Tuscany is famous for its fascinating medieval castles, each with a rich history of noble families, battles, and centuries of life. Here are some of the most enchanting medieval castles worth visiting.

Castello di Brolio (Gaiole in Chianti, Siena)
Castello di Brolio is one of Tuscany's oldest and most famous castles. Located in the heart of the Chianti region, it has been owned by the Ricasoli family since the 12th century, one of Tuscany’s most influential noble families. The castle, which has undergone several restorations over the centuries, offers stunning views of the surrounding vineyards. Visitors can tour the walls and gardens and also enjoy wine tastings in the castle cellar, as Baron Ricasoli is known as one of the "inventors" of Chianti Classico.

Castello di Monteriggioni (Siena)
This is one of the best-preserved medieval castles in Tuscany. The unique feature of Monteriggioni is its perfectly intact walls, with 14 towers overlooking the surrounding landscape. Built in the 13th century by the Republic of Siena, the castle served as a defensive outpost against Florence. Inside the walls lies a small village with medieval buildings, a church, and a few traditional restaurants. Monteriggioni is even mentioned by Dante in the Divine Comedy.

Castello di Poppi (Poppi, Arezzo)
The Castle of the Guidi Counts in Poppi is one of Tuscany's most majestic and well-preserved castles. Situated in the enchanting Casentino Valley, the castle dates back to the 13th century and features architecture similar to that of Palazzo Vecchio in Florence, designed by the architect Arnolfo di Cambio. Inside, you’ll find a library with ancient manuscripts and a museum recounting the history of the Battle of Campaldino in 1289, in which Dante Alighieri also took part.

Castello di Vicchiomaggio (Greve in Chianti, Florence)
Located just a few kilometers from Florence, Castello di Vicchiomaggio is an ancient fortress dating back to the 10th century. The castle has hosted notable figures such as Leonardo da Vinci and Francesco Redi and is surrounded by vineyards and olive groves. In addition to exploring the structure, visitors can enjoy wine tastings and vineyard tours.

Rocca di Tentennano (Castiglione d'Orcia, Siena)
Located in the heart of Val d'Orcia, Rocca di Tentennano is a powerful fortress with extraordinary panoramic views over the valley. Built in the 13th century by the Aldobrandeschi family, it served to control the commercial routes. The fortress is also famous as the retreat of Saint Catherine of Siena, a medieval mystic and writer.

Castello di Fosdinovo (Fosdinovo, Massa-Carrara)
Perched on the hills of Lunigiana, this castle dates back to the 12th century and is associated with the powerful Malaspina family. One of the largest castles in the region, it is famous for its panoramic position with views stretching to the sea. According to legend, the castle still hosts the ghost of Bianca Maria Malaspina, a noblewoman who was held prisoner there. Today, visitors can tour the rooms, ancient passageways, and dungeons.

Castello di Gargonza (Monte San Savino, Arezzo)
Gargonza is an ancient fortified village turned castle, dating back to the 13th century. Once home to a self-sufficient farming community, legend holds that Dante also stayed here during his exile from Florence. Today, the village has been converted into a guesthouse, but visitors can still tour the castle and stroll among the ancient stone houses.

Rocca di Radicofani (Radicofani, Siena)
Rocca di Radicofani is one of the most panoramic points in Val d'Orcia, set on a volcanic hill over 800 meters high. Its strategic location allowed control over the ancient Via Francigena. The castle dates back to the 9th century and has been restored to offer a charming visit for tourists. Radicofani is also famous for the legendary brigand Ghino di Tacco, who used the fortress as his base.

These medieval castles offer a unique experience, both for their legendary stories and the breathtaking views over the Tuscan hills. Which one will you visit?



Photos: Viaggiamo.it / Vinotravelsitaly.com