Castellina in Chianti Travel Guide

Tourist Guide

Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral
Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral
Castellina in Chianti showing a city
Castellina in Chianti featuring 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.

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Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10 Florence FI
The price is AU$151 per night from 15 Mar to 16 Mar
AU$151
15 Mar - 16 Mar
includes taxes & fees
Stay at this hotel in Florence. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (168 reviews)
The location was perfect, close to train station and local restaurants. The rooms were large and lovely, very clean. Staff was friendly and helpful.

Reviewed on 3 Mar 2026

Hotel Machiavelli Palace
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
The price is AU$194 per night from 8 Mar to 9 Mar
AU$194
8 Mar - 9 Mar
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)
It was amazing and clean and really really perfect

Reviewed on 17 Feb 2026

c-hotels Ambasciatori
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is AU$220 per night from 16 Mar to 17 Mar
AU$220
16 Mar - 17 Mar
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! (1,184 reviews)
Great place. Excellent staff. If you’re doing laundry understand that the dryer is meant for small loads only. Prepare to run it at least twice. I would definitely stay here again.

Reviewed on 6 Mar 2026

IQ Hotel Firenze
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 ...
10/10 Exceptional! (150 reviews)
Stunning property. Wonderful host amazing place and friendly kitties. Thank you!

Reviewed on 14 Feb 2026

Farmhouse in the heart of the real chiantishire
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 ...
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! (475 reviews)
Amazing location, gorgeous views, clean and happy with entire stay

Reviewed on 5 Mar 2026

Il Rivalta - Place of Charme
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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