Castellina in Chianti

Travel Guide

Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture
Castellina in Chianti featuring a city
Castellina in Chianti which includes farmland and animals
Buondonno Winery featuring a sunset
Castellina in Chianti which includes a statue or sculpture and heritage architecture

High up on a hill in the Tuscan countryside sits this old town with an ancient castle, centuries-old churches and burial sites that date back to Etruscan times.

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 FlorenceOpens in a new window, which is 31 miles (49.9 kilometers) north.

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is ¥15,281 per night from Jan 11 to Jan 12
¥15,281
¥19,396 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9.6/10 Exceptional! (1,091 reviews)
The layout of the room is nice.

Reviewed on Dec 19, 2025

IQ Hotel Firenze
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Piazza Di San Paolino 1 Florence FI
The price is ¥25,693 per night from Jan 10 to Jan 11
¥25,693
¥30,848 total
Jan 10 - Jan 11, 2026
includes taxes & fees
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.4/10 Exceptional! (949 reviews)
so in love with this hotel, after walking all day long, to come home to such a genuinely cute environment felt great.

Reviewed on Dec 8, 2025

25hours Hotel Florence Piazza San Paolino
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
The price is ¥15,597 per night from Dec 23 to Dec 24
¥15,597
¥19,743 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (982 reviews)
Clean, safe and good location. 0.3 miles from train station which was important to us for this trip. Safe was friendly and held our luggage and delivered to our room because we arrived early. It is a bit noisy at the moment due to construction.

Reviewed on Dec 11, 2025

Solo Experience Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Casa Vinicola Luigi Cecchi and Castellina ...
9.8/10 Exceptional! (101 reviews)
Daniele was very welcoming and informative. Sent us a list of things to do, where to sightsee, which wineries and restaurants he recommended. View from the rear terrace was spectacular.

Reviewed on Nov 17, 2025

Farmhouse in the heart of the real chiantishire
Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

Siena Tuscany
Book a stay at this family-friendly vacation home in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lilliano Estate ...
9.4/10 Exceptional! (64 reviews)
Very quiet and nice place to stay. Host’s were great and easy to communicate with

Reviewed on Oct 28, 2025

Villa with large garden in the Chianti hills
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Castellina in Chianti Siena
Book a stay at this family-friendly villa in Castellina in Chianti. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Casa Vinicola ...
10/10 Exceptional! (54 reviews)
Most beautiful villa for our family for a big birthday. I wanted a fabulous outdoor patio dining table that could manage our group of 12 over looking views and vineyards. I wanted comfortable updated bathrooms, bedrooms for all guests with air conditioning. I wanted a dreamy pool experience sipping ...

Reviewed on Sep 28, 2025

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Reviews of Castellina in Chianti

4.9
Top Destination
5 - Excellent
18
5 - Excellent 90%
4 - Good
2
4 - Good 10%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

RS

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

5/5 - Excellent

Bill

Quiet, friendly good food.

5/5 - Excellent

Verified traveler

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

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

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

Wonderful town. Heck, I might move there!!

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