Save up to 17% by booking Flight + Hotel.
Search 590,000 properties and 550 airlines worldwide.
The Chianti region’s mastery of the grape has made it one of the most famous wine regions of the world. Its wine-growing countryside is simply beautiful with miles of green hills, valleys, vineyards, olive groves and ancient forests. Dotted throughout the landscape are medieval villages with old churches, castles and towers. Tour centuries-old settlements, hike or cycle through the scenic countryside and sample Chianti wines, from new varietals to old favorites.
Chianti has been producing wines for more than 2,000 years, reaching prominence as a wine region in the 13th century. Its best-known appellation is the Chianti Classico, which dates back to 1716. Enjoy tasting sessions in wine bars, restaurants and tours of the region's wineries. No matter where you are staying in Chianti, there will be a winery close to you. Guided tours of the region make traveling between wineries easy.
Spend some time in Chianti’s centuries-old villages. Tour Radda in Chianti, a medieval walled town. Visit the 15th-century fortress and Etruscan burial sites of Castellina in Chianti. At Greve in Chianti find an arcaded, triangular plaza bordered by historical buildings.
Although you can move around Chianti by train, bus and car, consider renting a bike for a cycling trip along country lanes. Combine your love of the outdoors with an appreciation of art at the Chianti Sculpture Park in Pievasciata. Among the oak trees are a number of installations by artists from all over the world.
Chianti is a region that loves to party and festivals, concerts and markets are held throughout the year. Savor the summer wine and food festivals in San Casciano, Tavarnelle and many other places. Visit Impruneta in the fall for its festival celebrating the harvest of the grape. Witness how Panzano in Chianti marks the start of spring with a procession in period costumes.
Located in the heart of Figline Valdarno, this hotel is 0.3 mi (0.5 km) from Franciscan Monastery of St. Francis and within 6 miles (10 km) of Museum of Terranuova Tuscany and Masaccio Museum of Sacred Art. Soffena Abbey and Fashion Valley are also within 9 miles (15 km).
Situated in Greve in Chianti, this property is within 1 mile (2 km) of Wine Museum and Piazza Matteotti. Poggio al Sole and Passignano Abbey are also within 6 miles (10 km).
Located in the mountains, this family-friendly hotel is within 9 mi (15 km) of Franciscan Monastery of St. Francis, Fashion Valley and Wine Museum. Museum of Terranuova Tuscany and Masaccio Museum of Sacred Art are also within 9 miles (15 km).
Situated in Castellina in Chianti, this hotel is within 6 miles (10 km) of Casa Vinicola Luigi Cecchi, Montecalvario and Archaeological Museum of Chianti. The Rock of Staggia and Church of San Lorenzo are also within 6 miles (10 km).
Situated in a rural location, this spa hotel is 3.1 mi (4.9 km) from Castello di Radda Winery and within 6 miles (10 km) of Castello d'Albola and Montecalvario. Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti are also within 6 miles (10 km).
Located in Val d'Elsa, this spa hotel is within a 10-minute walk of Art in Color, Ranuccio Bianchi Bandinelli Archeological Museum, and Colle di Val d'Elsa Cathedral. Piazza Arnolfo di Cambio is 0.8 mi (1.3 km) away.
Situated in a rural location, this hotel is 3 mi (4.8 km) from Casa Vinicola Luigi Cecchi, and within 6 mi (10 km) of Archaeological Museum of Chianti and Castello di Radda Winery. Castello d'Albola and Casa Emma are also within 9 mi (15 km).
This family-friendly Colle di Val d'Elsa hotel is located in the suburbs, within 1 mi (2 km) of Piazza Arnolfo di Cambio, Ranuccio Bianchi Bandinelli Archeological Museum and Colle di Val d'Elsa Cathedral. Art in Color is 1.3 mi (2.1 km) away.