Radda in Chianti Travel Guide

Tourist Guide

Radda in Chianti which includes heritage architecture
Radda in Chianti which includes heritage architecture
Radda in Chianti showing a small town or village, street scenes and heritage architecture
Radda in Chianti showing interior views and drinks or beverages
Radda in Chianti showing drinks or beverages

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.

Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
Stay at this luxury hotel in Radda in Chianti. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (242 reviews)
This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs ...

Reviewed on 24 Sept 2025

Borgo Vescine
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
The price is NZ$200 per night from 5 Feb to 6 Feb
NZ$200
5 Feb - 6 Feb
includes taxes & fees
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 ...
8.2/10 Very Good! (1,002 reviews)
Great location, short walk to the Duomo, museums and shopping. A clean quiet room awaited me.

Reviewed on 21 Jan 2026

c-hotels Ambasciatori
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is NZ$201 per night from 5 Feb to 6 Feb
NZ$201
5 Feb - 6 Feb
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! (1,134 reviews)
Fantastic service, exceptionallly clean room, free drink and minibar was a nice addition. Highly recommend. Lovely coming home after a day sightseeing.

Reviewed on 1 Feb 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 Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (460 reviews)
Our room was lovely, clean and well appointed. The staff were very friendly and very helpful!, breakfast was amazing, they cater for everyone. The restaurant staff really friendly and accommodating, we had a birthday meal there which they made extra special too, and overall our stay was made better ...

Reviewed on 29 Jan 2026

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 Wi-Fi, a rooftop terrace and a 24-hour front desk. Popular attractions Ponte Vecchio and Pitti Palace are located ...
9.6/10 Exceptional! (56 reviews)
Super nice room!!! Large room space with good facilities!!!! highly recommended for all guests!!!

Reviewed on 17 Jan 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
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! (734 reviews)
Clean huge room,

Reviewed on 31 Jan 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.

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