Radda in Chianti

Travel Guide

Radda in Chianti showing heritage architecture
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

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.

Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
Book a stay at this luxury hotel in Radda in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (242 reviews)
This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs ...

Reviewed on Sep 24, 2025

Borgo Vescine
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
$83 nightly
The price is $108 total per night from Feb 22 to Feb 23
$108 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,002 reviews)
Great location, short walk to the Duomo, museums and shopping. A clean quiet room awaited me.

Reviewed on Jan 21, 2026

c-hotels Ambasciatori
Bernini Palace

Bernini Palace

5 out of 5
Piazza San Firenze 29 Florence FI
$229 nightly
The price is $271 total per night from Feb 18 to Feb 19
$271 total
Feb 18 - Feb 19
Total with taxes and fees
Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,003 reviews)
Staff very helpful Rooms very clean Good breakfast options

Reviewed on Jan 30, 2026

Bernini 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.
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Stay at this apartment in Florence. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Popular attractions Ponte Vecchio and Pitti Palace are located ...
9.6/10 Exceptional! (56 reviews)
Super nice room!!! Large room space with good facilities!!!! highly recommended for all guests!!!

Reviewed on Jan 17, 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Lungarno Corsini 2 Florence FI
Stay at this apartment in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (457 reviews)
Room was amazing. Clean. Staff so helpful. Breakfast everyday! So good. Would definitely stay here again! Thank you!

Reviewed on Jan 25, 2026

Il Rivalta - Place of Charme
Palazzo Mannaioni Suites

Palazzo Mannaioni Suites

4 out of 5
Via Maffia 9 - 17r Florence FI
Stay at this residence in Florence. Enjoy free WiFi, concierge services, and satellite TV channels. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,065 reviews)
Everything great. A+ Looking forward to stay again.

Reviewed on Jan 21, 2026

Palazzo Mannaioni Suites
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.

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