Tuscany never ceases to surprise. One of its hidden gems is Cortona, a hilltop village in the province of Arezzo that looks like it came straight out of a painting. With its ancient walls, cobbled alleyways, and breathtaking views stretching across the Valdichiana, this charming town has the power to transport you to another era, dating back to Etruscan times. Perhaps it is this timeless charm that has made Cortona a favored setting for numerous Italian films since the 1950s, ultimately gaining international fame thanks to scenes from Roberto Benigni’s acclaimed 1997 film Life is beautiful being filmed here.
Here, history, culture, and traditions intertwine to offer a unique experience to those seeking authenticity and beauty. But what is there to see in Cortona? Come with us and explore the streets and squares of the historic center, as well as breathtaking panoramic viewpoints.
Why visit Cortona?
Located between Florence and Rome, near the border with Umbria, Cortona is the perfect destination for those who want to explore the heart of Tuscany and admire the Valdichiana countryside from a truly privileged vantage point (on clear days, you can even spot Lake Trasimeno). Once you arrive, you’ll quickly be captivated by its unique charm. This town holds a rich heritage, first Etruscan and later medieval. Its narrow streets, winding between lively squares and ancient walls, reveal surprises at every turn: artisan workshops, charming cafés, and restaurants where you can savor the local cuisine.
Cortona is also a dream destination for art lovers, thanks to its museums and its ancient, evocative churches.
What to See in Cortona: An Itinerary Through Art, History, and Scenic Views
There is no shortage of things to see in Cortona! Here are some must-visit attractions if you’re planning to explore this charming town.
Piazza della Repubblica and Palazzo Comunale
Let's start from the historic center and its vibrant heart: Piazza della Repubblica, the perfect place to begin your visit. This lively square is dominated by the Palazzo del Capitano del Popolo, the tallest building in the piazza, and the majestic Palazzo Comunale, which dates back to the 14th century. The town hall stands out with its elegant staircase and its clock tower, built in the 16th century, which has since become one of Cortona’s most iconic landmarks. This square—built on the site of an ancient Roman forum—remains a lively hub of history and culture. Take a break at one of the cafés overlooking the piazza, soak in the atmosphere as locals and tourists go about their day, and then let yourself wander through the charming alleys that branch out from here, leading you deeper into the town’s enchanting streets.
Cattedrale di Santa Maria Assunta
From the square, it’s just a short walk to the Cathedral of Santa Maria Assunta, also known as the Duomo of Cortona, one of the city's most significant landmarks. Perched in a panoramic location near the Diocesan Museum—a must-visit for lovers of sacred art—the cathedral stands on the site of an ancient Paleochristian church.
Its façade was renovated in the 15th century following Renaissance architectural principles, yet it still preserves traces of its original Romanesque style. Inside, the three-nave structure is adorned with exquisite artworks, including paintings and frescoes dating back to the 16th and 17th centuries.
Museum of the Etruscan Academy and the City of Cortona (MAEC)
Did you know that Cortona was part of the Etruscan Dodecapolis, the group of city-states that formed the famous Etruscan League? If not, or if you're passionate about archaeology, a visit to the MAEC is a must. Here, you can admire invaluable Etruscan artifacts, as well as medieval frescoes and Renaissance masterpieces. Located in Piazza Signorelli, just a short walk from Piazza della Repubblica, every room in the museum tells a piece of Cortona’s long history, bringing its Etruscan roots and later splendor to life. Among its must-see treasures, one of the most remarkable pieces is the Tabula Cortonensis, a bronze legal document from the 2nd century BC related to a land transaction. Written in the Cortona alphabet on both sides, it is divided into eight sections, seven of which have been recovered. Another standout piece is the Etruscan Chandelier, a bronze masterpiece with intricate decorations, originally designed to illuminate a place of worship. This artifact is considered one of the most extraordinary examples of Etruscan art due to its exquisite detail and complex craftsmanship.
Piazza Garibaldi and its scenic viewpoints
Piazza Garibaldi, located at the entrance of Cortona, is one of the most enchanting spots in the city, known for its breathtaking views. From here, a spectacular panorama unfolds over the Valdichiana, with the silhouette of Lake Trasimeno on the horizon and the rolling hills of Umbria and Tuscany stretching into the distance. It is the perfect spot to take unforgettable photos or simply be captivated by the beauty of the landscape. The square is also a lively meeting place, surrounded by cafés and shops that invite you to take a break before continuing your exploration of the historic center. A true "natural balcony," Piazza Garibaldi is the perfect introduction to the wonders of Cortona.
