Title: The 10 Best Hotels Near Castello di Radda Winery, Radda in Chianti from CA $101 | Expedia.ca

[Radda in Chianti Travel Guide](https://expedia.ca/Radda-In-Chianti.dx601693)[Vacation Rentals in Radda in Chianti](https://expedia.ca/Radda-In-Chianti-Vacation-Rentals.d601693.Travel-Guide-VacationRentals)[Castello di Radda Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Castello-Di-Radda-Winery.d553248621532501476.Car-Rental-Guide)[Castello di Radda Winery Vacations](https://expedia.ca/Castello-Di-Radda-Winery-Radda-In-Chianti.d553248621532501476.Vacation-Attraction)

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# Find hotels near Castello di Radda Winery, Radda in Chianti from CA $101

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## Check prices for these dates

Tonight

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532501476&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248621532501476&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621532501476&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532501476&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Castello di Radda Winery hotels

![Balcony](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/bbac2d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/fefd4bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living room](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/8f4938da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/08087319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chiantirooms Guesthouse

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Chiantirooms-Guesthouse.h30620869.Hotel-Information)

11 km from Castello di Radda Winery

9.8/10

Exceptional

(34)

"Friendly host and great place to stay. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Pasquale

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Chiantirooms-Guesthouse.h30620869.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/319df4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/86ecdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/4cc4dd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Colle Etrusco Salivolpi

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

7.7 km from Castello di Radda Winery

9.6/10

Exceptional

(114)

"Friendly staff and walking distance to town"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $293

CA $328 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/40e40ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/6f4e5fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/5936a7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Single Room](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/84572333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Pensione di Vignamaggio

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information)

6.9 km from Castello di Radda Winery

9.6/10

Exceptional

(117)

"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Rob

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/f58917b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/0c1e54bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Birthday party area](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/498c2bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/9c14d908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Terre di Baccio

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information)

9.8 km from Castello di Radda Winery

9.8/10

Exceptional

(71)

"The stay was great, and the staff were wonderful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SYDNEY

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Patio (6 Adults) | Living room](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/11fad22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Il Torrino) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/40bd4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/8affb150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo di Pietrafitta Relais

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

5.4 km from Castello di Radda Winery

9.4/10

Exceptional

(169)

"Wonderful setting."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Simon

CA $125

CA $145 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/4c693f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite (Gli Olivi)](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/e735957b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/288eb819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/62cc6bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Le Lappe

[](https://www.expedia.ca/Cavriglia-Hotels-Le-Lappe.h18421756.Hotel-Information)

9.6 km from Castello di Radda Winery

9.6/10

Exceptional

(32)

"Beautiful property in countryside Tuscany region ideal to stay for 2-7 days."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

shrirang

[](https://www.expedia.ca/Cavriglia-Hotels-Le-Lappe.h18421756.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/c2de7201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/343d0b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo La Ferrozzola

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

7.8 km from Castello di Radda Winery

9.4/10

Exceptional

(9)

"Very nice agriturismo. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ruth

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5430000/5430000/5429934/32ac0901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room (La Terrazza)](https://images.trvl-media.com/lodging/6000000/5430000/5430000/5429934/19e50a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room (La Terrazza) | View from room](https://images.trvl-media.com/lodging/6000000/5430000/5430000/5429934/f471d749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5430000/5430000/5429934/2cc678d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast Le Terrazze del Chianti

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Bed-Breakfast-Le-Terrazze-Del-Chianti.h5429934.Hotel-Information)

11.7 km from Castello di Radda Winery

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/de.svg)

Robert

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Bed-Breakfast-Le-Terrazze-Del-Chianti.h5429934.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/27a5f04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9932f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Fonterutoli Wine Resort

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

8.5 km from Castello di Radda Winery

9.4/10

Exceptional

(201)

"Amazing experience all around! Stayed for 2 nights!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Matthew

CA $257

CA $289 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/18d178fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/421d55f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/916a5f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/a3997408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo La Forra

