Search Hotels Near Castello di Radda Winery, Radda in Chianti

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castello di Radda Winery hotels

Hotel Palazzo San niccolò & Spa

4.0 star property
1.2 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
The price is 2.519.716 ₫
2.955.664 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hotel Palazzo San niccolò & Spa

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
1.2 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (274)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is 3.022.494 ₫
3.508.720 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Palazzo Leopoldo Dimora Storica & Spa

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 2.257.897 ₫
2.606.337 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Casa di Palaia

Castello di Fonterutoli Wine Resort

8.5 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (200)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is 3.992.383 ₫
4.514.379 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Castello di Fonterutoli Wine Resort

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

La Certosa di Pontignano

14.1 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (502)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is 2.159.290 ₫
2.498.099 ₫ total
includes taxes & fees
11 Dec - 12 Dec
La Certosa di Pontignano

La Locanda di Pietracupa

11 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

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 2.519.868 ₫
2.833.242 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Casale La Gora

COMO Castello Del Nero

5.0 star property
16 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (132)
"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 22.001.946 ₫
24.447.443 ₫ total
includes taxes & fees
18 Dec - 19 Dec
COMO Castello Del Nero

Relais degli Angeli

19.6 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (281)
"breakfast could've been a bit better"
United States
Nabil
The price is 3.394.295 ₫
3.856.375 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Relais degli Angeli

Hotel Palazzetto Rosso

3.0 star property
19.7 km from Castello di Radda Winery
9.8 out of 10, Exceptional, (209)
"Great location and staff. "
United States
Susan
The price is 4.144.266 ₫
4.558.570 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel Palazzetto Rosso

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 5.712.478 ₫
6.406.377 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Residenza d'Epoca Relais Campo Regio

Fullino Nero

18.5 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 2.734.508 ₫
3.130.671 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Fullino Nero

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

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 2.753.881 ₫
3.151.920 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Ristorante La Dama nella Vigna

Hotel Borgo di Cortefreda Relais

4.0 star property
17 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is 2.485.823 ₫
2.918.540 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais

Villa San Lucchese

4.0 star property
18.3 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (335)
"The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful."
United States
Julie
Villa San Lucchese

Villa Casagrande Resort & SPA

4.0 star property
15.6 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (373)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
Canada
Stefanie
The price is 2.679.928 ₫
3.009.247 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Villa Casagrande Resort & SPA

Hotel Il Viandante

3.0 star property
16.7 km from Castello di Radda Winery
9.2 out of 10, Wonderful, (162)
"Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30. Recommended."
United Kingdom
James
The price is 2.300.501 ₫
3.143.807 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel Il Viandante

B&B San Francesco

19.7 km from Castello di Radda Winery
9.4 out of 10, Exceptional, (46)
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco
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.

Top Castello di Radda Winery Hotel Reviews

Hotels near other Castello di Radda Winery attractions

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 52 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 52 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 Volpaia 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.

Explore a world of travel with Expedia