12 Most Beautiful Old Towns In Italy That You Have To Visit 😍

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Italy, a country synonymous with rich history, unparalleled art, and architectural marvels, hosts a plethora of old towns, each telling its own unique story of times gone by. In this article, we’ll journey through the 12 most beautiful old towns in Italy that you absolutely must visit, offering a peek into the past wrapped in stunning landscapes and timeless beauty.

Determining which towns made the list wasn’t a task taken lightly. We poured over countless testimonials, delved into the history, and even took into consideration the cultural richness and the towns’ abilities to transport visitors to another era. The allure of these towns isn’t just in their age-old cobblestone paths or their ancient buildings; it’s also in the stories they tell, the cuisine they offer, and the mesmerizing views they boast.

12 Most Beautiful Old Towns In Italy

Exploring these old towns is like walking through an open-air museum, where every corner turned unveils a new piece of history, an untold story, or an architectural wonder. Italy’s old towns are not merely destinations; they are experiences that etch themselves into your memory, leaving you with a sense of awe and a longing to discover more.

Through this journey, we aim to bring you closer to the heart and soul of Italy, beyond the usual tourist spots, and into the essence of what makes this country so incredibly enchanting. Whether you’re a history buff, an art aficionado, or simply someone in search of beauty, these towns offer something for everyone.

Join us as we uncover the charm, the elegance, and the glorious past of Italy’s most captivating old towns. They are stories waiting to be read, songs waiting to be heard, and sights waiting to be seen; they are Italy’s open invitation to explore its deepest, most beautiful secrets.

12 Most Beautiful Old Towns In Italy That You Have To Visit

1. San Gimignano

San Gimignano
San Gimignano

Nestled in the heart of Tuscany, San Gimignano stands as a medieval masterpiece that you simply must visit. This enchanting old town is famed for its striking skyline, characterized by 14 towering stone towers that date back to the 14th century.

Why is San Gimignano so captivating? Its well-preserved architecture provides a window into the past, allowing you to stroll through ancient streets and feel the timeless allure of the Middle Ages. The town’s charming piazzas, quaint local shops, and stunning frescoes in churches add layers of beauty and intrigue.

San Gimignano is not just a feast for the eyes. It’s a haven for travelers seeking a blend of history, culture, and the famed Tuscan cuisine. The surrounding vineyards offer a taste of Italy’s finest wines, making it an unmissable stop for food and wine enthusiasts.

In summary, San Gimignano’s unique blend of historical significance, architectural beauty, and gastronomical delights make it a top destination for travelers. Its ability to transport you back in time, while offering modern comforts, makes it a truly magical place to explore.

2. Siena

Siena
Siena

Siena, nestled in the heart of Tuscany, is a gem waiting for you to explore. Stepping into this medieval city is like traveling back in time, with its well-preserved buildings and winding streets.

What makes Siena exceptionally beautiful is its iconic Piazza del Campo, known for the famous Palio horse race. This shell-shaped square is surrounded by stunning architecture, offering a picturesque setting that captivates every visitor.

For travelers seeking a blend of history, art, and Italian culture, Siena is the perfect destination. Here, you can marvel at the magnificent Siena Cathedral, sample traditional Tuscan cuisine, and immerse yourself in the city’s vibrant atmosphere.

Siena is more than just a stop; it’s an experience, enveloping visitors in its medieval charm and beauty, making it a must-visit in Italy.

Read our full guide to Siena here.

3. Bergamo

Bergamo
Bergamo

Nestled within the Lombardy region, Bergamo awaits your discovery. This Italian gem, divided into the enchanting CittĂ  Alta (Upper Town) and the bustling CittĂ  Bassa (Lower Town), offers a unique blend of history and beauty.

As you meander through its ancient, cobbled streets, you’re transported to a bygone era. The Upper Town, encircled by Venetian walls listed as a UNESCO World Heritage site, is crowned with the majestic Piazza Vecchia, where history whispers from every corner.

Bergamo captivates with its stunning architecture, from the serene beauty of the Basilica di Santa Maria Maggiore to the picturesque views from the Rocca, offering panoramic vistas that are simply breathtaking. 

It’s not just a feast for the eyes; the vibrant culinary scene and welcoming locals make it a must-visit for travelers seeking an authentic Italian experience away from the crowded tourist trails. Bergamo isn’t just a place to visit; it’s a journey through Italy’s heart, making it an indispensable stop on your Italian adventure.

