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.

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is ¥13,946 per night from Dec 14 to Dec 15
¥13,946
¥17,877 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9.6/10 Exceptional! (1,070 reviews)
excellent hotel, great location.

Reviewed on Nov 27, 2025

IQ Hotel Firenze
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Via del Proconsolo 3 Florence FI
Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,005 reviews)
Nice amenities

Reviewed on Nov 27, 2025

Grand Hotel Cavour
Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6 Florence FI
The price is ¥25,360 per night from Dec 9 to Dec 10
¥25,360
¥30,432 total
Dec 9 - Dec 10
includes taxes & fees
Book a stay at this boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,009 reviews)
Great room service, friendly staff, lovely outdoor spaces, fantastic buffet breakfast

Reviewed on Nov 26, 2025

Grand Hotel Baglioni
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.
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 WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (431 reviews)
This hotel is beautiful. I loved the courtyard to relax and have a drink in. Location was great just enough out of the centre to feel a bit of peace, but everything is walkable.

Reviewed on Nov 26, 2025

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

Palazzo Alfieri Residenza d’epoca

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! (716 reviews)
Amazing all the way through! Great job to the team!

Reviewed on Nov 20, 2025

Palazzo Alfieri Residenza d’epoca
Palazzo Mannaioni Suites

Palazzo Mannaioni Suites

4 out of 5
Via Maffia 9 - 17r Florence FI
Stay at this residence in Florence. Enjoy free WiFi, concierge services, and satellite TV channels. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,053 reviews)
Perfect stay

Reviewed on Nov 18, 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.

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Reviews of Radda in Chianti

4.7
Top Destination
5 - Excellent
10
5 - Excellent 77%
4 - Good
2
4 - Good 15%
3 - Okay
1
3 - Okay 8%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Make sure to take the tour at Baddia Coltibuono. The short wine tour takes you down into the cellars where you see the huge barrels and hundreds of bottles of wine belonging to the family. It’s a MUST to have dinner at the restaurant.

5/5 - Excellent

Verified traveler

The family that owns this property is very genuine and caring. The owner was there to greet us every morning. Their breakfast was great. Just a very charming place!

5/5 - Excellent

Verified traveler

Great location! Just 15minutes from Panzano and aprox 15-35 min to most wineries and dinner locations! Stunning views! Absolutely picturesque, quiet and Serene.

5/5 - Excellent

Verified traveler

The area is exactly what you want when you think of Tuscany.

5/5 - Excellent

Verified traveler

Loved Radda in Chianti!

5/5 - Excellent

Megan

Beautiful town, beautiful location. Everyone was so nice and welcoming.

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