Radda in Chianti

Travel Guide

Radda in Chianti featuring heritage architecture
Radda in Chianti which includes heritage architecture, street scenes and a small town or village
Radda in Chianti which includes interior views and drinks or beverages
Radda in Chianti showing drinks or beverages
Radda in Chianti which includes flowers

Embark on a tour of a medieval town that has changed little over the centuries, and learn about hundreds of years of winemaking heritage.

Radda in Chianti is nestled behind large defensive walls on a forested hilltop. With old narrow streets, towers, stone façades, small piazzas and fantastic views of the Tuscan countryside, there are many reasons to visit the medieval town. See ancient buildings and important religious relics or taste some of the region’s renowned wines.

The small town is filled with historical sites and can easily be explored on foot. In the main square, view the 15th-century Palazzo del Podestà, which serves as the town hall. The façade is adorned with numerous coats of arms. Across from the palazzo is the Church of San Niccolò (Propositura di San Niccolò). It is thought to date back to the 13th century, but much of the original building was destroyed during World War II. Explore the church’s interior to see an ancient wooden crucifix. In the square fronting the church is a beautiful old fountain.

Continue your tour of the hilltop town along medieval passageways, walking by the old defensive walls and through tunnels. Be sure to pause every now and then to take in the beautiful views of the surrounding countryside. One of the other principal attractions here is the Ice House of the Grand Duke. The structure was built toward the end of the 19th century to store ice.

The name Chianti is synonymous with Italian wines and you can learn about the region's winemaking heritage at the Convent of Santa Maria del Prato. This former Franciscan monastery is open to the public from April to October for wine courses. The venue also hosts cooking shows and concerts, as well as a wine shop and a museum.

Reach Radda in Chianti by flying into FlorenceOpens in a new window, which is 30 miles (48.2 kilometres) northwest. Connect to the town by bus, taxi or rental car to enjoy its culture, fascinating history and winemaking craft. Radda is also connected by bus to several other towns in the region.

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is S$159 per night from 11 Jan to 12 Jan
S$159
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! (1,089 reviews)
Guest services were so kind! Clean stay with great amenities

Reviewed on 16 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 S$253 per night from 11 Jan to 12 Jan
S$253
11 Jan - 12 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! (948 reviews)
so in love with this hotel, after walking all day long, to come home to such a genuinely cute environment felt great.

Reviewed on 8 Dec, 2025

25hours Hotel Florence Piazza San Paolino
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (982 reviews)
Clean, safe and good location. 0.3 miles from train station which was important to us for this trip. Safe was friendly and held our luggage and delivered to our room because we arrived early. It is a bit noisy at the moment due to construction.

Reviewed on 11 Dec, 2025

Solo Experience 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.
Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca

Lungarno Corsini 2 Florence FI
Stay at this residence in Florence. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9/10 Wonderful! (721 reviews)
Breakfast was really nice and fresh juices are available self serving. Great selection of cheeses.. wonderful ‘lobby’. Out in the open. Great service by Salah the hub boy and Cosimoto the front desk attendant. Only bad thing was the smell of the room. But in their credit, they tried to disinfect ...

Reviewed on 11 Dec, 2025

Palazzo Alfieri Residenza d’epoca
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Lungarno Corsini 2 Florence FI
Stay at this apartment in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (440 reviews)
I truly loved my stay. It was the perfect hotel for me as a female solo traveler. The room was a little small for my big luggage but I was able to accommodate everything. The location was perfect, the breakfast was great as well, and the staff were very nice. I recommend it and would stay again!

Reviewed on 16 Dec, 2025

Il Rivalta - Place of Charme
Palazzo Mannaioni Suites

Palazzo Mannaioni Suites

4 out of 5
Via Maffia 9 - 17r Florence FI
Stay at this residence in Florence. Enjoy free Wi-Fi, concierge services and satellite TV channels. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (1,057 reviews)
The room was clean the day we got in, the next days they didn’t enter to clean it and the rules where to leave clean the kitchen, if not, they would charge 50 euros

Reviewed on 12 Dec, 2025

Palazzo Mannaioni Suites
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 Radda in Chianti

4.4
Top destination
5 - Excellent
3
5 - Excellent 43%
4 - Good
4
4 - Good 57%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveller

Beautiful place but gets busy in the evening and difficult to find a restaurant if you leave it too late. Unless you’re able and willing to pay for the more pricier places

4/5 - Good

Verified traveller

Some good restaurants, particularly liked the Bar Dante Alighieri run by Carolyn Chambers, originally from Kent, and her husband Fabrizio. It's a no smoking zone which makes eating outside so much pleasanter.

4/5 - Good

Verified traveller

Good location for visiting the Chainti region