Search Hotels Near Castello di Radda Winery, Radda in Chianti

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Castello di Radda Winery hotels

Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
1.2 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (177)
"Ideal country setting"
Canada
Dee
The price is 3.017.794 ₫
3.504.456 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Palazzo San niccolò & Spa
Couples treatment room(s), sauna, hot tub, steam room
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
1.2 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (275)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is 2.835.351 ₫
3.303.769 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Palazzo Leopoldo Dimora Storica & Spa
Exterior
L' Eroico

L' Eroico

L' Eroico
6.3 km from Castello di Radda Winery
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

Residenzia del Sogno

Residenzia del Sogno
5.5 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is 3.641.577 ₫
4.129.051 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Residenzia del Sogno
Free daily buffet breakfast
Terre di Baccio

Terre di Baccio

Terre di Baccio
9.8 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Seasonal outdoor pool
La Pensione di Vignamaggio

La Pensione di Vignamaggio

La Pensione di Vignamaggio
6.9 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (118)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio
Balcony
Chiantirooms Guesthouse

Chiantirooms Guesthouse

Chiantirooms Guesthouse
11 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (35)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse
Interior entrance
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
7.7 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (114)
"Friendly staff and walking distance to town"
United States
Scott
Hotel Colle Etrusco Salivolpi
Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
5.4 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is 3.305.398 ₫
3.759.285 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
In-room dining
Casa di Palaia

Casa di Palaia

Casa di Palaia
17.4 km from Castello di Radda Winery
10.0 out of 10, Exceptional, (22)
"Very well located in the heart if the Tuscany region."
United States
Eli
The price is 2.269.017 ₫
2.619.173 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Casa di Palaia
Front of property
Le Lappe

Le Lappe

Le Lappe
9.6 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (32)
"Beautiful property in countryside Tuscany region ideal to stay for 2-7 days."
Canada
shrirang
Le Lappe
Front of property
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
7.8 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Terrace/patio
Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
11.7 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (38)
"Very friendly owner and excellent breakfast variety. Room decorated with a lot of attention to detail. We would love to come back another time! "
Germany
Robert
Bed & Breakfast Le Terrazze del Chianti
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
8.5 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (201)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
The price is 5.143.106 ₫
5.780.672 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Castello di Fonterutoli Wine Resort
Lobby sitting area
Agriturismo La Forra

Agriturismo La Forra

Agriturismo La Forra
9.6 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (13)
"Loved it! Super helpful at check-in telling us about everything that was available. We wrote horses for two hours at a very affordable price. The restaurant on site was was good and breakfast was wonderful. Hiking trails and views were amazing. Would definitely stay again. Nearest grocery and shopping were only about 15 minutes away in montevechi."
United States
Joshua or Stephani
Agriturismo La Forra
Aerial view
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
14.1 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is 2.168.060 ₫
2.508.244 ₫ total
includes taxes & fees
23 Dec - 24 Dec
La Certosa di Pontignano
Premium bedding, down duvets, memory-foam beds, minibar
Casale La Gora

Casale La Gora

Casale La Gora
13.4 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (21)
"Casale La Gora in Tuscany. The property is beautifully renovated, blending historic charm with modern architecture. Our room was clean and cozy, the breakfast was delicious, and the pool was perfect for cooling off during the hot summer days. The host was warm, friendly, and always helpful, which made our stay even more enjoyable. We would definitely love to come back! "
Sweden
Besarta
The price is 2.690.606 ₫
3.021.295 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Casale La Gora
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
19.7 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (211)
"Great location and staff. "
United States
Susan
The price is 4.348.950 ₫
4.783.845 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
Hotel Palazzetto Rosso
Porch
Relais degli Angeli

Relais degli Angeli

Relais degli Angeli
19.6 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (281)
"Very central and walkable. Wonderful staff and room was clean and comfortable. "
United States
Kristin
The price is 3.863.521 ₫
4.373.128 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Relais degli Angeli
Terrace/patio
Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
19.9 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is 5.740.614 ₫
6.437.930 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Residenza d'Epoca Relais Campo Regio
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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Top Castello di Radda Winery Hotel Reviews

Hotels near other Castello di Radda Winery attractions

Volpaia

You can enjoy a tasting or tour at Volpaia during your travels to Volpaia.
See properties

Castello di Albola

4.0/5 (1 review)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this relaxing area or enjoy its local tours.
See properties

Frequently asked questions

What's the area like around Castello di Radda Winery?
Castello di Radda Winery is located in a welcoming area of Radda in Chianti known for its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, take a look at the 54 hotels and other accommodation options you'll find within a mile.
How many hotels can I expect to find near Castello di Radda Winery?
Expedia has 54 hotels and other accommodation options within a mile from Castello di Radda Winery.
If I need to cancel the hotel reservation for my stay near Castello di Radda Winery, will I receive a refund?
Yes, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to get the best deals available near Castello di Radda Winery.
What can I see and do near Castello di Radda Winery?
While you're exploring, swing by Castello di Albola, Badia a Coltibuono and Meleto Castle to learn a bit about the area. Il Molino di Grace Winery, Casa Vinicola Luigi Cecchi and Savignola Winery are worth a stop while you're in the area. If you want to see more of the surrounding area, you might plan a visit to Borgo di Vescine - Tenute di Castelvecchi and City Hall Castellina In Chianti.