONS more information about Italy in our Italy Travel Guide, including Rome, Florence, Venice, Tuscany, the Dolomites, the Amalfi Coast, the Cinque Terre, and Puglia.


Things to Do in Montalcino Tuscany Italy


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Comments 7

  1. Avatar for Julie

    Hello, my husband and I booked a 3 night stay at Villa le Prata for June 2024 and are very excited. Did you guys participate in any of the villa experiences? I’m trying to gauge how to best spend our three days there. We’ll have a rental car.

    1. Avatar for Julie Post

      We had dinner each night on the property (3 nights). Since we were there at the end of September, it was chilly at night so dinner was outside next to the vineyard but in an enclosed glass house. One of those three nights it rained, so dinner was moved inside the main building. The same day it rained, we planned to do the wine tasting, but that was also moved inside. The food is phenomenal. I’m a little bit bummed that we never had dinner in Montalcino or another town, but it would be hard to beat dinner at Villa Le Prata. Plus, it’s right at the villa so that makes it easy. There is also a pool onsite but we never used it, because of the chilly temps. If you can book the wine tasting in the vineyard, go for it. That looks so nice. And keep your fingers crossed that it doesn’t rain. We also shipped wine home from Villa Le Prata and that made it to Maryland without any issues. Cheers, Julie

  2. Avatar for Maria Morgan
    Maria Morgan

    Hi There, my friend and I are starting a walking holiday from Montalcino but are flying into Pisa. We’d like to get a private car transfer (with driver, not car hire) from Pisa to Montalcino (24th July) but cost seems to be prohibitive. Have you any suggestions on how best to get there and how long the journey would take? We do not want to hire a car.
    Many thanks,

    1. Avatar for Julie Post

      That’s going to be tricky because it’s tough to get to Montalcino using public transportation. If you already have a hotel booked, you could ask them for information on how to do it. Otherwise, you will have to look up the bus schedules to Montalcino, and from Pisa, take a train to the area and then use the bus (or possibly taxi?) to get to Montalcino. Cheers, Julie

  3. Avatar for Lisa

    Hi! I’m planning a trip to Italy in the spring. I’ve found your website to be extremely useful! I’ve always wanted to visit the hill towns of Tuscany but I’m a little nervous about driving around Italy. I was thinking about renting a car in Florence, doing a day trip to Montalcino/Pienza/Montepulciano and then returning the rental in Rome in the evening. Is this doable in a day? Also, should I be concerned about leaving luggage in the car for the day? I’ve heard that theft from rental cars can be a problem in certain areas of Italy. Thanks, Lisa

    1. Avatar for Julie Post

      Hello Lisa. Thanks for writing in. It’s possible to visit all three towns but you will really have to move fast. If you rent a car in Florence, most likely you won’t be able to pick it up that day until 8 or 9 am, but this really depends on when the office opens. Maybe at the train station or airport you could pick it up earlier. You could pick it up the night before, which will save you time, but then you have to park in Florence and driving in Florence is a nightmare. We’ve done and it’s the most challenging place we have driven, and we have rented cars all over the world (it might be best to park at the train station and take a taxi there the morning you leave Florence). It will take you about 2 hours to drive to Montalcino. Then visit Pienza. From Montepulciano, it’s another 2 to 2.5 hours to Rome. You’ll also have to note the return time for your car in Rome and then add up how many hours you have. You may have to skip a town. Which one? That’s tough. Montepulciano is a must do in my opinion. We like Montalcino more than Pienza but some people really love Pienza. You can look at our photos and things to do in Pienza to prioritize which ones you visit. Overall, it can be done, with an early pick up and late drop off of the rental car. If not, choose two towns so you aren’t too rushed. We traveled around Italy this past fall for 6 weeks, leaving our luggage in our car over and over again, including Tuscany, and never had an issue. Maybe we were just lucky but I wouldn’t hesitate to do it again. Cheers, Julie

      1. Avatar for Lisa

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