Find hotels near Castello di Radda Winery, Radda in Chianti from ￥9,760

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Dec 24 - Dec 25
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Dec 25 - Dec 26
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Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Castello di Radda Winery hotels

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath
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 ￥16,946
￥19,746 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Leopoldo Dimora Storica & Spa
Indoor pool, seasonal outdoor pool, sun 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 ￥14,653
￥17,226 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Palazzo San niccolò & Spa
Breakfast (EUR 10.00 per person)
Castello di Volpaia

Castello di Volpaia

Castello di Volpaia
3.0 star property
2.4 km from Castello di Radda Winery
9.6 out of 10, Exceptional, (65)
"A beautiful property with amazing views. The staff is very nice, the room was wonderful and food options were excellent. I highly recommend staying here. The tour of the winery was also fantastic. I loved my time here. "
United States
Gabrielle
The price is ￥41,704
￥46,612 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Castello di Volpaia
Room
Private Country House with swimming pool -Chianti

Private Country House with swimming pool -Chianti

Private Country House with swimming pool -Chianti
7.3 km from Castello di Radda Winery
Private Country House with swimming pool -Chianti
Exterior
PODERE 1384

PODERE 1384

PODERE 1384
8.7 km from Castello di Radda Winery
The price is ￥89,226
￥99,253 total
includes taxes & fees
Jan 13 - Jan 14, 2026
PODERE 1384
Apartment | Exterior
Beautiful Lux Apartment Chianti Firenze Area Italy

Beautiful Lux Apartment Chianti Firenze Area Italy

Beautiful Lux Apartment Chianti Firenze Area Italy
11.6 km from Castello di Radda Winery
The price is ￥70,476
￥86,161 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beautiful Lux Apartment Chianti Firenze Area Italy
Deluxe Quadruple Room | In-room safe, desk, cribs/infant beds, free WiFi
Hotel La Magione

Hotel La Magione

Hotel La Magione
17.8 km from Castello di Radda Winery
6.0 out of 10, (3)
"La vista sulle colline è bella,le camere pulite e il personale accogliente "
Italy
Gerardo
The price is ￥8,873
￥9,760 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hotel La Magione
Garden
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
Exterior
Bed in Siena

Bed in Siena

Bed in Siena
19.3 km from Castello di Radda Winery
The price is ￥8,370
￥9,944 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Bed in Siena
City Apartment, 3 Bedrooms | City view
Palazzo Piccolomini

Palazzo Piccolomini

Palazzo Piccolomini
19.9 km from Castello di Radda Winery
6.0 out of 10, (1)
"Großzügige Unterkunft, tolle Lage, leider aber lieblos gestaltet. Türgriffe defekt, Beleuchtung (Helligkeit) naja, Badewanne mit Duschvorhang (geeignet für die Produktion eines Badesees :/ )….. aber im Großen und Ganzen ok"
Germany
Frank
The price is ￥33,150
￥37,202 total
includes taxes & fees
Dec 26 - Dec 27
Palazzo Piccolomini
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 ￥14,255
￥16,418 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Borgo di Pietrafitta Relais
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
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, sun 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
Exterior
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 ￥20,117
￥22,681 total
includes taxes & fees
Dec 26 - Dec 27
Albergo Il Colombaio
Panoramic Apartment (2) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
7.3 km from Castello di Radda Winery
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ￥18,228
￥21,156 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Casa Vacanze Squarcialupi
Property amenity
Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
7.4 km from Castello di Radda Winery
9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is ￥24,362
￥28,271 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Agriturismo Crocino in Chianti
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
Garden view
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 ￥24,160
￥28,049 total
includes taxes & fees
Dec 28 - Dec 29
Borgo Casa al Vento
Exterior
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 ￥26,787
￥30,940 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rocca di Castagnoli
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 its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, check out the 54 hotels and other accommodations 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 traveler 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 will I be able to find near Castello di Radda Winery?
Expedia has 54 hotels and other accommodations 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, you'll find most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to get the best deals near Castello di Radda Winery.
Where can I learn more about changing or cancelling my trip in the area near Castello di Radda Winery?
For additional details about updating your stay near Castello di Radda Winery or cancelling it, head over to our customer service page.
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.