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 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.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
The price is HK$1,120 per night from 12 Jul to 13 Jul
HK$1,120
HK$1,357 total
12 Jul - 13 Jul
includes taxes & fees
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and 2 bars/lounges. Our guests praise the breakfast and the pool in their ...
9/10 Wonderful! (1,420 reviews)
"I stayed here for 5 days and I didn’t have adequate AC or hot water the entire time I stayed! There were also ants in my room when I first arrived!!"

Reviewed on 28 Jun 2026

The Social Hub Florence Lavagnini
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
The price is HK$1,079 per night from 29 Jun to 30 Jun
HK$1,079
HK$1,312 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this business-friendly hotel in Florence. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Popular attractions Cathedral of Santa Maria del ...
9.4/10 Exceptional! (599 reviews)
"The staff were super friendly and helpful and having a place to do laundry for free was amazing."

Reviewed on 27 Jun 2026

The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
The price is HK$1,365 per night from 28 Jul to 29 Jul
HK$1,365
HK$1,608 total
28 Jul - 29 Jul
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! (1,007 reviews)
"The main thing was the outside terrace where you could eat breakfast."

Reviewed on 27 Jun 2026

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
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 ...
8.8/10 Excellent! (1,685 reviews)
"First of all to check in you’ll have to take a number and wait in line in the sun at 37 degrees, then from the reception to the room you have to walk a very long distance, keep in mind I had my kid in her stroller plus our luggage and of course when we asked golf cart to drop us to room there’s none. ..."

Reviewed on 27 Jun 2026

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 Cathedral of Santa ...
9.8/10 Exceptional! (89 reviews)
"Was way better than I expected. It was a quiet area but right next to the tourist areas you’d usually go to. Room was big and very nice, overall would highly recommend"

Reviewed on 27 Jun 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 luxury residence in Florence. Enjoy free Wi-Fi, 2 bars/lounges and a rooftop terrace. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (788 reviews)
"Great rooms"

Reviewed on 24 Jun 2026

Palazzo Alfieri Residenza d’epoca
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