Radda in Chianti Travel Guide

Tourist 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 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.

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
The price is £50 per night from 26 Nov to 27 Nov
£50
26 Nov - 27 Nov
includes taxes & fees
Stay at this hostel in Florence. Enjoy free Wi-Fi, an outdoor pool and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Plus Florence - Hostel
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
The price is £104 per night from 23 Nov to 24 Nov
£104
23 Nov - 24 Nov
includes taxes & fees
Stay at this hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the helpful staff in their reviews. ...
9/10 Wonderful! (1,004 reviews)
"Perfect location"

Reviewed on 26 Oct 2026

Hotel Paris
Hotel Albani Firenze

Hotel Albani Firenze

4 out of 5
Via Fiume 12 Florence FI
The price is £109 per night from 15 Nov to 16 Nov
£109
15 Nov - 16 Nov
includes taxes & fees
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,008 reviews)
"Our stay was very pleasant. The staff was welcoming, very helpful and attentive. The room was very comfortable. Location was excellent. Overall a very good experience."

Reviewed on 25 Oct 2026

Hotel Albani 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.
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3 Florence FI
Stay at this family-friendly campsite in Florence. Enjoy free parking, an outdoor pool and 3 poolside bars. Our guests praise the restaurant and the helpful ...
Hu Firenze Camping In Town
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Stay at this luxury apartment in Florence. Enjoy free Wi-Fi, a rooftop terrace and a fitness centre. Popular attractions Ponte Vecchio and Piazza del Duomo are ...
9.8/10 Exceptional! (146 reviews)
"A great hotel for the price. Will stay here again"

Reviewed on 25 Oct 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
Forte16 View & Spa

Forte16 View & Spa

Viale Antonio Gramsci 16 Florence FI
Stay at this luxury aparthotel in Florence. Enjoy free Wi-Fi, a full-service spa and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,036 reviews)
"Great front desk Great perfect location Great room Great spa Great ammenties Awesome views Perfect for long stays."

Reviewed on 26 Oct 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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