Radda in Chianti

Travel Guide

Radda in Chianti
Radda in Chianti
Radda in Chianti
Radda in Chianti
Radda in Chianti

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.

Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
$497 nightly
The price is $556 total per night from Apr 23 to Apr 24
$556 total
Apr 23 - Apr 24
Total with taxes and fees
Book a stay at this luxury hotel in Radda in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (244 reviews)
You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ...

Reviewed on Oct 5, 2025

Borgo Vescine
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
$146 nightly
The price is $177 total per night from Apr 12 to Apr 13
$177 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ...
9/10 Wonderful! (1,328 reviews)
The hotel is located right next to a tram so it’s very easy to get there from the train station. It is about a 15 minute walk away from the Duomo and even further for the river and museums so that’s something to consider. I think this is one of the few hotels that has an elevator in it which is a ...

Reviewed on Apr 10, 2026

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
$169 nightly
The price is $203 total per night from Apr 12 to Apr 13
$203 total
Apr 12 - Apr 13
Total with taxes and 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! (1,214 reviews)
The rome was immaculate! Excellent customer service. Every body were very warm and accommodating. Location is safe and walkable. Good breakfast options. No complains here! Was very happy with our stay, free water and snacks that were replenished everyday.

Reviewed on Apr 10, 2026

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.
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 ...
9.4/10 Exceptional! (496 reviews)
Such a beautiful and cool property!! The location was fantastic and the staff was really nice. We stayed in a king room, and the high ceilings and large open room was such a luxury. The room and bathroom were very clean, and the lighting in the bathroom is good too. The hotel is right along the river, ...

Reviewed on Apr 4, 2026

Il Rivalta - Place of Charme
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! (1,636 reviews)
Lovely family place where our dog was more than welcome.

Reviewed on Apr 9, 2026

Hu Firenze Camping In Town
Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca

Lungarno Corsini 2 Florence FI
Book a stay at this luxury residence in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (757 reviews)
Lovely hotel. The rooms are spread across three main areas so you only get other guests that are in your part of the hotel. Staff are lovely and very helpful.

Reviewed on Apr 5, 2026

Palazzo Alfieri Residenza d’epoca
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

Cities near Radda in Chianti

Explore a world of travel with Expedia