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 ¥12,614 per night from Aug 24 to Aug 25
¥12,614
¥16,266 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 ...
8.8/10 Excellent! (1,083 reviews)
"Modern and clean"

Reviewed on Jul 31, 2025

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c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
The price is ¥16,545 per night from Aug 31 to Sep 1
¥16,545
¥20,609 total
Aug 31 - Sep 1
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)
"It was very safe and convenient."

Reviewed on Jul 23, 2025

c-hotels Ambasciatori
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
The price is ¥11,374 per night from Aug 4 to Aug 5
¥11,374
¥14,560 total
Aug 4 - Aug 5
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 ...
8.6/10 Excellent! (60 reviews)
"only problem was a/c- and it was the hotest Florence had been in years. The rooftop bar was excellent. Great people,the staff was pleasant and attentive. Go there!"

Reviewed on Jul 31, 2025

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.
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! (1,489 reviews)
"The whole family is very happy. Bus stop close by. Easy to get in to Florence city center. Nice pool area. Good restaurant."

Reviewed on Jul 25, 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 ...
9/10 Wonderful! (362 reviews)
"We loved this hotel, it was clean, it was large, staff was the most helpful and kind, and it was so comfortable. We were finally able to get some really good sleep on our trip. The only issue there is no nearby transportation. Florence has a bus shuttle that has stops closer to other hotels that ..."

Reviewed on Jul 30, 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! (659 reviews)
"The hotel exceeded all of my expectations!! The staff was amazing and we LOVED our apartment room!! Will definitely come back"

Reviewed on Jul 5, 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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