Radda in Chianti

Travel Guide

Radda in Chianti showing heritage architecture
Radda in Chianti featuring street scenes, heritage architecture and a small town or village
Radda in Chianti which includes drinks or beverages and interior views
Radda in Chianti which includes drinks or beverages
Radda in Chianti which includes flowers

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.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
$102 nightly
The price is $129 total per night from Nov 2 to Nov 3
$129 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,234 reviews)
"Younger population roof top pool very nice staff was so easy and accommodating"

Reviewed on Oct 4, 2025

The Social Hub Florence Lavagnini
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $131 total per night from Nov 9 to Nov 10
$131 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Cathedral of Santa ...
9.2/10 Wonderful! (387 reviews)
"what an amazing place"

Reviewed on Oct 6, 2025

The Social Hub Florence Belfiore
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
$84 nightly
The price is $107 total per night from Nov 3 to Nov 4
$107 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our ...
8.4/10 Very Good! (95 reviews)
"Place was in a busy area which was convenient, not so quiet, bathroom is very small. Staff were very nice and breakfast is a bonus."

Reviewed on Sep 27, 2025

Hotel Machiavelli Palace
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 ...
8.8/10 Excellent! (1,558 reviews)
"The bungalow was clean, the bed was firm and to our liking. We really enjoyed the restaurant, great choices for food and beverages. The market carried a good selection as well. Overall it was quiet and we really enjoyed our stay."

Reviewed on Oct 8, 2025

Hu Firenze Camping In Town
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Lungarno Corsini 2, Florence, FI
Stay at this 4-star apartment in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (398 reviews)
"The hotel is lovely and well located. Posh shopping right around the corner. Excellent restaurants all around and the one attached to the hotel is excellent. Staff is lovely. I had an old Italian room turned into a hotel room with the beautiful painted ceiling and all the gorgeous old world trimmings. ..."

Reviewed on Oct 1, 2025

Il Rivalta - Place of Charme
Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Lungarno Corsini 2, Florence, FI
Stay at this residence in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (693 reviews)
"Staff was helpful"

Reviewed on Sep 30, 2025

Palazzo Alfieri Residenza d’epoca – Alfieri 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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Reviews of Radda in Chianti

4.7
Top Destination
5 - Excellent
10
5 - Excellent 77%
4 - Good
2
4 - Good 15%
3 - Okay
1
3 - Okay 8%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Make sure to take the tour at Baddia Coltibuono. The short wine tour takes you down into the cellars where you see the huge barrels and hundreds of bottles of wine belonging to the family. It’s a MUST to have dinner at the restaurant.

5/5 - Excellent

Verified traveler

The family that owns this property is very genuine and caring. The owner was there to greet us every morning. Their breakfast was great. Just a very charming place!

5/5 - Excellent

Verified traveler

Great location! Just 15minutes from Panzano and aprox 15-35 min to most wineries and dinner locations! Stunning views! Absolutely picturesque, quiet and Serene.

5/5 - Excellent

Verified traveler

The area is exactly what you want when you think of Tuscany.

5/5 - Excellent

Verified traveler

Loved Radda in Chianti!

5/5 - Excellent

Megan

Beautiful town, beautiful location. Everyone was so nice and welcoming.

Cities near Radda in Chianti

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