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Word from curator
Tuscany expert
20+ destinations visited
18 curated trips
Tenuta Guardastelle is a winery located in the heart of Tuscany. Along with producing high-quality wines, they also offer accommodations in their rustic yet elegant farmhouse. The farmhouse consists of four beautifully decorated rooms with all the modern amenities needed for a comfortable stay. Each room features a stunning view of the surrounding vineyards and olive groves.
Guests can also enjoy a delicious breakfast buffet every morning, featuring fresh local products, homemade pastries, and, of course, a variety of Tenuta Guardastelle's own wines. Additionally, you can take part in wine tastings, guided tours of the winery, and cooking classes to learn how to prepare traditional Tuscan dishes using fresh, local ingredients.
Overall, the accommodations at Tenuta Guardastelle provide a unique opportunity to experience the beauty of the Tuscan countryside while enjoying the rich flavors of Chianti Classico wine.
Nearby things to do

2-4h
San Gimignano
Medieval hill town located in the heart of Tuscany. It is known for its famous skyline, which is marked by 14 tall towers that were once used as a symbol of power and wealth among the town's wealthy families. The town is surrounded by ancient walls and is filled with beautiful architecture, including the Romanesque Collegiata church and the Palazzo del Popolo.

2h
Duomo di Siena
Magnificent Gothic church located in the heart of Siena, Italy. The cathedral's construction began in 1215, but it was not until the 14th century that it was transformed into the grand structure that we see today. The black and white marble facade is one of the most distinctive features of the cathedral, with intricate detailing and sculptures that are sure to impress any visitor.

1h
Siena Historic Center
UNESCO World Heritage Site, making it top of list for anyone traveling to Tuscany.

1-3h
Guardastelle
Charming winery and olive oil producer located in the heart of Chianti, right outside of San Gimignano. The estate is surrounded by picturesque rolling hills covered in vineyards, olive groves, and cypress trees, creating a quintessential Tuscan landscape.

2h
Volterra
Charming hilltop town in Tuscany, known for its rich history and well-preserved medieval architecture. Located about 50 km southwest of Florence, Volterra was once an important center of the Etruscan civilization and later became a Roman colony. The town is surrounded by impressive walls and offers stunning panoramic views of the Tuscan countryside.

2h
Castle of Brolio
Impressive fortress located in the heart of Tuscany. Built in the 12th century, the castle has seen many wars and battles throughout its history.