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 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.

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

1. Tenuta CorteDomina

0.5 km from Castello di Radda Winery

Edgar

￥35,525

￥39,790 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

2. Pieve Aldina - Relais & Châteaux

1.2 km from Castello di Radda Winery

Paul

￥49,835

￥56,244 total

includes taxes & fees

Oct 22 - Oct 23

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

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.

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

3. Hotel Villa Campomaggio

3 km from Castello di Radda Winery

Dario

￥26,225

￥29,915 total

includes taxes & fees

Nov 3 - Nov 4

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

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

4. Palazzo Leopoldo Dimora Storica & Spa

1.2 km from Castello di Radda Winery

Elizabeth

￥17,516

￥20,335 total

includes taxes & fees

Nov 1 - Nov 2

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

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

5. Relais Vignale & Spa

1.2 km from Castello di Radda Winery

Ali

￥27,453

￥35,664 total

includes taxes & fees

Oct 19 - Oct 20

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.

6. Hotel Palazzo San niccolò & Spa

1.2 km from Castello di Radda Winery

Afeefa

￥16,666

￥19,394 total

includes taxes & fees

Nov 2 - Nov 3

7. Relais Santa Cristina

2.4 km from Castello di Radda Winery

Luca

￥16,878

￥19,100 total

includes taxes & fees

Nov 6 - Nov 7

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 grassy field with tall trees and a clear sky.

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

8. Albergo Villa San Michele

6.5 km from Castello di Radda Winery

Michael

￥19,058

￥21,498 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

9. Fattoria di Vegi

12.2 km from Castello di Radda Winery

Robin

￥37,705

￥42,538 total

includes taxes & fees

Oct 26 - Oct 27

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

A stone building with a tiled pathway leading to a large planter.

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

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

10. La pietra del cabreo

11.4 km from Castello di Radda Winery

Jorge Aaron

￥43,708

￥48,791 total

includes taxes & fees

Oct 9 - Oct 10

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 window and a light fixture.

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

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

11. Agriturismo San Sano

8.5 km from Castello di Radda Winery

Glen

￥11,098

￥12,920 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

12. Castello La Leccia

9.6 km from Castello di Radda Winery

Eva

￥35,899

￥40,201 total

includes taxes & fees

Nov 7 - Nov 8

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.

13. The Club House

12.2 km from Castello di Radda Winery

Natalyn

￥52,788

￥59,847 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

14. L' Eroico

6.3 km from Castello di Radda Winery

Angela

￥21,592

￥25,176 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A pool area with lounge chairs, surrounded by well-maintained lawns and trees, with a view of rolling hills in the background.

15. Palazzo Squarcialupi

7.3 km from Castello di Radda Winery

yvette

￥31,864

￥36,118 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

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

16. Hotel Le Fontanelle

12.7 km from Castello di Radda Winery

Cristina

￥73,234

￥82,338 total

includes taxes & fees

Oct 21 - Oct 22

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

A wine tasting event with a focus on a bottle being poured into a glass.

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

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

17. Palagina Il Borgo Agricolo

13.2 km from Castello di Radda Winery

Casey

￥13,776

￥15,332 total

includes taxes & fees

Oct 11 - Oct 12

A historic stone building with multiple windows and a courtyard.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A pool area with lounge chairs and a service person attending to a guest.

18. Borgo San Felice Resort

14 km from Castello di Radda Winery

Cynthia

￥115,778

￥129,136 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A modern interior with a bar area, seating, and a staircase.

19. Locanda le Piazze

12.1 km from Castello di Radda Winery

Colleen

￥58,278

￥65,174 total

includes taxes & fees

Oct 15 - Oct 16

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

A two-story building with a balcony, a staircase, and a gated entrance.

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

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

20. Chiantirooms Guesthouse

11 km from Castello di Radda Winery

Pasquale

￥15,341

￥17,587 total

includes taxes & fees

Nov 1 - Nov 2

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."

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.

See properties

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 ￥12,920

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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. Palazzo Leopoldo Dimora Storica & Spa

5. Relais Vignale & Spa

6. Hotel Palazzo San niccolò & Spa

7. Relais Santa Cristina

8. Albergo Villa San Michele

9. Fattoria di Vegi

10. La pietra del cabreo

11. Agriturismo San Sano

12. Castello La Leccia

13. The Club House

14. L' Eroico

15. Palazzo Squarcialupi

16. Hotel Le Fontanelle

17. Palagina Il Borgo Agricolo

18. Borgo San Felice Resort

19. Locanda le Piazze

20. Chiantirooms Guesthouse

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