7 Underrated Villages In Tuscany Worth Exploring

Posted at October 13th, 2025 | Categorised in Hidden Gems in Europe

Tuscany, a region synonymous with rolling hills, vineyards, and Renaissance art, often evokes images of Florence, Siena, and Pisa. While these iconic cities undoubtedly deserve their fame, Tuscany also harbors a wealth of smaller, lesser-known villages that offer an authentic and equally captivating Italian experience. Venturing off the beaten path reveals a tapestry of medieval charm, local traditions, and breathtaking landscapes, often without the crowds of the major tourist hubs.

Discovering the Charm of Underrated Villages in Tuscany

Exploring Tuscany’s underrated villages provides a deeper understanding of the region’s culture and history. These hidden gems offer a respite from the bustling tourist crowds, allowing visitors to immerse themselves in the slow pace of rural Italian life. From exploring ancient fortresses to savoring regional cuisine in family-run trattorias, these villages provide unforgettable experiences.

These villages are often nestled in the heart of the Tuscan countryside, surrounded by vineyards, olive groves, and cypress trees. This location not only offers stunning scenery but also access to local produce, wines, and culinary traditions. The authenticity and unspoiled beauty of these locations are what make them truly special.

Pitigliano: The Little Jerusalem of Tuscany

Pitigliano, dramatically perched on a tufa rock cliff, is a sight to behold. This village boasts a rich history, including a significant Jewish community that earned it the nickname “Little Jerusalem.” The narrow, winding streets and stone buildings create a unique atmosphere, transporting visitors back in time. Discovering the well-preserved Jewish quarter and its ancient synagogue offers a fascinating glimpse into the village’s diverse past.

Visitors can explore the Orsini Fortress, which offers panoramic views of the surrounding landscape. The Vie Cave, Etruscan-carved roads, provide a glimpse into the region’s ancient past and make for interesting hiking opportunities. Exploring the local wineries and enjoying traditional Tuscan cuisine are also essential parts of the Pitigliano experience. This village truly represents the best of Best Hidden Villages in Europe to Step Back in Time.

Volterra: An Etruscan Marvel in Tuscany

Volterra, a hilltop town with Etruscan origins, is steeped in history and boasts remarkable architecture. The city’s well-preserved Etruscan walls and Roman theater stand as testaments to its ancient past. The Piazza dei Priori, Volterra’s main square, is a beautiful example of medieval architecture and a hub of activity.

Volterra is also renowned for its alabaster craftsmanship. Visitors can watch artisans at work in their workshops and purchase unique souvenirs. The Volterra Civic Museum houses a collection of Etruscan artifacts, providing insight into the region’s rich heritage. The surrounding countryside offers breathtaking views and opportunities for hiking and exploring.

Barga: A Scottish-Italian Gem in Tuscany

Barga, nestled in the Garfagnana region, possesses a unique charm with its Scottish-Italian heritage. The village has strong ties to Scotland due to historical emigration patterns. Evidence of this connection can be found in the village’s architecture and cultural events. The Duomo, Barga’s cathedral, offers stunning views of the surrounding Apuan Alps.

The village’s narrow, winding streets are lined with artisan shops and traditional restaurants. Barga is known for its music festivals and artistic atmosphere. Exploring the surrounding Garfagnana region, with its forests and mountains, offers opportunities for hiking and outdoor activities.

Anghiari: A Historic Battlefield in Tuscany

Anghiari, a picturesque village perched on a hilltop, is steeped in history and known for the famous Battle of Anghiari. This battle, fought in 1440, was immortalized in an unfinished painting by Leonardo da Vinci. The village’s medieval walls and narrow streets exude a sense of timelessness.

The Museum of the Battle of Anghiari provides insight into this historical event. The village is also known for its artisan workshops, particularly those specializing in wood craftsmanship. The surrounding countryside offers stunning views and opportunities for hiking and exploring. Visiting Anghiari is like stepping back in time. You can complement your trip with a tour from our Ultimate Guide to Europe’s Hidden Gems: 50 Secret Destinations You Must Visit.

San Miniato: A Truffle Hunter’s Paradise in Tuscany

San Miniato, strategically located on a hilltop, boasts a rich history and stunning views of the Arno Valley. The town is renowned for its white truffles, which are celebrated annually during the truffle festival. The Rocca di Federico II, a tower offering panoramic views, is a must-see landmark.

Visitors can participate in truffle hunting expeditions and sample local truffle-infused delicacies. The village’s historic center is filled with churches, palaces, and museums. San Miniato’s central location makes it an ideal base for exploring other parts of Tuscany.

Montefioralle: The Birthplace of the Vespucci Family in Tuscany

Montefioralle, considered one of the oldest villages in the Chianti Classico region, is a charming medieval hamlet with a rich history. It is believed to be the birthplace of Amerigo Vespucci, the explorer after whom America is named. The village’s stone houses and narrow streets create an intimate and authentic atmosphere.

Visitors can explore the church of Santo Stefano and the remains of the original castle. Montefioralle offers stunning views of the surrounding vineyards and olive groves. Wine tasting at local wineries is a must, as the village is located in the heart of the Chianti Classico region. A visit here will take you on a journey to Underrated Wine Regions and Vineyards Across Europe.

Monteriggioni: A Perfectly Preserved Medieval Fortress in Tuscany

Monteriggioni, a small walled town perched on a hilltop, is a perfectly preserved example of a medieval fortress. Its circular walls, complete with towers, have remained largely intact since the 13th century. The village offers a glimpse into medieval life and provides stunning views of the surrounding countryside.

Visitors can walk along the walls and explore the Piazza Roma, the village’s main square. The Monteriggioni in Festa medieval festival, held annually, brings the village to life with historical reenactments and traditional crafts. The village’s strategic location makes it an easy day trip from Siena and other Tuscan cities.

Planning Your Trip to Tuscany’s Hidden Villages

Planning a trip to Tuscany’s hidden villages requires careful consideration of transportation, accommodation, and activities. Renting a car is highly recommended, as it allows for greater flexibility in exploring the region’s smaller towns and rural landscapes. Accommodation options range from charming bed and breakfasts to luxurious villas, offering something for every budget. Remember to book in advance, especially during peak season.

Consider visiting during the shoulder seasons (spring or fall) to avoid the crowds and enjoy pleasant weather. Take the time to research local festivals and events, as these can provide unique cultural experiences. Be sure to sample the regional cuisine and wines, as food and wine are integral parts of the Tuscan experience.

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