Hotels near Castello di Radda Winery

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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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 S$172
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 S$144
includes taxes & fees
12 Jan - 13 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 S$201
includes taxes & fees
2 Jan - 3 Jan, 2026
Residenzia del Sogno
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, (117)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio
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
Balcony
Chiantirooms Guesthouse

Chiantirooms Guesthouse

Chiantirooms Guesthouse
11 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (34)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse
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 S$135
includes taxes & fees
4 Jan - 5 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 S$129
includes taxes & fees
21 Dec - 22 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
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)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is S$282
includes taxes & fees
20 Dec - 21 Dec
Castello di Fonterutoli Wine Resort
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 S$99
includes taxes & fees
20 Dec - 21 Dec
La Certosa di Pontignano
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
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 S$137
includes taxes & fees
18 Jan - 19 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, (210)
"Great location and staff. "
United States
Susan
The price is S$248
includes taxes & fees
22 Dec - 23 Dec
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 S$191
includes taxes & fees
21 Dec - 22 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 S$316
includes taxes & fees
18 Jan - 19 Jan, 2026
Residenza d'Epoca Relais Campo Regio
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
16 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (133)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is S$1,200
includes taxes & fees
29 Dec - 30 Dec
COMO Castello Del Nero
Exterior
Borgo Grondaie

Borgo Grondaie

Borgo Grondaie
3.0 star property
18.8 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (440)
"A hidden gem overlooking the city set in stunning grounds"
United Kingdom
Philip
Borgo Grondaie
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 53 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 53 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, Gaiole in Chianti Stadium and Casa Vinicola Luigi Cecchi 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.