The Best Hotels Closest to Castello di Radda Winery in Radda in Chianti for 2026

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Our top choices for Castello di Radda Winery hotels

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

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

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

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

1. Tenuta CorteDomina

0.3 mi from Castello di Radda Winery

Edgar

$236 nightly

$264 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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.

2. Pieve Aldina - Relais & Châteaux

0.7 mi from Castello di Radda Winery

Paul

$361 nightly

$406 total

Oct 22 - Oct 23

Total with taxes and fees

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.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

3. Hotel Villa Campomaggio

1.9 mi from Castello di Radda Winery

Dario

$138 nightly

$158 total

Nov 3 - Nov 4

Total with taxes and fees

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

A buffet area with various fruits and a bar with bottles.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

4. Hotel Palazzo San niccolò & Spa

0.8 mi from Castello di Radda Winery

Afeefa

$122 nightly

$141 total

Nov 1 - Nov 2

Total with taxes and fees

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

A restaurant with a table set for two, overlooking a scenic landscape.

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

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

5. Relais Vignale & Spa

0.7 mi from Castello di Radda Winery

Ali

$199 nightly

$225 total

Oct 19 - Oct 20

Total with taxes and fees

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

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

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

A narrow street with buildings on either side, a flag, and a bench.

6. Palazzo Leopoldo Dimora Storica & Spa

0.8 mi from Castello di Radda Winery

Elizabeth

$117 nightly

$135 total

Nov 2 - Nov 3

Total with taxes and fees

A wooden deck with a swimming pool, surrounded by lush greenery and a mountainous landscape.

A cozy living room with a fireplace, wooden ceiling beams, and comfortable seating.

A breakfast buffet with various food items and condiments, set against a stone wall backdrop.

A bedroom with a large bed, a chair, a desk, and a window.

7. La Locanda Volpaia

1.5 mi from Castello di Radda Winery

LAURENCE

$128 nightly

$144 total

Oct 20 - Oct 21

Total with taxes and fees

8. Relais Santa Cristina

1.5 mi from Castello di Radda Winery

Luca

$107 nightly

$121 total

Oct 17 - Oct 18

Total with taxes and fees

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

A grassy field with tall trees and a clear sky.

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

A bedroom with a bed, a nightstand, a dresser, a mirror, and a window.

9. Albergo Villa San Michele

4 mi from Castello di Radda Winery

Michael

$114 nightly

$129 total

Oct 16 - Oct 17

Total with taxes and fees

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

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

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.

10. La pietra del cabreo

7.1 mi from Castello di Radda Winery

Jorge Aaron

$297 nightly

$331 total

Oct 15 - Oct 16

Total with taxes and fees

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

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

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.

11. Fattoria di Vegi

7.6 mi from Castello di Radda Winery

Robin

$234 nightly

$264 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

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

A stone building with a balcony, potted plants, and a stone pathway leading to the entrance.

12. Villa Di Capovento

3.6 mi from Castello di Radda Winery

David

$283 nightly

$316 total

Oct 20 - Oct 21

Total with taxes and fees

A restaurant with large windows, a chandelier, and a table set for dining.

A modern outdoor seating area with a wooden pergola, a sofa, and a table.

A building with a sign that reads "PENSIER ECAVATINA."

A swimming pool with a clear blue water surface, surrounded by a building with a tiled roof and a few trees in the background.

13. Pensieri di Cavatina

10.2 mi from Castello di Radda Winery

Jean

$172 nightly

$198 total

Nov 3 - Nov 4

Total with taxes and fees

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

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

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

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

14. Agriturismo San Sano

5.3 mi from Castello di Radda Winery

Glen

$66 nightly

$77 total

Oct 18 - Oct 19

Total with taxes and fees

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

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

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

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

15. Castello La Leccia

6 mi from Castello di Radda Winery

Eva

$203 nightly

$228 total

Nov 3 - Nov 4

Total with taxes and fees

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

An aerial view of a town with a central square, surrounding buildings, and vineyards.

