Radda in Chianti Castello di Radda Winery Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Castello di Radda Winery hotels

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

A person relaxing in a clear pool surrounded by natural scenery.

1. Pieve Aldina - Relais & Châteaux

1.2 km from Castello di Radda Winery

Paul

HK$2,727

HK$3,070 total

includes taxes & fees

22 Oct - 23 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A table set with wine glasses and a candle, viewed through a window with string lights.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

2. Tenuta CorteDomina

0.5 km from Castello di Radda Winery

Edgar

HK$964

HK$1,096 total

includes taxes & fees

8 Nov - 9 Nov

A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

A narrow street with stone buildings, a wrought iron gate, and a street lamp.

A stone building with a courtyard, a tall tree, and a view of the countryside.

A swimming pool with lounge chairs and a pergola, surrounded by a landscaped garden and a view of a forested hillside.

3. Castello di Volpaia

2.4 km from Castello di Radda Winery

Stenley

HK$1,929

HK$2,157 total

includes taxes & fees

20 Oct - 21 Oct

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

4. Hotel Villa Campomaggio

3 km from Castello di Radda Winery

Dario

HK$1,295

HK$1,477 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining area with a pool, potted plants, and umbrellas.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A villa with a swimming pool, outdoor seating, and a garden.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

5. Relais Vignale & Spa

1.2 km from Castello di Radda Winery

Ali

HK$1,355

HK$1,761 total

includes taxes & fees

19 Oct - 20 Oct

A couple dining at an outdoor table with a view of the countryside.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

6. Palazzo Leopoldo Dimora Storica & Spa

1.2 km from Castello di Radda Winery

Elizabeth

HK$865

HK$1,004 total

includes taxes & fees

1 Nov - 2 Nov

7. Relais Santa Cristina

2.4 km from Castello di Radda Winery

Luca

HK$916

HK$1,033 total

includes taxes & fees

12 Oct - 13 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

8. Fattoria di Vegi

12.2 km from Castello di Radda Winery

Robin

HK$1,917

HK$2,161 total

includes taxes & fees

26 Oct - 27 Oct

A covered patio with wooden tables and chairs, large windows, and a view of the garden.

A bedroom with a bed, a sofa, a dresser, and a window.

A rustic stone building with a tiled roof, surrounded by a wooden fence and tall trees.

A grassy field with tall trees and a clear sky.

9. Albergo Villa San Michele

6.5 km from Castello di Radda Winery

Michael

HK$1,034

HK$1,164 total

includes taxes & fees

16 Oct - 17 Oct

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

A bedroom with a large bed, a bedside table, and a chair.

A pool area with a view of a hilly landscape.

10. Borgo Del Cabreo

11.2 km from Castello di Radda Winery

Brian

HK$1,870

HK$2,092 total

includes taxes & fees

13 Oct - 14 Oct

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

11. Castello La Leccia

9.6 km from Castello di Radda Winery

Eva

HK$1,574

HK$1,766 total

includes taxes & fees

2 Nov - 3 Nov

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

12. Agriturismo San Sano

8.5 km from Castello di Radda Winery

Glen

HK$571

HK$663 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor seating area with wicker chairs and umbrellas, surrounded by lush greenery and stone pathways.

A pool area with lounge chairs, a wooden deck, and a clear view of the surrounding landscape.

A dining table set with wine glasses, a candle, and a decorative vase.

A garden with stone steps, outdoor seating, and a variety of plants.

13. Villa Di Capovento

5.9 km from Castello di Radda Winery

David

HK$2,567

HK$2,859 total

includes taxes & fees

22 Oct - 23 Oct

A stone building with a circular window and a door, surrounded by purple flowers.

A bottle of wine and two glasses on a windowsill with a vineyard view.

A stone building with a tiled roof, arched windows, and a well-maintained lawn.

A terrace with wicker furniture, a pool, and a vineyard view.

14. La pietra del cabreo

11.4 km from Castello di Radda Winery

Jorge Aaron

HK$1,870

HK$2,092 total

includes taxes & fees

13 Oct - 14 Oct

A stone building with a yellow sign reading "b&b erioico".

A stone building with a wooden door and shutters, a sign reading "b.v. eroico", and a number "19" on the wall.

A modern dining area with a wooden table, glass vases, and a staircase with glass railings.

A hotel room with neatly folded towels on the bed, a wooden headboard, and a green pendant light.

15. L' Eroico

6.3 km from Castello di Radda Winery

Angela

HK$1,066

HK$1,243 total

includes taxes & fees

2 Nov - 3 Nov

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

16. The Club House

12.2 km from Castello di Radda Winery

Natalyn

HK$2,802

HK$3,170 total

includes taxes & fees

1 Nov - 2 Nov

A spa area with a stone ceiling, a large bathtub, and a seating area.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

A historic building with a courtyard, stone arches, and a tiled roof.

A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

17. Palazzo Squarcialupi

7.3 km from Castello di Radda Winery

yvette

HK$1,539

HK$1,746 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

A room with two white armchairs, a small white table with a lamp, a rug, and framed pictures on the wall.

