Castellina in Chianti

Travel Guide

Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture
Castellina in Chianti featuring a city
Castellina in Chianti which includes farmland and animals
Buondonno Winery featuring a sunset
Castellina in Chianti which includes 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 artifacts. 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 center 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 kilometers) 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 ¥12,730 per night from Dec 2 to Dec 3
¥12,730
¥16,483 total
Dec 2 - Dec 3
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! (1,253 reviews)
I came for a week from the US to visit my daughter who's studying in Florence for a semester. Her study abroad advisor recommended the Social Hub. The location was great - walking distance to her school (SRISA), SMN train station, etc. The coffeemaker in the room was a big plus for me; the hot water ...

Reviewed on Nov 6, 2025

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
The price is ¥18,467 per night from Nov 19 to Nov 20
¥18,467
¥22,786 total
Nov 19 - Nov 20
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! (1,037 reviews)
The service and hospitality that the staff provided. Shout out to the senior gentleman who wears a spectacle, he was so attentive and ensure our stay was smooth. Also the lady who was wears a red glasses, very friendly. The breakfast spread was also a delight with wide varieties options. A great ...

Reviewed on Nov 5, 2025

IQ Hotel Firenze
The Market Urban Hotel

The Market Urban Hotel

4 out of 5
Via Nazionale 15, Florence, FI
The price is ¥17,805 per night from Nov 16 to Nov 17
¥17,805
¥22,059 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 4-star hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (1,003 reviews)
The hotel is located at walking distance to major landmarks in Florence which is pretty convenience. We had excellent customer service and we really enjoy our 2 day stay in Florence! The breakfast bar was also outstanding. We really love this hotel and we’ll come back.

Reviewed on Oct 27, 2025

The Market Urban Hotel
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 Sep 14, 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! (63 reviews)
Very quiet and nice place to stay. Host’s were great and easy to communicate with

Reviewed on Oct 28, 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 Sep 28, 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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Reviews of Castellina in Chianti

4.9
Top Destination
5 - Excellent
18
5 - Excellent 90%
4 - Good
2
4 - Good 10%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

RS

Enjoy the hotel and its amenities! I highly recommend the cooking class at Tenuta Torciano, which the hotel recommends.

5/5 - Excellent

Bill

Quiet, friendly good food.

5/5 - Excellent

Verified traveler

Castellina is what you picture Tuscany to be. It has beautiful landscapes and quaint towns. Will visit this area again.

5/5 - Excellent

Verified traveler

Suggest check-in staff explain all the amenities available verbally or in writing at the time of check-in (there is a pool, the cantina, the restaurant, etc.). It took us a while to discover all available at this lovely property.

5/5 - Excellent

Verified traveler

We found driving into town & parking was more desireable than walking. This property is not really 'safely' walkable into town centro. We loved the views out out room window & will absolutely be returning & staying at this property.

5/5 - Excellent

Russ

Wonderful town. Heck, I might move there!!

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