Castellina in Chianti

Travel Guide

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

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.

c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
The price is S$159 per night from 9 Feb to 10 Feb
S$159
9 Feb - 10 Feb
includes taxes & fees
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 ...
8.2/10 Very Good! (1,001 reviews)
Great location, short walk to the Duomo, museums and shopping. A clean quiet room awaited me.

Reviewed on 21 Jan, 2026

c-hotels Ambasciatori
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is S$161 per night from 11 Feb to 12 Feb
S$161
11 Feb - 12 Feb
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! (1,140 reviews)
Great snacks and friendly staff. Lovely spa.

Reviewed on 7 Feb, 2026

IQ Hotel Firenze
Bernini Palace

Bernini Palace

5 out of 5
Piazza San Firenze 29 Florence FI
The price is S$353 per night from 22 Feb to 23 Feb
S$353
22 Feb - 23 Feb
includes taxes & fees
Stay at this luxury hotel in Florence. Enjoy free breakfast, free Wi-Fi and a rooftop terrace. Our guests praise the breakfast and the helpful staff in their ...
9.6/10 Exceptional! (1,002 reviews)
fabulous Hotel

Reviewed on 4 Feb, 2026

Bernini Palace
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.
Riserva di Fizzano Residence

Riserva di Fizzano Residence

3 out of 5
Localita Fizzano Castellina in Chianti SI
Stay at this family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Lilliano Estate Winery ...
9.8/10 Exceptional! (25 reviews)
Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams.

Reviewed on 11 Oct, 2025

Riserva di Fizzano Residence
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Lungarno Corsini 2 Florence FI
Stay at this apartment in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (461 reviews)
Our room was lovely, clean and well appointed. The staff were very friendly and very helpful!, breakfast was amazing, they cater for everyone. The restaurant staff really friendly and accommodating, we had a birthday meal there which they made extra special too, and overall our stay was made better ...

Reviewed on 29 Jan, 2026

Il Rivalta - Place of Charme
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Stay at this apartment in Florence. Enjoy free Wi-Fi, a rooftop terrace and a 24-hour front desk. Popular attractions Ponte Vecchio and Pitti Palace are located ...
9.6/10 Exceptional! (58 reviews)
We had an incredible stay at this hotel in Florence! The room was absolutely amazing — spotless, beautifully designed, and felt brand new. Everything was extremely clean and comfortable, and you can tell the property is very well maintained. The concierge staff was especially kind, welcoming, and ...

Reviewed on 6 Feb, 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
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
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5 - Excellent 67%
4 - Good
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4 - Good 33%
3 - Okay
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2 - Disappointing
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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.