A bedroom with a stone wall, a TV, a chandelier, a bed, a nightstand, and a window with curtains.

A living room with a sofa, a cabinet, and two wall-mounted lamps.

18. Chiantirooms Guesthouse

11 km from Castello di Radda Winery

Pasquale

HK$757

HK$868 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

A rural setting with multiple small cabins surrounded by a garden with raised beds and various plants.

A rustic wooden building with a covered patio and a garden in front.

A garden with raised beds and small wooden structures, likely guest rooms, surrounded by trees and hills.

19. Palagina Il Borgo Agricolo

13.2 km from Castello di Radda Winery

Casey

HK$680

HK$757 total

includes taxes & fees

12 Oct - 13 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A vineyard landscape with rows of grapevines and a person holding a glass.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

20. Locanda le Piazze

12.1 km from Castello di Radda Winery

Colleen

HK$2,877

HK$3,217 total

includes taxes & fees

19 Oct - 20 Oct

View all properties

Top Castello di Radda Winery Hotel Reviews

La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C

10/10 Excellent

"This is, by far, one of the best rental properties I’ve stayed in. This place is much better than what you can see in the pictures. It’s beautiful and absolutely impeccable. I had an amazing stay. The house is very well maintained and cared for. It’s beautiful and very complete with everything you need for a very comfortable and great stay. The pool is stunning and absolutely clean and well maintained. The area is beautiful and very quiet. I absolutely recommend this property for the perfect Tuscan vacation.I’m already looking for dates to come back very soon.Thank you Carlo and Michelle for allowing us to enjoy your home. It’s a piece of paradise in the middle of Tuscany. This trip was my mom’s dream and your place was instrumental to make this trip be perfect."

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Palazzo Leopoldo Dimora Storica & Spa

10/10 Excellent

"Amazing historical hotel in a beautiful town, 10 out of 10."

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

Podere Terreno alla Via della Volpaia

10/10 Excellent

"This is a magical place! I’m in love! Kristina and Daniela’s hospitality knows no bounds! The dinner, the wine tour, and the company were excellent!"

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Pieve Aldina - Relais & Châteaux

10/10 Excellent

"An amazing staff and property! Hated to leave!!"

Hotel Palazzo San niccolò & Spa

8/10 Good

"Great stay!"

Other attractions near Castello di Radda Winery

Volpaia

10.0/10 (1 review)

You can enjoy a tasting or tour at Volpaia during your travels to Volpaia.

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Castello di Albola

9.0/10 (9 reviews)

You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area or enjoy its local tours.

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Il Molino di Grace Winery

10.0/10 (2 reviews)

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 quaint area.

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Pieve di Spaltenna

Learn about the local history of Gaiole in Chianti when you spend time at Pieve di Spaltenna. Visit the spas in this quaint area or simply enjoy its wineries.

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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 quaint area or enjoy its local tours.

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Pieve di San Leolino

8.0/10 (4 reviews)

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

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PoggioBrandani

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

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Gaiole in Chianti Stadium

Catch an event at Gaiole in Chianti Stadium during your trip to Gaiole in Chianti. Discover the beautiful countryside and cosy cafes in this walkable area.

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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 58 hotels and other accommodation options you'll find within a mile.

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

Relais Vignale & Spa is one of the top choices for your stay based on our traveller data, and this hotel offers a full-service spa and a restaurant. It's located just a short 0.7 mi (1.2 km) from Castello di Radda Winery. Other good options within a short distance include Pieve Aldina - Relais & Châteaux and Tenuta CorteDomina.

How many hotels can I expect to find near Castello di Radda Winery?

Expedia has 58 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, Volpaia and Gaiole in Chianti Stadium 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.

Radda in Chianti Castello di Radda Winery Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castello di Radda Winery hotels

1. Pieve Aldina - Relais & Châteaux

2. Tenuta CorteDomina

3. Castello di Volpaia

4. Hotel Villa Campomaggio

5. Relais Vignale & Spa

6. Palazzo Leopoldo Dimora Storica & Spa

7. Relais Santa Cristina

8. Fattoria di Vegi

9. Albergo Villa San Michele

10. Borgo Del Cabreo

11. Castello La Leccia

12. Agriturismo San Sano

13. Villa Di Capovento

14. La pietra del cabreo

15. L' Eroico

16. The Club House

17. Palazzo Squarcialupi

18. Chiantirooms Guesthouse

19. Palagina Il Borgo Agricolo

20. Locanda le Piazze

Top Castello di Radda Winery Hotel Reviews

La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Palazzo Leopoldo Dimora Storica & Spa

Relais Vignale & Spa

Podere Terreno alla Via della Volpaia

Hotel Villa Campomaggio

Pieve Aldina - Relais & Châteaux

Hotel Palazzo San niccolò & Spa

Other attractions near Castello di Radda Winery

Volpaia

Castello di Albola

Il Molino di Grace Winery

Pieve di Spaltenna

Church of San Sigismondo

Pieve di San Leolino

PoggioBrandani

Gaiole in Chianti Stadium

Frequently asked questions