Castellina in Chianti

Travel Guide

Castellina in Chianti showing religious elements, a church or cathedral and heritage architecture
Castellina in Chianti which includes a city
Castellina in Chianti featuring farmland and animals
Castellina in Chianti
Castellina in Chianti showing 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 artefacts. 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 centre 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 kilometres) north.

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is HK$756 per night from 16 Jan to 17 Jan
HK$756
HK$959 total
16 Jan - 17 Jan 2026
includes taxes & fees
Stay at this spa hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Our guests praise the breakfast and the pool in their reviews. ...
9.6/10 Exceptional! (1,089 reviews)
Guest services were so kind! Clean stay with great amenities

Reviewed on 16 Dec 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 HK$1,271 per night from 9 Jan to 10 Jan
HK$1,271
HK$1,525 total
9 Jan - 10 Jan 2026
includes taxes & fees
Stay at this hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the restaurant in their reviews. ...
9.4/10 Exceptional! (948 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 8 Dec 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
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
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 11 Dec 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 holiday 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 17 Nov 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
Stay at this family-friendly holiday home in Castellina in Chianti. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lilliano Estate Winery ...
9.4/10 Exceptional! (64 reviews)
Very quiet and nice place to stay. Host’s were great and easy to communicate with

Reviewed on 28 Oct 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
Stay at this family-friendly villa in Castellina in Chianti. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Popular attractions Casa Vinicola Luigi ...
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 28 Sept 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

4.7
Top destination
5 - Excellent
2
5 - Excellent 67%
4 - Good
1
4 - Good 33%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
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2 - Disappointing 0%
1 - Terrible
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1 - Terrible 0%

5/5 - Excellent

Verified traveller

The food, wine,olive oils but mostly the people who are friendly and helpful if you need it. The countryside is stunning and they seem to take immense care in preserving their heritage,for future generations.