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.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
The price is S$234 per night from 21 Sept to 22 Sept
S$234
21 Sept - 22 Sept
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! (1,214 reviews)
"Amazing location, very convenient and loved the staff Bar & restaurant were great, room entertainment could be use improvement, other than that we enjoyed our stay :)"

Reviewed on 15 Sept, 2025

The Social Hub Florence Lavagnini
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
The price is S$295 per night from 19 Sept to 20 Sept
S$295
19 Sept - 20 Sept
includes taxes & fees
Stay at this 3-star hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our ...
8.4/10 Very Good! (88 reviews)
"Great location. Nice roof top lounge."

Reviewed on 12 Sept, 2025

Hotel Machiavelli Palace
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
The price is S$360 per night from 21 Sept to 22 Sept
S$360
21 Sept - 22 Sept
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! (1,005 reviews)
"Check in check out was very quick friendly staff breakfast was brilliant and staff helped with gluten free options"

Reviewed on 14 Sept, 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.
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! (1,529 reviews)
"The staff was friendly and helpful. They were happy to answer any questions I had about the area and provide help."

Reviewed on 13 Sept, 2025

Hu Firenze Camping In Town
Rivalta Hotel

Rivalta Hotel

4 out of 5
Lungarno Corsini 2, Florence, FI
Stay at this 4-star apartment in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (388 reviews)
"Very walkable to the main attractions within Florence and had a great overall stay at this hotel. The room and hospitality stood out the most. Will definitely be coming back in the future."

Reviewed on 15 Sept, 2025

Rivalta Hotel
Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Lungarno Corsini 2, Florence, FI
Stay at this residence in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (687 reviews)
"Awesome location, great views and a private deck! Highly recommend."

Reviewed on 15 Sept, 2025

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione
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 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
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1 - Terrible
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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