4. Orvieto

Orvieto

Orvieto, nestled in the heart of Italy’s Umbria region, is a jewel waiting for you to discover. This ancient town sits majestically atop a volcanic butte, offering breathtaking views that alone are worth the visit. 

As you wander through its narrow streets, you’ll find a rich tapestry of history etched into every corner. From the stunning facade of the Orvieto Cathedral, a masterpiece of Gothic architecture, to the underground city carved by the Etruscans, there’s something to marvel at every turn.

Orvieto’s beauty lies in its ability to blend the old with the new seamlessly. It’s perfect for travelers seeking a blend of history, culture, and stunning landscapes. Whether sipping on the local white wine or exploring ancient wells, Orvieto offers an unforgettable experience that captivates and charms.

5. Montepulciano

Montepulciano
Montepulciano

Nestled in the heart of Tuscany, Montepulciano welcomes you with its unparalleled charm. This Renaissance gem is situated between the Valdichiana and Val d’Orcia, offering panoramic vistas that are truly breathtaking.

As you wander through its medieval streets, you’ll discover an abundance of historical wonders. From the grand Piazza Grande to the majestic San Biagio Church, each corner tells a story of centuries past.

What makes Montepulciano especially captivating is its world-renowned Vino Nobile. Wine enthusiasts can explore cantinas, indulge in tastings, and embrace the town’s rich viticulture. It’s not just a feast for the eyes but the palate, too.

For travelers seeking beauty, history, and a taste of Italy’s finest, Montepulciano is a destination that’s hard to surpass. Its harmonious blend of art, architecture, and gastronomy makes it an unforgettable stop on your Italian journey.

6. Lucca

Lucca
Lucca

Nestled in Tuscany, Italy, Lucca is a hidden gem that demands your attention. This enchanting old town is famed for its well-preserved Renaissance walls that embrace the city, inviting you to explore its timeless beauty.

Lucca offers an array of cobblestone streets lined with quaint shops, majestic tree-lined pathways, and stunning piazzas, each telling its own story. The town’s charm is amplified by its impressive architecture, including the iconic Torre Guinigi, where you can climb to the top for breathtaking views of the city and its surroundings.

What makes Lucca truly special is its tranquil atmosphere, providing a serene escape from the hustle and bustle of more crowded tourist destinations. It’s a perfect spot for travelers seeking to immerse themselves in the rich tapestry of Italian history, culture, and scenic beauty. Whether you’re a history buff, a nature lover, or simply in search of peace, Lucca will not disappoint.

7. Matera

Matera
Matera

Nestled in the heart of Italy’s Basilicata region, Matera awaits your discovery. This UNESCO World Heritage site is famed for its ancient cave dwellings carved into limestone, known as “Sassi.”

What sets Matera apart is its ethereal beauty that transports you through time. The intertwining of natural landscapes and historical architecture creates a unique ambiance unlike any other. 

Here, you can explore a labyrinth of stone houses, cave churches, and stunning viewpoints that overlook the rugged terrain. Matera’s charm lies in its blend of history and natural beauty, making it a must-visit for anyone seeking the soul of Italy.

For travelers, Matera offers a rare glimpse into a past that’s been beautifully preserved. Its welcoming locals, exquisite cuisine, and the tranquil atmosphere provide a serene escape from the hustle and bustle of modern life. Discover Matera, and let its ancient beauty captivate your heart.

Read our full guide to Matera here.

8. Parma

Parma
Parma

Nestled in the Emilia-Romagna region of northern Italy, Parma is a hidden gem that beckons artistic souls and history lovers. This charming old town is renowned for its vibrant cultural scene, stunning architecture, and the rich culinary heritage that birthed Parmesan cheese and Parma ham.

As you wander the cobblestone streets, you’ll be mesmerized by the exquisite blend of medieval, Renaissance, and baroque elements that define Parma’s buildings and squares. This architectural tapestry serves as a backdrop for an array of impressive sights, including the Parma Cathedral and the Baptistery, adorned with breathtaking frescoes.

But Parma isn’t just a feast for the eyes. It invites travelers to indulge in its world-famous cuisine, offering a taste of authentic Italian flavors that epitomize the region’s dedication to culinary excellence. In every bite of its local delicacies, you discover why Parma is indeed a beautiful city to explore.

