Radda in Chianti Castello di Radda Winery Hotels

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Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Castello di Radda Winery hotels

Interior detail
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 HK$727
HK$855 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hotel Palazzo San niccolò & Spa
Vineyard view
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 HK$844
HK$984 total
includes taxes & fees
6 Jan - 7 Jan 2026
Palazzo Leopoldo Dimora Storica & Spa
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 HK$984
HK$1,119 total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Front of property
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
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
Seasonal outdoor pool
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
Seasonal outdoor pool, pool loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
6.9 km from Castello di Radda Winery
8.8 out of 10, Excellent, (91)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Premium bedding, down duvets, in-room safe, blackout curtains
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
Local cuisine
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
Albergo Il Colombaio

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
7.2 km from Castello di Radda Winery
8.4 out of 10, Very good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is HK$1,000
HK$1,128 total
includes taxes & fees
2 Jan - 3 Jan 2026
Albergo Il Colombaio
Gazebo
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
Outdoor pool, pool loungers
Rocca di Castagnoli

Rocca di Castagnoli

Rocca di Castagnoli
9 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is HK$1,332
HK$1,539 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rocca di Castagnoli
Exterior
Borgo Casa al Vento

Borgo Casa al Vento

Borgo Casa al Vento
8.5 km from Castello di Radda Winery
8.6 out of 10, Excellent, (38)
"Cute secluded property l!"
United States
Courtney
The price is HK$1,214
HK$1,409 total
includes taxes & fees
26 Dec - 27 Dec
Borgo Casa al Vento
1 bedroom, Frette Italian sheets, down duvets, pillow-top beds
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
Free daily buffet breakfast
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 HK$768
HK$864 total
includes taxes & fees
11 Jan - 12 Jan 2026
Casale La Gora
Seasonal outdoor pool, pool umbrellas, pool loungers
Fattoria di Corsignano

Fattoria di Corsignano

Fattoria di Corsignano
11.6 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (28)
"Amazing stay at the wineyard. The service was outstanding, and the area and surroundings are beautiful. Highly recommended!"
Norway
Vegard
The price is HK$1,624
HK$1,823 total
includes taxes & fees
6 Jan - 7 Jan 2026
Fattoria di Corsignano
Exterior
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 HK$864
HK$987 total
includes taxes & fees
14 Jan - 15 Jan 2026
Casa di Palaia
2 restaurants, breakfast, lunch, dinner served; Italian cuisine
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
15.6 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (375)
"It’s beautiful place! "
United States
Tatihana
The price is HK$818
HK$918 total
includes taxes & fees
25 Jan - 26 Jan 2026
Villa Casagrande Resort & SPA
Restaurant
Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
16.3 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (33)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is HK$802
HK$929 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hotel Ristorante La Dama nella Vigna
Interior entrance
Homelink Poggibonsi

Homelink Poggibonsi

Homelink Poggibonsi
18 km from Castello di Radda Winery
6.0 out of 10, (11)
"We didn't get the e-mail with the codes to the doors. The wifi doesn't connect to the internet. Our room wasn't cleaned during our stay. The place lokks abandoned from the inside. The room wasclean when we arrived. The inside of the place looks nice. "
Denmark
Kaya
Homelink Poggibonsi
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

Castello di Volpaia

Castello di Volpaia

10/10 Excellent
"Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended."
Karen 2-night trip
Posted 1 month ago
Castello di Volpaia

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.
Where is the best place to stay near Castello di Radda Winery?
Hotel Palazzo San niccolò & Spa is one of the top choices for your stay based on our traveller data, and this hotel offers a full-service spa and 2 restaurants. It's located just a short 0.8 mi (1.2 km) from Castello di Radda Winery. Other good options within a short distance include Tenuta CorteDomina and Relais Vignale & Spa.
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.