Castellina in ChiantiItaly

4.9/5Top Destination

Trip time! Discover the wineries and countryside in quaint Castellina in Chianti.

Castellina in Chianti is an ancient town of cobblestone streets and old buildings. Situated on a hilltop at the crossroads of three valleys, the town has commanding views of the surrounding countryside. Tour historical churches and fortifications, shop in medieval streets and visit burial sites that are more than 2,000 years old.

Discover Castellina's past in the many centuries-old buildings and ancient sites in and around the town. Explore the Rocca Comunale of Castellina, the old fortress that towers over the rest of the town. It houses an archeological museum featuring relics excavated from the local area. See Bronze Age and Etruscan finds, including an Etruscan chariot and medieval artifacts. While you are at the castle, head up the 14th-century tower for views over the town and the surrounding landscape.

Visit the neo-Romanesque Church of San Salvatore, which was rebuilt after the devastation of World War II. Inside is a 15th-century fresco depicting the Virgin Mary with Child. Walk down the Via delle Volte, a covered passageway that skirts the ancient walls and is lined with shops and restaurants.

A short walking distance from the town center is Montecalvario, an Etruscan tomb with four burial chambers. Objects that were found here are now on display in the Museum of Archeology of Chianti Senese at Castellina’s Piazza del Comune. Uncover more history at the Etruscan Necropolis of Poggino, a few minutes’ drive from Castellina. The site features five Etruscan tombs that date back to the 6th century B.C.

Enjoy the town's hospitality in the restaurants on Via Ferruccio, the main street. There are also numerous shops along this street.

Reach Castellina in Chianti’s ancient streets, buildings and archeological sites by bus and train from several other Chianti destinations. Note that the train station is a few miles from the town. The nearest international airport is in Florence, which is 31 miles (49.9 kilometers) north.

Known for

Wineries, Countryside and Hills

Top Hotels in Castellina in Chianti

Estimated price for 1 night / 2 adults
Locanda le Piazze
Locanda le Piazze
4 out of 5
Localita Le Piazze 41, Castellina in Chianti, SI
¥18,546
per night
Oct 16 - Oct 17
4.8/5Exceptional! (110 reviews)

"Beautiful location, incredibly peaceful and relaxing. Attentive staff but discreet. Exceeded expectations in every way."…"

Reviewed on Oct 1, 2019

Locanda le Piazze
Castello di Fonterutoli
Castello di Fonterutoli
Via Puccini 4, Castellina in Chianti, SI
Free Cancellation
¥9,202
per night
Nov 10 - Nov 11
4.6/5Wonderful! (80 reviews)

"We loved the location as it was in a remote village over 1000 years old. The room was very nice and the restaurant was superb."…"

Reviewed on Aug 11, 2019

Castello di Fonterutoli
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
Pietrafitta Società Agricola a r.l, Località Pietrafitta n.46, Castellina in Chianti, SI
¥8,317
per night
Oct 20 - Oct 21
4.5/5Wonderful! (64 reviews)

"We happened to find this relays via Expedia and only had time to stay one night, but we will definitely be back another year for a longer stay. Great rooms, beautiful views and helpful staff."…"

Reviewed on Sep 14, 2019

Borgo di Pietrafitta Relais

Popular things to do in Castellina in Chianti

Ponte Vecchio
Image for Ponte Vecchio

Ponte Vecchio

4.5/5(1,860 reviews)

Take a trip over Florence’s iconic bridge, spared by the Nazis for its beauty and home to jewelers for more than four centuries.

Cathedral of Saint Mary of the Flower
Image for Cathedral of Saint Mary of the Flower

Cathedral of Saint Mary of the Flower

4.5/5(1,187 reviews)

The “Saint Mary of the Flower” cathedral and its towering dome have come to symbolize Florence.

Uffizi Gallery
Image for Uffizi Gallery

Uffizi Gallery

4.5/5(1,337 reviews)

Art lovers will be in their element in this famous museum, home to the most extensive and important collection of masterpieces in the world.

Top activities in Castellina in Chianti

Half-Day Truffle Hunting in the Siena Countryside
Image for Half-Day Truffle Hunting in the Siena Countryside

Half-Day Truffle Hunting in the Siena Countryside

¥22,193

Enjoy the charming Tuscan countryside and the haunting beauty of the Tuscan forests. Considered one of the most elite foods in the world, you will learn all about truffles and also taste this precious food with a local expert.

Vespa experience on Chianti roads from Florence
Image for Vespa experience on Chianti roads from Florence

Vespa experience on Chianti roads from Florence

¥14,199

Spend a day riding along peaceful roads through the scenic, Tuscan hills on an original Vespa scooter. Experience a unique way of admiring Chianti sights, and stop for a wine tasting and delicious lunch along the way.

Dinner in Chianti Vineyards with Wine Tasting
Image for Dinner in Chianti Vineyards with Wine Tasting

Dinner in Chianti Vineyards with Wine Tasting

¥8,949

Enjoy a special dining experience that's designed to immerse you in the best of everything the Chianti region has to offer. History, gorgeous landscape, and fantastic food and wine come together to create an incomparable starlit dinner among the vineyards.

Chianti Wine Tour with Tuscan lunch. Exclusive minivan
Image for Chianti Wine Tour with Tuscan lunch. Exclusive minivan

Chianti Wine Tour with Tuscan lunch. Exclusive minivan

¥16,108

Take in the breath-taking views of typical Tuscan hillside vineyards from the comfort of our unique open top minivan, while enjoying the sunshine a wide blue sky and a fresh breeze. This is a unique wine tour to discover the beauty of Chiantiwith the typical scents and colors of this extraordinary land.

Tuscany By E-Bike from Florence
Image for Tuscany By E-Bike from Florence

Tuscany By E-Bike from Florence

¥15,511

Discover the natural beauty of the Tuscan countryside by bike on a guided tour from Florence. See the Chianti region from a different perspective. Enjoy lunch and a wine tasting as part of this unique experience.

Chianti & Castles Tour from San Gimignano
Image for Chianti & Castles Tour from San Gimignano

Chianti & Castles Tour from San Gimignano

¥8,352

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti.

Reviews of Castellina in Chianti

4.9

Top Destination

5 - Excellent
17
5 - Excellent 94.44444444444444%
4 - Good
1
4 - Good 5.555555555555555%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

RS

Sep 23, 2019

Enjoy the hotel and its amenities! I highly recommend the cooking class at Tenuta Torciano, which the hotel recommends.

5/5 - Excellent

Bill

Sep 23, 2019

Quiet, friendly good food.

5/5 - Excellent

Verified traveler

Jun 29, 2019

Castellina is what you picture Tuscany to be. It has beautiful landscapes and quaint towns. Will visit this area again.

5/5 - Excellent

Verified traveler

Jun 15, 2019

Suggest check-in staff explain all the amenities available verbally or in writing at the time of check-in (there is a pool, the cantina, the restaurant, etc.). It took us a while to discover all available at this lovely property.

5/5 - Excellent

Verified traveler

May 17, 2019

We found driving into town & parking was more desireable than walking. This property is not really 'safely' walkable into town centro. We loved the views out out room window & will absolutely be returning & staying at this property.

5/5 - Excellent

Russ

Oct 1, 2018

Wonderful town. Heck, I might move there!!