Radda in Chianti

Travel Guide

Radda in Chianti featuring heritage architecture
Radda in Chianti featuring heritage architecture, a small town or village and street scenes
Radda in Chianti which includes interior views and drinks or beverages
Radda in Chianti featuring drinks or beverages
Radda in Chianti showing 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 kilometres) 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 RM657 per night from 9 Dec to 10 Dec
RM657
RM790 total
9 Dec - 10 Dec
includes taxes & fees
Stay at this boutique hotel in Florence. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,017 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 2 Dec 2025

Grand Hotel Baglioni
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is RM348 per night from 9 Dec to 10 Dec
RM348
RM450 total
9 Dec - 10 Dec
includes taxes & fees
Stay at this spa hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Our guests praise the breakfast and the pool in their reviews. ...
9.6/10 Exceptional! (1,076 reviews)
The entire experience at the hotel was great. The staff was perfect, the room always clean and fridge always full. The spa was a nice time too. Pretty close walk to all the attractions

Reviewed on 4 Dec 2025

IQ Hotel Firenze
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (972 reviews)
Clean room

Reviewed on 21 Nov 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 Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (433 reviews)
Outstanding room! Big, comfortable and clean. Hotel staff was great. Breakfast had variety of options of good quality.

Reviewed on 2 Dec 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 Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9/10 Wonderful! (717 reviews)
Amazing place

Reviewed on 29 Nov 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 Wi-Fi, concierge services and satellite TV channels. Our guests praise the helpful staff in their 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 2 Dec 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

4.4
Top destination
5 - Excellent
3
5 - Excellent 43%
4 - Good
4
4 - Good 57%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveller

Beautiful place but gets busy in the evening and difficult to find a restaurant if you leave it too late. Unless you’re able and willing to pay for the more pricier places

4/5 - Good

Verified traveller

Some good restaurants, particularly liked the Bar Dante Alighieri run by Carolyn Chambers, originally from Kent, and her husband Fabrizio. It's a no smoking zone which makes eating outside so much pleasanter.

4/5 - Good

Verified traveller

Good location for visiting the Chainti region