For those seeking beauty, history, and gastronomic delight, Parma presents an unforgettable journey. It’s a splendid destination that captures the essence of Italy’s old-world charm, making it a must-visit for anyone traveling through this enchanting country.

9. Verona

Verona
Verona

Verona, nestled in the heart of Italy’s Veneto region, is a gem that travelers simply must experience. Famed for its role in Shakespeare’s “Romeo and Juliet,” this city offers so much more with its ancient Roman architecture, including the imposing Arena di Verona.

Strolling through the charming cobblestone streets, you’ll discover vibrant piazzas, historic buildings, and elegant churches painting a picture of the past. Verona’s beauty emanates from its blend of art, history, and culture, making every corner a discovery.

It’s the perfect destination for those seeking a touch of romance, architectural marvels, or simply a serene place to unwind amidst stunning surroundings.

Read our full guide to Verona here.

10. Alberobello

Alberobello
Alberobello

Nestled in the heart of Puglia, Southern Italy, Alberobello offers you a fairy-tale escape unlike any other. This charming old town is renowned for its trulli—whitewashed stone huts with conical roofs that are unique to the region.

Walking through Alberobello is like stepping back in time. These picturesque buildings, some dating back to the 14th century, are not just beautiful; they’re a testament to ancient building techniques passed down through generations. You’ll find these structures peppered throughout the town, turned into shops, cafes, and even cozy accommodations for travelers.

What makes Alberobello so beautiful is not just its architecture but also its atmosphere. The town’s narrow cobblestone streets and the warmth of its people invite you to explore slowly, savoring each moment.

11. Brisighella

Brisighella
Brisighella

Nestled in the heart of Emilia-Romagna, Brisighella is a hidden gem known for its scenic beauty, medieval architecture, and the three peaks that dominate its landscape: the Rocca Manfrediana (a fortress), the Torre dell’Orologio (a clock tower), and the Monticino Sanctuary, each offering breathtaking views.

This charming village is distinguished by its Via del Borgo, also known as Via degli Asini, a picturesque and historic street sheltered by an overhanging rock.

Brisighella is celebrated for its olive oil, gastronomy, and thermal baths, making it a haven for those seeking both tranquility and a taste of traditional Italian culture. The combination of its unique landscape, rich history, and the warmth of its people makes Brisighella an indispensable addition to the list of Italy’s most beautiful old towns.

Read our full guide to Brisighella here.

12. Procida

Procida
Island of Procida

Procida, nestled in the Tyrrhenian Sea near Naples, is a gem waiting for your discovery. This small island captivates with its vibrant palette of pastel-colored houses, hugging the cozy marina with an embrace as warm as the Italian sun. 

Here, every turn is a postcard waiting to be captured. The historical charm of Terra Murata, the oldest part of the island, invites you on a journey back in time, whereas Corricella, a fishermen’s village, offers a serene escape with its quaint beauty and breathtaking sea views.

The island’s beauty lies not just in its visuals but in its ability to make you feel like part of a living painting. This is what makes Procida so alluring to travelers. It’s not just a place to visit, but an experience to be lived and cherished, making it undeniably one of the most beautiful towns in Italy to explore.


Italy’s old towns are living museums, offering a timeless journey into a past that seamlessly blends with the vibrancy of the present. Each town, from the sun-drenched lanes of Procida to the historic majesty of Siena, tells its own unique story of art, culture, and culinary excellence.

These twelve old towns are not just destinations; they are invitations to experience the soul of Italy in its purest form. Whether you seek the quiet romance of cobblestone streets under the soft glow of streetlamps or the animated chatter of a bustling piazza, Italy’s beautiful old towns offer a glimpse into a heritage preserved with pride and passion.

To walk through them is to step into a living tapestry of history and beauty, a journey that remains etched in the heart long after you’ve left its narrow, winding paths behind.

Want to visit more beautiful places? Find our list of the most beautiful cities in Italy here and learn why you should visit Italy next here. You can also find all our planning travel guides to Italy here.

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By Cassie Amato

Cassie is an American with Italian heritage who can't stop exploring everything beautiful Italy offers. She loves to share these journeys and observations with you here so you can have a great experience explorting Italy too!

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