Radda in Chianti

Travel Guide

A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.
A street lined with parked cars and historic buildings with stone facades and green shutters.
A liquor store with shelves of bottles and boxes.
A collection of wine bottles on a wooden surface.
A wooden wine rack filled with various bottles of wine.

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.

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
The price is P7,939 per night from Oct 25 to Oct 26
P7,939
P9,303 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this hostel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"The rooms were very clean and fresh towels were brought often! The common areas were clean and well maintained. The only thing I wish was there were hooks in both bathrooms (especially the shower) so I could hang my towel and clothes and not have to put them on the floor or the sink. Other than that ..."

Reviewed on Sep 24, 2026

Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
The price is P10,047 per night from Oct 25 to Oct 26
P10,047
P12,050 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Cathedral of Santa ...
The Social Hub Florence Belfiore
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
The price is P10,028 per night from Oct 25 to Oct 26
P10,028
P12,029 total
Oct 25 - Oct 26
includes taxes & 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! (1,591 reviews)
"The best place to stay if you're spending time in Florence. The staff were super nice and helpful. The room was nicely decorated and clean with such a nice vibe. Even the area was nice and everything was walking distance. Definitely recommend!!"

Reviewed on Sep 24, 2026

The Social Hub Florence Lavagnini
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.
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! (1,738 reviews)
"The room was lovely. And clean. However the first night the A/C was not working and there was NO hot water. These were corrected the next day but no discount or other accommodation was given. Still, I highly recommend this establishment 😊"

Reviewed on Sep 23, 2026

Hu Firenze Camping In Town
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Book a stay at this luxury apartment in Florence. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Ponte Vecchio and Piazza del ...
9.8/10 Exceptional! (127 reviews)
"Book this for our honeymoon and will definitely come back"

Reviewed on Sep 20, 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
Forte16 View & Spa

Forte16 View & Spa

Viale Antonio Gramsci 16 Florence FI
Book a stay at this luxury aparthotel in Florence. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (1,009 reviews)
"Great hotel"

Reviewed on Sep 23, 2026

Forte16 View & Spa
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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