Radda in Chianti

Travel Guide

Radda in Chianti showing heritage architecture
Radda in Chianti showing a small town or village, heritage architecture and street scenes
Radda in Chianti featuring interior views and drinks or beverages
Radda in Chianti showing 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 P6,301 per night from Jan 11 to Jan 12
P6,301
P7,902 total
Jan 11 - Jan 12, 2026
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! (1,095 reviews)
All was very good, staff,location,food.

Reviewed on Dec 20, 2025

IQ Hotel Firenze
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Piazza Di San Paolino 1 Florence FI
The price is P10,188 per night from Dec 27 to Dec 28
P10,188
P12,175 total
Dec 27 - Dec 28
includes taxes & fees
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.4/10 Exceptional! (951 reviews)
Everything is also well done with this hotel group - clean, nice amenities, friendly staff. Perfect location to all of the sights.

Reviewed on Dec 20, 2025

25hours Hotel Florence Piazza San Paolino
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
The price is P4,083 per night from Jan 8 to Jan 9
P4,083
P5,462 total
Jan 8 - Jan 9, 2026
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! (983 reviews)
Clean, safe and good location. 0.3 miles from train station which was important to us for this trip. Safe was friendly and held our luggage and delivered to our room because we arrived early. It is a bit noisy at the moment due to construction.

Reviewed on Dec 11, 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.
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! (723 reviews)
Breakfast was really nice and fresh juices are available self serving. Great selection of cheeses.. wonderful ‘lobby’. Out in the open. Great service by Salah the hub boy and Cosimoto the front desk attendant. Only bad thing was the smell of the room. But in their credit, they tried to disinfect ...

Reviewed on Dec 11, 2025

Palazzo Alfieri Residenza d’epoca
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! (443 reviews)
5 night stay in Florence, arrived a couple of hours ahead of check-in time but were lucky enough the room was ready for us. Amazing room with a huge shower and jacuzzi in the bathroom. River view bedroom with comfortable bed and memory foam pillows. The staff were extremely friendly and always smiling. ...

Reviewed on Dec 21, 2025

Il Rivalta - Place of Charme
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Stay at this apartment in Florence. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Popular attractions Ponte Vecchio and Pitti Palace are located ...
9.6/10 Exceptional! (47 reviews)
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Reviewed on Dec 14, 2025

Teatro Luxury Apartments Firenze - Starhotels 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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