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.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
The price is HK$700 per night from 1 Dec to 2 Dec
HK$700
HK$896 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,252 reviews)
Great hotel with wonderful staff and breakfast.

Reviewed on 23 Oct 2025

The Social Hub Florence Lavagnini
Bernini Palace

Bernini Palace

5 out of 5
Piazza San Firenze 29, Florence, FI
Fully refundableReserve now, pay when you stay
The price is HK$1,779 per night from 30 Nov to 1 Dec
HK$1,779
HK$2,101 total
30 Nov - 1 Dec
includes taxes & fees
Stay at this 5-star luxury hotel in Florence. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,007 reviews)
Staff is excellent! Lorenzo helped a lot!

Reviewed on 27 Oct 2025

Bernini Palace
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
The price is HK$935 per night from 10 Nov to 11 Nov
HK$935
HK$1,154 total
10 Nov - 11 Nov
includes taxes & fees
Stay at this 4-star spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9.6/10 Exceptional! (1,026 reviews)
I had an excellent stay. The area around the property felt very safe and quiet, yet close to restaurants, shops, and public transportation. Everything was walkable and convenient. The staff were friendly and attentive, making my stay very comfortable. I would definitely stay here again.

Reviewed on 30 Oct 2025

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
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Montecalvario and Casa Vinicola Luigi ...
9.8/10 Exceptional! (96 reviews)
Very relaxing farmhouse cottage with pleasant and peaceful views .The only drawback is the ruddy gravel access road which makes for an unpleasant excursion to and from the property.

Reviewed on 14 Sept 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
Book a stay at this family-friendly vacation home in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lilliano Estate ...
9.4/10 Exceptional! (62 reviews)
Great spot for a quiet Chianti getaway

Reviewed on 22 Sept 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
Book a stay at this family-friendly villa in Castellina in Chianti. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Casa Vinicola ...
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.

Popular places to visit

Things to do

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
0
2 - Disappointing 0%
1 - Terrible
0
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.