Lesser-known towns in Tuscany

Tuscany is home to far more than its celebrated cities of Florence, Siena and Pisa. Whilst these destinations are rightly admired, they also attract many visitors. Often underrated in comparison, Tuscany’s lesser-known towns and villages reveal the traditional character of the region, away from the crowds, perfect for those seeking a quieter and more authentic experience. Each city offers its distinct atmosphere and charm, making them ideal for guests returning to Tuscany who wish to discover somewhere new or first-time visitors eager to break away from the typical tourist spots.

Barga (Province of Lucca)

Barga is a medieval town in the province of Lucca, situated between the Tuscan-Emilian Apennines and the Apuan Alps. Within the town's walls, visitors can explore the medieval streets, piazzas, and the town's beautiful Collegiate Church of San Cristoforo and Conservatorio di Santa Elisabetta. Whilst this town is great to visit all year round, it is particularly worth planning a trip during the summer between July and August when the city holds two of its most famous festivals, Festa della Piazzette, the 'Fish&Chips' Festival, and the Barga Jazz Festival.

Borgo a Mozzano (Province of Lucca)

Sitting in the Serchio Valley in the province of Lucca, you will find Borgo a Mozzano. This small town is famously known for the striking Ponte della Maddalena, or as some call it, the Devil's Bridge, derived from a legend surrounding the structure's origins and an explanation for the bridge's iconic asymmetrical arches. After visiting the bridge and taking all your pictures, why not stroll into the town itself, where you can explore the narrow-cobbled streets and stop at one of the many trattorias, osterias, and bars along the way.

If you want to stay near either of these towns, explore our collection of Tuscan villas in the Lucca and Viareggio area. They offer the perfect base to explore Barga, Borgo a Mozzano, and other towns in the Lucca area.

Poppi (Province of Arezzo)

Poppi is one of Tuscany’s most beautifully preserved medieval towns and is a historical icon in the Casentino Valley, part of the province of Arezzo. Dominated by the Castello dei Conti Guidi, which dates from the 13th century, Poppi offers a vivid sense of Tuscany’s history and architectural heritage. It is set amidst forested hills within the Casentino Forests National Park, making it ideal for travellers who wish to combine culture, nature and peace away from the busier centres. In Poppi, you will see frescoed chapels, ancient walls, narrow cobbled streets, and enjoy views across the valley.

Loro Ciuffenna (Province of Arezzo)

Loro Ciuffenna is a charming small town in the province of Arezzo. It gets its name from the stream Ciuffenna that runs through the village. The village's main attractions are the bridge and the old mill, one of the oldest in Tuscany and still used today. The town is ideal for travellers looking to slow down. It blends medieval architecture, winding streets, nearby walking trails, and olive groves to offer a peaceful taste of rural Tuscany. Plus, there are plenty of little restaurants, bars, and gelaterias to enjoy.

If you want to stay near either of these towns, browse our collection of Tuscan villas in the Arezzo and Cortona area. They provide the perfect base for exploring Poppi, Loro Ciuffenna, and the many other historic and picturesque towns across this part of Tuscany.

Montefioralle (Province Florence)

Montefioralle is located between Florence and Siena, set above Greve in Chianti and considered one of Tuscany's most beautiful villages. The town dates to 1085, still protected by its original defensive walls, and retains its circular street plan. Thanks to the town being almost completely car-free, visitors can peacefully wander the cobbled streets and visit the church of Saint Stefano, or relax and enjoy a glass of Chianti Classico. Just beyond the walls, scenic walks through vineyards and olive groves offer breathtaking views, with Montefioralle's stone houses providing a striking backdrop.

For a villa near Montefioralle browse our Florence and Chianti villa collection.

Baratti (Province Livorno)

If you are looking for somewhere more coastal, look no further than Baratti, a small hamlet in the municipality of Piombino. Located in the Baratti Gulf and surrounded by thick pine forests, most of Baratti’s beach is public, perfect for days spent relaxing in the sun. Yet the beach isn’t all on offer here; step back in time and visit the Archaeological Park of Baratti and Populonia, where you can explore Etruscan necropolises, Roman ruins, and an acropolis perched above the Gulf.

For a villa near Baratti browse our Livorno and the Coast villa collection.

Pitigliano (Province Grosseto)

Pitigliano, often called Little Jerusalem, is one of Tuscany’s most striking towns, dramatically perched on a tuff ridge in the Maremma area. Its atmospheric streets are filled with historic stone houses, artisan shops, and traces of its rich Jewish heritage. Visitors can learn about the town’s Jewish background by visiting the Museum of Jewish Culture, the Synagogue, and the underground passages carved into the rock. Beyond its cultural significance, Pitigliano offers breathtaking viewpoints across the countryside, making it an unforgettable stop.

For a villa near Pitigliano browse our Grosseto and Maremma villa collection.

At To Tuscany, we have hundreds of villas across Tuscany, so there is plenty of choice when looking for your perfect villa, whether you prefer to stay near one of these lesser-known towns in Tuscany or one of the more famous towns and cities. You can explore our full range of villas and find your perfect base for discovering Tuscany's hidden treasures.

Or contact one of our Villa Specialists who can help answer any questions you may have.

Do you need a car when visiting Tuscany?

While Tuscany does have train and bus connections between the larger cities, if you are looking to explore the region's smaller and lesser-known towns, then a car is highly recommended. Not only does having a car allow you to explore the area at your own pace, but it also means guests can enjoy the countryside views, stop at viewpoints along the way, and discover the smaller towns many visitors may miss.

Are there lots of towns and villages to visit in Tuscany?

Yes, Tuscany is home to hundreds of towns and villages, each with its own character. Hidden amongst the rolling hills, visitors can experience authentic Tuscan life, from medieval hill towns to wine-producing villages and coastal oases. That's why we encourage our guests to take time away from their villa to explore the surrounding area, whether for a day trip, lunch at a local trattoria, or even a taste of delicious gelato.

What is the best time of year to explore smaller towns in Tuscany?

Tuscany changes with the seasons, each bringing its own character to the region. Summer is particularly popular with those looking to enjoy the warmer weather and the lively atmosphere, but we have a particular soft spot for autumn in Tuscany. With the summer crowds easing, lower temperatures, and the harvest season beginning, it is an excellent time to explore the smaller towns in Tuscany.

Can you explore more than one town in a day?

Many of Tuscany's smaller towns are close to each other, making it easy to visit two or even three in a day. Exploring the towns and villages of Tuscany makes a great day out for guests wanting some time away from their villa. This balance of exploration and relaxation allows guests to have quieter days around the pool with short trips to discover traditional villages, enjoy scenic viewpoints, and try regional dishes at local restaurants.