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.

Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
The price is ¥24,804 per night from Nov 24 to Nov 25
¥24,804
¥29,766 total
Nov 24 - Nov 25
includes taxes & fees
Stay at this 4-star boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
9/10 Wonderful! (1,029 reviews)
Very nice hotel, wonderful staff. Only issue was room was a bit noisy when the window was open and warm when closed. Area outside is very crowded with people and cars. Hotel did offer to change rooms.

Reviewed on Oct 19, 2025

Grand Hotel Baglioni
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
The price is ¥13,716 per night from Nov 16 to Nov 17
¥13,716
¥17,557 total
Nov 16 - Nov 17
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! (1,245 reviews)
Loved our stay! You can walk everywhere or take the tramway. The hotel is nice and the rooftop terrace is also a great spot. The only things are the air not functioning in the room and lack of outlet plugs un the room. Besides that we loved our stay and I would definitely recommend.

Reviewed on Oct 21, 2025

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
The price is ¥18,534 per night from Nov 10 to Nov 11
¥18,534
¥22,870 total
Nov 10 - Nov 11
includes taxes & fees
Stay at this 4-star 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! (1,013 reviews)
Nice balcony Good amenities Clean Staff was very welcoming

Reviewed on Oct 18, 2025

IQ Hotel Firenze
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! (1,565 reviews)
The bungalow was clean, the bed was firm and to our liking. We really enjoyed the restaurant, great choices for food and beverages. The market carried a good selection as well. Overall it was quiet and we really enjoyed our stay.

Reviewed on Oct 8, 2025

Hu Firenze Camping In Town
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

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! (409 reviews)
The hotel is perfectly situated on the River Arno. The courtyard is lively and the roof terrace has spectacular views. It’s lovely to sit up there watching the sunset with a glass of wine. Our superior room was spacious and faced the courtyard. It was comfortable and very quiet. Breakfast is the ...

Reviewed on Oct 18, 2025

Il Rivalta - Place of Charme
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! (698 reviews)
Awesome breakfast buffet and the staff were very helpful. The room we had was very nice, except that the internet would not work. They moved us to another room the second night but it was not nearly as nice as the original room we booked. Very convenient location and y9u were within walling distance ...

Reviewed on Oct 12, 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

4.7
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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