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 NZ$234 per night from 22 Sept to 23 Sept
NZ$234
22 Sept - 23 Sept
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
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
The price is NZ$335 per night from 18 Oct to 19 Oct
NZ$335
18 Oct - 19 Oct
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! (733 reviews)
"Really liked the the social hub! Pool was cool, and an excellent refresh after a long day in the hot sun. The free laundry (with an app) was incredibly helpful and appreciated after traveling across Italy. Beds were comfy, and AC was enough to keep as cool. Asked for extra towels one day and had ..."

Reviewed on 18 Sept 2026

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 NZ$329 per night from 18 Oct to 19 Oct
NZ$329
18 Oct - 19 Oct
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 ...
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
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! (1,735 reviews)
"It took awhile for staff to find our reservation through Expedia, we weren’t sure if it even existed on their end.. It’s about an hour walk to the city center, but bus, bike, taxi options are available. The staff were rude when we struggled to buy smokes from the machine in reception (if you don’t ..."

Reviewed on 14 Sept 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! (124 reviews)
"It was fantastic I really love it"

Reviewed on 17 Sept 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! (1,005 reviews)
"The room was clean and nice. There is a roof top sun lounge area but the jacuzzi you have to pay for and the price is just too much. €60 for 45 minutes seems not acceptable as no one used it during our 4 day stay, but the views are very nice. The location is better than we first thought. It takes ..."

Reviewed on 17 Sept 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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