Castellina in Chianti Travel Guide

Tourist Guide

A stone building with a clock tower, steps leading up to it, and people walking around.
A historic town with medieval architecture, including a prominent tower and closely packed buildings.
A vineyard path with chickens and a white chicken.
A garden with a tree, a building, and a stone wall.
A statue of a clenched fist in front of a stone building with a flag.

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.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
The price is NZ$258 per night from 12 July to 13 July
NZ$258
12 July - 13 July
includes taxes & fees
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and 2 bars/lounges. Our guests praise the breakfast and the pool in their ...
9/10 Wonderful! (1,424 reviews)
"This is a quirky place that houses many students and teachers who are studying or teaching abroad. Rooftop bar and small pool. Game room, decent breakfast, free laundromat in the building, and convenient to the train station. Tram line right outside the door and a restaurant and cafe within the building. ..."

Reviewed on 28 June 2026

The Social Hub Florence Lavagnini
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
The price is NZ$298 per night from 5 July to 6 July
NZ$298
5 July - 6 July
includes taxes & fees
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Popular attractions Cathedral of Santa Maria del ...
9.4/10 Exceptional! (599 reviews)
"The staff were super friendly and helpful and having a place to do laundry for free was amazing."

Reviewed on 27 June 2026

The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
The price is NZ$364 per night from 29 July to 30 July
NZ$364
29 July - 30 July
includes taxes & fees
Stay at this hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the helpful staff in their reviews. ...
9/10 Wonderful! (1,008 reviews)
"The main thing was the outside terrace where you could eat breakfast."

Reviewed on 27 June 2026

Hotel Paris
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 Montecalvario and Castellina Fortress ...
10/10 Exceptional! (154 reviews)
"This quiet farmhouse was a lovely experience and a gem in our Italy travels. The kitchen is stocked with all the comforts of home, including olive oil and balsamic vinegar. Our sweet Nonna host showed us around the farmhouse and told us where to find a nearby market. We had private outdoor seating ..."

Reviewed on 12 June 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 ...
9.6/10 Exceptional! (32 reviews)
"The views are spectacular and the apartments are lovely and comfortable. Thoroughly enjoyed our stay."

Reviewed on 27 May 2026

Riserva di Fizzano Residence
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 Casina di Cornia Winery ...
9.6/10 Exceptional! (79 reviews)
"Très bien situé au cœur des vignobles du Chianti. Hébergement bien équipé et hôtes très avenants ."

Reviewed on 7 June 2026

Villa with large garden in the Chianti hills
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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