Castellina in Chianti Travel Guide

Tourist Guide

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
Castellina in Chianti
Castellina in Chianti showing heritage architecture and a statue or sculpture

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 NZ$208 per night from 11 Jan to 12 Jan
NZ$208
11 Jan - 12 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! (1,101 reviews)
Espectacular !!!

Reviewed on 24 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 NZ$355 per night from 4 Jan to 5 Jan
NZ$355
4 Jan - 5 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! (951 reviews)
Everything is also well done with this hotel group - clean, nice amenities, friendly staff. Perfect location to all of the sights.

Reviewed on 20 Dec 2025

25hours Hotel Florence Piazza San Paolino
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Via del Proconsolo 3 Florence FI
Stay at this family-friendly hotel in Florence. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,003 reviews)
Nice

Reviewed on 26 Dec 2025

Grand Hotel Cavour
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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