[](https://www.expedia.ca/Cavriglia-Hotels-Agriturismo-La-Forra.h22580540.Hotel-Information)

9.6 km from Castello di Radda Winery

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joshua or Stephani

[](https://www.expedia.ca/Cavriglia-Hotels-Agriturismo-La-Forra.h22580540.Hotel-Information)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/91000000/90770000/90767900/90767811/79aa625c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/91000000/90770000/90767900/90767811/44896bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90770000/90767900/90767811/8bc08c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/91000000/90770000/90767900/90767811/fe55fe49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casale La Gora

[](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Casale-La-Gora.h90767811.Hotel-Information)

13.4 km from Castello di Radda Winery

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/se.svg)

Besarta

CA $126

CA $142 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Casale-La-Gora.h90767811.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8a9d9969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/46476210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/a55956cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/74216348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Certosa di Pontignano

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

14.1 km from Castello di Radda Winery

9.6/10

Exceptional

(502)

"Excellent place to stay even for the next time. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Xuejie

CA $86

CA $101 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c29b122f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c5611619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/f6d98a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/73e7a71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Locanda di Pietracupa

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information)

11 km from Castello di Radda Winery

9.4/10

Exceptional

(35)

"Great place, wonderful restaurant"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Isabell

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/25000000/24310000/24302900/24302869/cf38669a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/25000000/24310000/24302900/24302869/248a4d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/25000000/24310000/24302900/24302869/fa6c0c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24310000/24302900/24302869/37aa0af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Rocca della Magione

[](https://www.expedia.ca/Monteriggioni-Hotels-La-Rocca-Della-Magione.h24302869.Hotel-Information)

12.5 km from Castello di Radda Winery

9.4/10

Exceptional

(6)

"Lovely property in a 13th century convent. Situated on a hill overlooking a valley. Family owned, very sweet staff. Visitors (esp Americans) should know the owners speak little to no English, so come with your google translate or try and learn a little Italian prior. One major thing I learned in Italy is the importance of communicating your arrival plan with your host prior to arrival as many establishments are family owned and operated. Owner was very accommodating even though we were...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

[](https://www.expedia.ca/Monteriggioni-Hotels-La-Rocca-Della-Magione.h24302869.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/237a733d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food court](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/461c6196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Private spa tub](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/ed47e23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/7c16ada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais degli Angeli

[](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information)

19.6 km from Castello di Radda Winery

9.8/10

Exceptional

(281)

"Very central and walkable. Wonderful staff and room was clean and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristin

CA $179

CA $203 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343784/f8bc56fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343784/6eb25ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343784/5d138b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![20-inch LCD TV with digital channels, TV, books](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343784/f3836159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residenza d'Epoca Relais Campo Regio

[](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Relais-Campo-Regio.h1343784.Hotel-Information)

19.9 km from Castello di Radda Winery

9.8/10

Exceptional

(90)

"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

elina

CA $321

CA $360 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Relais-Campo-Regio.h1343784.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/59460b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/dbb642e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite (Luxury) | Living area](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/4a4eae89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/64021d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Palazzetto Rosso

[](https://www.expedia.ca/Siena-Hotels-Hotel-Palazzetto-Rosso.h16288621.Hotel-Information)

19.7 km from Castello di Radda Winery

9.8/10

Exceptional

(209)

"Great location and staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

CA $204

CA $225 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Siena-Hotels-Hotel-Palazzetto-Rosso.h16288621.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/25242057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/a66b41de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COMO Castello Del Nero

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

16 km from Castello di Radda Winery

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew

CA $1,096

CA $1,218 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/5245d9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/707797d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/c1fcf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Grondaie

[](https://www.expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

18.8 km from Castello di Radda Winery

9.6/10

Exceptional

(440)

"A hidden gem overlooking the city set in stunning grounds"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Philip

CA $128

CA $145 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

![Deluxe Double Room, Balcony](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Triple Room, Vineyard View](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/059ed7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, Vineyard View | Bathroom](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/2f71c733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/cfbb3c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Ristorante La Dama nella Vigna 

