Radda in Chianti

Travel Guide

Radda in Chianti showing heritage architecture
Radda in Chianti featuring street scenes, heritage architecture and a small town or village
Radda in Chianti which includes drinks or beverages and interior views
Radda in Chianti which includes 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 kilometers) 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 NT$3,013 per night from Aug 24 to Aug 25
NT$3,013
NT$3,803 total
Aug 24 - Aug 25
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 ...
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Reviewed on 2025/8/13

The Social Hub Florence Lavagnini
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
The price is NT$3,533 per night from Aug 17 to Aug 18
NT$3,533
NT$4,375 total
Aug 17 - Aug 18
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! (1,001 reviews)
"Very good location. Ideal for the train station and walking into Florence. Very nice dinning area and breakfast selection. Can get a little crowded outside the hotel with people waiting for trams/buses. But that’s no fault of the hotel."

Reviewed on 2025/8/13

c-hotels Ambasciatori
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
The price is NT$2,798 per night from Aug 19 to Aug 20
NT$2,798
NT$3,497 total
Aug 19 - Aug 20
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 ...
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Reviewed on 2025/8/9

Hotel Machiavelli Palace
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.
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 ...
9/10 Wonderful! (370 reviews)
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Reviewed on 2025/8/13

Rivalta Hotel
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 ...
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Reviewed on 2025/8/12

Hu Firenze Camping In Town
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! (666 reviews)
"Very well located Nice rooms Good breakfast Kind staff"

Reviewed on 2025/8/14

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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