Girifalco Fortress
Let's continue our search for scenic viewpoints! For a truly breathtaking view, the Girifalco Fortress is an unmissable stop. Perched at the highest point of Cortona, this imposing defensive structure overlooks the city. Built in the 16th century, it was designed to protect Cortona during the power struggles of the time. Today, it is the perfect destination for history and nature lovers alike. From its walls, you can enjoy a 360-degree panorama, stretching from the Valdichiana to Lake Trasimeno, and even to the rolling hills of Umbria. During the summer, the fortress hosts exhibitions and cultural events, making it a unique place where history and contemporary culture come together.
Santa Margherita Church
Not far from the fortress, we find the Church of Santa Margherita, one of Cortona’s most beloved landmarks. Dedicated to the city's patron saint, this majestic basilica houses the remains of Saint Margherita in a precious urn placed on the main altar. Originally built in the 13th century and later renovated in Neo-Gothic style in the 19th century, the church stands out for its panoramic location and the vibrant colors of its interior. From the square in front of the church, visitors can enjoy an extraordinary view of the Valdichiana, making this a truly special experience that blends art, nature, and… faith, of course!
Eremo Le Celle: A Place to Find Peace and Silence
Cortona is not just about its historic center. Just a few kilometers from the town, Eremo Le Celle is an unmissable destination—one of the most mystical and fascinating places in the area.
Founded by Saint Francis of Assisi in 1211, this monastic complex is nestled in nature, surrounded by forests and streams. It is believed that here, towards the end of his life, Saint Francis wrote his spiritual testament. The small stone cells, once used as prayer retreats, radiate a deep sense of spirituality, inviting visitors to contemplation and inner peace. You can stroll along peaceful trails and admire the hermitage’s architecture, which seems to blend seamlessly into the surrounding landscape.
Santa Maria delle Grazie al Calcinaio Church
Another gem just outside Cortona’s walls: the Church of Santa Maria delle Grazie al Calcinaio, considered one of the Renaissance masterpieces of the area. Designed by the architect Francesco di Giorgio Martini in the 15th century, this majestic church was built around a miraculous image of the Madonna, originally painted on an old lime vat, which gave the church its name, "Calcinaio" (derived from calce, meaning lime). The building stands out for its elegant architecture, featuring a Latin cross floor plan and a magnificent dome that dominates the entire structure.
The Flavors of Cortona
What kind of trip would it be without indulging in a city's culinary treasures? Cortona is no exception, offering delightful surprises while staying true to the simple and flavorful dishes of its rural tradition. A must-try are the crostini, made with stale bread, which also serve as the base for the classic panzanella. Of course, you’ll also find pici, a traditional hand-rolled pasta, served with Chianina beef ragù, duck sauce, or a simple yet delicious tomato and Valdichiana IGP Aglione sauce. As for main courses, roasted meats take center stage, especially poultry and game such as goose, rabbit, chicken, and wild boar, all prepared in hearty, flavorful dishes that showcase the region’s rich gastronomic heritage.
Where to Stay: The Unique Hospitality of Fattoria del Cerro
If you want to experience Cortona in all its splendor and perhaps explore nearby villages by extending your stay, Fattoria del Cerro, located in Acquaviva, is the perfect place to unwind and recharge. The Relais Villa Grazianella, with its rooms overlooking the estate, offers the perfect blend of fine wine, relaxation, and great food, thanks to L’Antica Chiusina restaurant, where you can savor some of the regional specialties mentioned above, including Aglione.
To complete the experience, guests can enjoy a guided winery tour with a tasting session in the barrel cellar, especially given that the estate is a historic producer of Vino Nobile di Montepulciano DOCG, often called the “King” of wines. Alternatively, you can explore the surrounding vineyards on an e-bike or off-road vehicle, immersing yourself in the breathtaking Tuscan countryside. Every detail is designed to offer a peaceful retreat and an ideal base for exploring Cortona and its surroundings, including a trip to Montepulciano, the land of Vino Nobile, or even the stunning city of Siena.
Are you ready to set off for Cortona and discover all its treasures?
