What is the most beautiful village in Italy? Italy is home to countless historical and medieval towns, each with the power to transport you back in time. Stepping into these villages feels like entering a living postcard, where the charm of centuries past is alive in every corner. The atmosphere is captivating, and as you wander through their ancient streets, time seems to stand still. Here’s our guide to the most spectacular medieval towns in Italy.
Positano, Salerno
Positano, perched along Italy’s Amalfi Coast, is not only one of the most remarkable villages in Italy but also one of the world’s most iconic destinations. Steeped in medieval history, this enchanting town in the province of Salerno cascades down the hillside, seemingly spilling into the crystal-clear waters of the Tyrrhenian Sea.
Our top recommendation is to ascend to the highest viewpoints, where you can soak in the breathtaking panoramas. But don't miss the chance to explore the winding pathways that weave through the town, each offering its own distinct historical charm.
Cortona, Arezzo (Tuscany)
Cortona is a medieval gem nestled in the province of Arezzo, straddling the border between Tuscany and Umbria. Founded in the 5th century BC, this charming village gained international fame through the movie Under the Tuscan Sun. Yet, despite its cinematic spotlight, Cortona remains refreshingly off the beaten path and free from the overwhelming crowds of tourists. The village clings to the side of a hill, with its steep streets winding through groves of olive trees.
Cortona’s Etruscan roots are evident in the sturdy walls that encircle it and the maze of ancient alleyways within. Key highlights include the Palazzo Comunale, the town’s most iconic building, the Diocesan Museum with its stunning collection of Renaissance art, and the Chiesa di Santa Margherita. Though a bit of a climb to reach, the church rewards visitors with breathtaking views over the countryside.
Matera, Basilicata
When it comes to medieval towns in Southern Italy, Matera definitely needs a mention. Matera, situated in the southern reaches of the country, has received a lot of attention in recent years as a medieval Italian village of note. Its renowned historic centre bears the name "i Sassi di Matera" (Matera stones) and has held the distinction of a UNESCO World Heritage Site since 1993. Matera serves as a testament to meticulous craftsmanship, and a trip to this captivating Italian hamlet would be incomplete without exploring the caverns nestled within the town's rocky expanse and taking a leisurely walk along its charming streets.
Volterra, Pisa (Tuscany)
Volterra, one of Tuscany’s hidden gems, lies just a few kilometres from Pisa. This ancient city, with origins dating back to the 7th century BC, showcases a rich architectural heritage spanning Etruscan, Roman, medieval, and Renaissance periods. The city walls, originally constructed by the Etruscans, were later altered through the Middle Ages, reflecting the layers of its history.
Despite its modest population of around 10,000, Volterra is brimming with museums, monuments, ruins, and churches, drawing thousands of tourists each year. Perched atop a hill, it offers breathtaking views of the Tuscan landscape and the Roman ruins of Velathri. To fully appreciate Volterra, explore its medieval urban layout, wander through its charming cobbled streets, and admire its historic towers, palaces, and squares.
Pitigliano, Grosseto (Tuscany)
Nestled in the picturesque Tuscany region, adjacent to the Archaeological Park of the City of Tufo, lies the captivating medieval village of Pitigliano. This charming hamlet is nearly carved into the rocky terrain, and its defining hue is the warm ochre radiating from the porous stone upon which it stands.
During your visit to Pitigliano, be sure to explore two key landmarks: the Cathedral of Saint Peter and Saint Paul, and the Castle of the Orsini, which stands beside a stunning medieval aqueduct.
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