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

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

16. L' Eroico

3.9 mi from Castello di Radda Winery

Angela

$127 nightly

$149 total

Nov 4 - Nov 5

Total with taxes and fees

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.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

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

17. The Club House

7.6 mi from Castello di Radda Winery

Natalyn

$341 nightly

$386 total

Nov 2 - Nov 3

Total with taxes and fees

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

A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

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

A pool area with a view of a hilly landscape.

18. Borgo Del Cabreo

6.9 mi from Castello di Radda Winery

Brian

$272 nightly

$303 total

Oct 11 - Oct 12

Total with taxes and fees

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

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.

19. Palazzo Squarcialupi

4.5 mi from Castello di Radda Winery

yvette

$201 nightly

$228 total

Oct 21 - Oct 22

Total with taxes and fees

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A table set for breakfast with various dishes, drinks, and a newspaper.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

20. Hotel Le Fontanelle

7.9 mi from Castello di Radda Winery

Cristina

$474 nightly

$533 total

Oct 29 - Oct 30

Total with taxes and fees

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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."

Ultimo Mulino Wellness Country Hotel

10/10 Excellent

"Never wanted to leave! Absolutely beautiful hotel, staff was great, food was great, self serve wine bar was even more great! Pool was not heated but it was very refreshing in the hot sun. Very close to Miccine Winery which was beautiful. 10/10 would recommend this stay!"

Tenuta CorteDomina

10/10 Excellent

"10/10 everything. Location is perfect. Wines were great. Restaurant is amazing. Staff is super nice. Room was cleaned and quiet. Perfect place to relax and enjoy Tuscany."

Relais Santa Cristina

10/10 Excellent

"A charming stay that feels like stepping back in time The hotel is incredibly cozy. Yes, it's a little older and could use some updates, but honestly, we loved that charming, old-world atmosphere. It gave us a real step-back-in-time experience, which made our stay feel unique and special. The location is incredible just a short distance from a lovely little village with several restaurants and beautiful streets to explore. The owner was also very nice, welcoming, and friendly. We stayed in the Princess Suite, and the view was absolutely breathtaking — truly something you have to see for yourself. I do think that with a few thoughtful updates - better lighting, nicer bed covers, some bathroom improvements, an iron and a few more towels, as well as refreshed outdoor sofas and lounge chairs — this hotel could feel like a 5-star experience while still keeping its historic charm. If you're looking for a sleek, modern hotel, this probably isn't the place for you. But if you want to experience something charming, historic, and a little like stepping back in time, you'll appreciate this hotel as much as we did."

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!"

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 with a stop 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 charming coffeehouses 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 charming coffeehouses 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 its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, check out the 58 hotels and other accommodations 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 traveler 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 will I be able to find near Castello di Radda Winery?

Expedia has 58 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, 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.

Find hotels near Castello di Radda Winery, Radda in Chianti from $77

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Our top choices for Castello di Radda Winery hotels

1. Tenuta CorteDomina

2. Pieve Aldina - Relais & Châteaux

3. Hotel Villa Campomaggio

4. Hotel Palazzo San niccolò & Spa

5. Relais Vignale & Spa

6. Palazzo Leopoldo Dimora Storica & Spa

7. La Locanda Volpaia

8. Relais Santa Cristina

9. Albergo Villa San Michele

10. La pietra del cabreo

11. Fattoria di Vegi

12. Villa Di Capovento

13. Pensieri di Cavatina

14. Agriturismo San Sano

15. Castello La Leccia

16. L' Eroico

17. The Club House

18. Borgo Del Cabreo

19. Palazzo Squarcialupi

20. Hotel Le Fontanelle

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

Ultimo Mulino Wellness Country Hotel

Tenuta CorteDomina

Relais Santa Cristina

Palazzo Leopoldo Dimora Storica & Spa

Relais Vignale & Spa

Podere Terreno alla Via della Volpaia

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