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 RM457 per night from 31 Aug to 1 Sept
RM457
RM569 total
31 Aug - 1 Sept
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! (1,543 reviews)
"Great location, pool & pool bar were amazing with great views of the city"

Reviewed on 22 Aug 2026

The Social Hub Florence Lavagnini
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
The price is RM292 per night from 25 Aug to 26 Aug
RM292
RM359 total
25 Aug - 26 Aug
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. ...
8.6/10 Excellent! (1,010 reviews)
"Great place to stay."

Reviewed on 21 Aug 2026

Plus Florence - Hostel
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
The price is RM556 per night from 23 Aug to 24 Aug
RM556
RM668 total
23 Aug - 24 Aug
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! (1,011 reviews)
"Conveniently located near the train station. Charming old building, with Renaissance style painted walls. Breakfast was good"

Reviewed on 20 Aug 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! (1,721 reviews)
"Very family friendly! Pools were amazing! Great food at the restaurant. Convenient place with nearby laundry area, bar, and grocery store. Super friendly staff."

Reviewed on 17 Aug 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 Piazza del Duomo are ...
9.8/10 Exceptional! (113 reviews)
"This property is exceptional. Luxurious accommodations in a quiet and safe area. Fantastic coffee shop at the end of the block. Everything about the stay was incredible, from the housekeeping to the ease of catching a taxi to the overall helpfulness of the staff. I am already looking forward to my ..."

Reviewed on 21 Aug 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! (814 reviews)
"This is a beautiful, serene hotel right next to the Arno river only a 10 - 15 walk from the station. The courtyard before you reach reception looks very inviting and the reception area is both luxurious and welcoming. Our room had a little balcony overlooking the courtyard and also had a view of ..."

Reviewed on 21 Aug 2026

Palazzo Alfieri Residenza d’epoca
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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