8 Most Beautiful Towns in Tuscany

When planning a trip to Tuscany, it makes sense to research about the best activities to do, best places to visit, and other practical and useful guides. Searching for decent Tuscan holiday rentals is also part of the process. In this article, we will go through some of the most beautiful towns that you may consider including in your list of must-visit destinations. Tuscany has a lot of very charming towns and villages, and it is important to know which ones you will be most excited about, to make the most out of your stay.


1. Montalcino

For wine lovers and couples who are celebrating their anniversary or any special occasion, Montalcino is the place to be. It is a great place for wine and food tasting in delightful cantinas. Located to the west of Pienza, this hilly town boasts a striking 14th-century castle. You can take wonderful photos and explore its vast olive groves and majestic vineyards. Certainly, this place will make you fall in love in Tuscany!

2. Lucca

Lucca is one of the most famous places that tourists visit in Tuscany. If you are interested to be immersed in an authentic and traditional renaissance town wall, there is no better place to set foot in. Lucca is best traveled by foot, as there are lots of interesting shops, bars, and restaurants to shop at and dine into. Creating the perfectly circular Piazza dell’Anfiteatro, the town’s cobbled streets look most beautiful at night. You may also want to rent and ride a bike around the 4-km public walk on the top of the fortified walls.

3. Volterra

When in Tuscany, you cannot afford to miss out Volterra. It is a little off the beaten path, surrounded by thick walls and hills that look to be made to measure. Check out Palazzo dei Priori (currently the city hall), Palazzo Pretorio, the Romanesque cathedral and its baptistery, the Roman amphitheater, and the Guarnacci Etruscan Museum.

4. Pitigliano

Pitigliano is known through the years as “Little Jerusalem,” and you will easily know why once you get there. This small yet beautiful town is where Jews once lived until 1622. It is rich in history and if you are the type who loves hearing this kind of stories, you’ll definitely enjoy a day tour here.

Make sure to drop by the Jewish Museum of Culture, the picturesque medieval center, the restored synagogue, and the underground tunnels and caves dug into the tufa beneath the city. Also, if you’re in the mood to taste some local Jewish delicacies, order Sfratti. These are tasty stick-shaped biscuits filled with ground walnuts, honey, nutmeg, orange peel and wrapped in dough.

5. Poppi

Situated between the cities of Arezzo and Florence, Poppi is a part of the National Park of the Casentinesi Forests, Monte Falterona, and Campigna. It is a walled city with a wonderful castle. Inside, you will find a courtyard, a staircase, a library of medieval manuscripts, and a chapel with frescoes by Taddeo Gaddi. If you are visiting with your family, it will be fun to surprise them with Poppi’s towers and dungeons from the stalls to the ballroom. For sure, you will be mesmerized on how this remarkably well preserved 13th-century castle looks like!

6. Fosdinovo

Fosdinovo is another old town that boasts years of history. It served as a gateway to the historic Lunigiana region for hundreds of years. It is now considered as one of the best hamlets to live in in Italy. Tourists crowd this place for its well-preserved structures. Do not miss the museum and cultural center and walk through the charming narrow streets snaking through the village leading up to Piazza Garibaldi. Hills are steep though and it’s snowing during winter time, so plan your visit!

7. Collodi

Collodi is the birthplace of beloved children’s character, Pinocchio. If you have seen the movie, you will be more familiar with how Collodi looks and feels like, and this may even remind you of your childhood days!

The ancient Tuscan village is perfect for storybook fans. Check out the dedicated park of Pinocchio and let it capture your imagination with bronze sculptures set among beautiful gardens, mazes, and fountains. Collodi also pays homage to the villa and gardens of Garzoni, a great example of Italian Renaissance design.

8. Monteriggioni

Just a few hours away from Siena, Monteriggioni is an ancient Tuscan village that packs a punch. It is a perfectly preserved walled Tuscan town. Inside a fortified citadel, its walls and 14 towers hide its existence entirely.

At present, there are a few of the buildings that are lived in here, but the area is home to an interesting museum that houses Renaissance armor and artifacts. There are also some shops, bars, and restaurants to enjoy here too. What many people find interesting is that the cobbled streets in Monteriggioni have not changed much in centuries. Most of its city walls are still intact. The best time to go is during early July when people celebrate the medieval festival.

At a glance, you will think that Tuscany is a place dominated only by rolling hills and hilltop villages. But there is more to discover and explore! Visiting Tuscany is a dream come true for many curious travelers who love to be pleasantly surprised. These 8 beautiful towns are great places to start. Be prepared to be blown away with more places idyllic charm. The landscapes, villas, museums, walled cities, and other natural parks are all captivating.


Amanda R. Dubose

Spent high school summers getting to know dogmas in Minneapolis, MN. Spent several years merchandising walnuts worldwide. My current pet project is researching Slinkies in Jacksonville, FL. Spoke at an international conference about testing the market for action figures in Hanford, CA. Spent the better part of the 90's lecturing about cellos in Orlando, FL. Spent 2001-2007 building sausage in Naples, FL. Tv fanatic. Internetaholic. Travel expert. Incurable zombie nerd. Coffee advocate. Hardcore web trailblazer. Gamer.