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 NT$3,797 per night from Oct 26 to Oct 27
NT$3,797
NT$4,466 total
Oct 26 - Oct 27
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. ...
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 NT$4,824 per night from Oct 30 to Oct 31
NT$4,824
NT$5,813 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Piazza del Duomo and ...
The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
The price is NT$6,997 per night from Oct 27 to Oct 28
NT$6,997
NT$8,131 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,028 reviews)
"I want to love this place because of how much history it has. the only negative is the stairs way too many stairs to get to rooms and elevator is tiny and doesn’t go to the floor u still have to go up more stairs and the rooms look feel a little creepy lol. It is close to everything though. Breakfast ..."

Reviewed on 2026/9/30

Hotel Paris
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 ...
Hu Firenze Camping In Town
La Torre Del Cestello

La Torre Del Cestello

Via Borgo San Frediano, 8 Florence FI
Stay at this residence in Florence. Enjoy free WiFi, valet parking (surcharge), and daily housekeeping. Popular attractions Ponte Vecchio and Piazza del Duomo ...
9.2/10 Wonderful! (334 reviews)
"Great location, had brilliant views of the river."

Reviewed on 2026/9/30

La Torre Del Cestello
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! (131 reviews)
"If you want a very nice place to stay, this is it. Avery clean, walking distance to everything, free laundry, gym, and discounted breakfast around the corner. The staff is literally to serve you 24/7"

Reviewed on 2026/9/28

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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