[](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

16.3 km from Castello di Radda Winery

9.4/10

Exceptional

(33)

"Very nice staff and very nice place to stay."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Ryan

CA $142

CA $163 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30&regionId=553248621532501476&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Castello di Radda Winery Hotel Reviews

![Castello di Volpaia](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/bdb04ad1_y.jpg)

### 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."

[](https://expedia.ca/Radda-In-Chianti-Hotels-Castello-Di-Volpaia.h21422783.Hotel-Information)

![Pieve Aldina - Fontenille Collection](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/513e5451_y.jpg)

### Pieve Aldina - Fontenille Collection

10/10 Excellent

"Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. "

[](https://expedia.ca/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information)

![Relais Vignale & Spa](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5_y.jpg)

### Relais Vignale & Spa

10/10 Excellent

"great place and great views. breakfast was very good."

[](https://expedia.ca/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information)

![Hotel Villa Campomaggio](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/f6f6c579_y.jpg)

### Hotel Villa Campomaggio

10/10 Excellent

"Amazing place, amazing people "

[](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information)

![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/ddb477f3_y.jpg)

### Ultimo Mulino Wellness Country Hotel

10/10 Excellent

"Fantastico"

[](https://expedia.ca/Gaiole-In-Chianti-Hotels-LUltimo-Mulino.h920216.Hotel-Information)

![Tenuta CorteDomina](https://images.trvl-media.com/lodging/27000000/26930000/26920200/26920147/93db43df_y.jpg)

### Tenuta CorteDomina

10/10 Excellent

"It's a beautiful property, truly Tuscan style, clean, comfortable, and cozy. Great service, the staff is super friendly, helpful, and willing to assist with anything you need. They produce their own wine, which is delicious. The breakfast is varied and tasty."

[](https://expedia.ca/Radda-In-Chianti-Hotels-Tenuta-CorteDomina.h26920147.Hotel-Information)

![Borgo di Pietrafitta Relais](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453_y.jpg)

### Borgo di Pietrafitta Relais

10/10 Excellent

"Great place to stay , beautyfull with very spot on the Hill !! Thank you for you kind!"

[](https://expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

![Palazzo Leopoldo Dimora Storica & Spa](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg)

### Palazzo Leopoldo Dimora Storica & Spa

10/10 Excellent

"Excellent breakfast. "

[](https://expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information)

![Hotel Palazzo San niccolò & Spa](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2_y.jpg)

### Hotel Palazzo San niccolò & Spa

10/10 Excellent

"The property is beautifully old but be careful how much luggage you bring as there is no elevator, Only stairs. Room is nice. Bathrooms nicely updated. No complaints!"

[](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information)

## 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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=965725509730635776)

### 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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532500720)

### Il Molino di Grace Winery

You can enjoy a tasting or tour at Il Molino di Grace Winery during your travels to Lucarelli. Discover the beautiful countryside and wineries in this relaxing area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6333570)

### Church of San Sigismondo

After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6238140)

### Pieve di San Leolino

4.0/5 (2 reviews)

You can find out about the history of Pieve di Panzano with a stop at Pieve di San Leolino. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976415397)

### PoggioBrandani

You can enjoy a tasting or tour at PoggioBrandani during your travels to Gaiole in Chianti. Discover the beautiful countryside and wineries in this walkable area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532500722)

### Gaiole in Chianti Stadium

Catch an event at Gaiole in Chianti Stadium during your trip to Gaiole in Chianti. Discover the beautiful countryside and charming coffeehouses in this quaint area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6238145)

### Castello di Meleto Cantina

You can enjoy a tasting or tour at Castello di Meleto Cantina during your travels to Gaiole in Chianti. Visit the spas in this quaint area, or simply enjoy its wineries. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=873868973899513856)

## Frequently asked questions

### What's the area like around Castello di Radda Winery?

### Where is the best place to stay near Castello di Radda Winery?

### How many hotels will I be able to find near 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?

### What can I see and do near Castello di Radda Winery?

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- [Things to do in Chianti Region ](https://www.expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)
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