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.

Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
The price is ¥24,585 per night from Nov 10 to Nov 11
¥24,585
¥29,504 total
Nov 10 - Nov 11
includes taxes & fees
Stay at this 4-star boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
9/10 Wonderful! (1,015 reviews)
"Yes"

Reviewed on Oct 14, 2025

Grand Hotel Baglioni
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
The price is ¥12,089 per night from Nov 16 to Nov 17
¥12,089
¥15,758 total
Nov 16 - Nov 17
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! (1,256 reviews)
"Excellent and plentiful breakfast. Very clean room and very polite and helpful staff. The sounds coming from the street in the late evening are awful."

Reviewed on Oct 15, 2025

The Social Hub Florence Lavagnini
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
The price is ¥28,754 per night from Nov 2 to Nov 3
¥28,754
¥34,090 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,009 reviews)
"Perfect location for a short visit. Steps to the train and a quick walk to all main landmarks. Room was clean, staff were friendly and the breakfast and bar were great. Would stay again!"

Reviewed on Oct 5, 2025

c-hotels Ambasciatori
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.
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
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! (61 reviews)
"Great spot for a quiet Chianti getaway"

Reviewed on Sep 22, 2025

Villa with large garden in the Chianti hills
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3, Florence, FI
Book a stay at this family-friendly campground in Florence. Enjoy free parking, an outdoor pool, and 3 poolside bars. Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,559 reviews)
"The bungalow was clean, the bed was firm and to our liking. We really enjoyed the restaurant, great choices for food and beverages. The market carried a good selection as well. Overall it was quiet and we really enjoyed our stay."

Reviewed on Oct 8, 2025

Hu Firenze Camping In Town
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

4.9
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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