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 ¥21,550 per night from Dec 21 to Dec 22
¥21,550
¥26,258 total
Dec 21 - Dec 22
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! (1,000 reviews)
The hotel was very nice, incredible terrace views of the duomo and had very hospitable staff. The breakfast selection was great as well. Our room was a good size. I only subtracted a star because the bed was a bit too stiff and the heat wasn’t quite warming up to what I set it to.

Reviewed on Dec 2, 2025

Grand Hotel Baglioni
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is ¥15,407 per night from Dec 21 to Dec 22
¥15,407
¥19,499 total
Dec 21 - Dec 22
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! (1,081 reviews)
Location about 15 min walk from the duomo, Right on a tram stop. Rooms were clean and comfortable. Staff was very courteous and attentive. Thank you for a great stay!

Reviewed on Dec 8, 2025

IQ Hotel Firenze
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
Fully refundableReserve now, pay when you stay
The price is ¥15,387 per night from Dec 23 to Dec 24
¥15,387
¥19,477 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (980 reviews)
Room was clean and large. Staff was very helpful. Great location.

Reviewed on Dec 8, 2025

Solo Experience Hotel
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! (438 reviews)
Everything was great 😃

Reviewed on Dec 6, 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! (718 reviews)
This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel

Reviewed on Dec 5, 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! (1,055 reviews)
The hotel room was very spacious and felt very homey. Loved the Kitchenette! And location was walkable to all major attractions.

Reviewed on Dec 2, 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.

Popular places to visit

Things to do

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.

Cities near Radda in Chianti