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 bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

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

SAR 893

SAR 1,000 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

1.2 km from Castello di Radda Winery

Paul

SAR 1,365

SAR 1,535 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

3. Hotel Villa Campomaggio

3 km from Castello di Radda Winery

Dario

SAR 714

SAR 810 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

4. Hotel Palazzo San niccolò & Spa

1.2 km from Castello di Radda Winery

Afeefa

SAR 466

SAR 538 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

5. La Locanda Volpaia

2.4 km from Castello di Radda Winery

LAURENCE

SAR 516

SAR 580 total

includes taxes & fees

19 Oct - 20 Oct

6. Relais Santa Cristina

2.4 km from Castello di Radda Winery

Luca

SAR 417

SAR 471 total

includes taxes & fees

7 Oct - 8 Oct

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 pathway leading to a large planter.

7. La pietra del cabreo

11.4 km from Castello di Radda Winery

Jorge Aaron

SAR 1,045

SAR 1,166 total

includes taxes & fees

2 Oct - 3 Oct

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

A pool area with a view of a hilly landscape.

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.

8. Borgo Del Cabreo

11.2 km from Castello di Radda Winery

Brian

SAR 1,077

SAR 1,202 total

includes taxes & fees

11 Oct - 12 Oct

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

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

9. Fattoria di Vegi

12.2 km from Castello di Radda Winery

Robin

SAR 906

SAR 1,022 total

includes taxes & fees

25 Oct - 26 Oct

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

A stone building with large windows, outdoor seating, and a gravel driveway.

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

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

10. Pensieri di Cavatina

16.3 km from Castello di Radda Winery

Jean

SAR 747

SAR 855 total

includes taxes & fees

1 Nov - 2 Nov

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.

11. Villa Di Capovento

5.9 km from Castello di Radda Winery

David

SAR 1,212

SAR 1,350 total

includes taxes & fees

12 Oct - 13 Oct

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 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.

12. Agriturismo San Sano

8.5 km from Castello di Radda Winery

Glen

SAR 276

SAR 321 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

13. The Club House

12.2 km from Castello di Radda Winery

Natalyn

SAR 1,356

SAR 1,534 total

includes taxes & fees

1 Nov - 2 Nov

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.

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.

14. L' Eroico

6.3 km from Castello di Radda Winery

Angela

SAR 572

SAR 663 total

includes taxes & fees

7 Oct - 8 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 two-story building with a balcony, a staircase, and a gated entrance.

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

15. Chiantirooms Guesthouse

11 km from Castello di Radda Winery

Pasquale

SAR 367

SAR 420 total

includes taxes & fees

1 Nov - 2 Nov

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

16. Palazzo Squarcialupi

7.3 km from Castello di Radda Winery

yvette

SAR 762

SAR 864 total

includes taxes & fees

31 Oct - 1 Nov

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

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.

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.

17. Hotel Le Fontanelle

12.7 km from Castello di Radda Winery

Cristina

SAR 1,833

SAR 2,059 total

includes taxes & fees

18 Oct - 19 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A poolside area with lounge chairs and a view of the night sky.

A person relaxing in a hot tub with a view of a building and trees in the background.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

18. Belvedere di San Leonino

10.6 km from Castello di Radda Winery

Michelle Reene

SAR 463

SAR 534 total

includes taxes & fees

15 Oct - 16 Oct

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

A covered outdoor seating area with wicker furniture and potted plants.

A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

19. Mariani Bed & Breakfast

7.3 km from Castello di Radda Winery

Frank

SAR 327

SAR 377 total

includes taxes & fees

13 Oct - 14 Oct

A historic stone building with multiple windows and a courtyard.

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

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.

A stone building with outdoor seating and a garden with roses.

20. Borgo San Felice Resort

14 km from Castello di Radda Winery

Cynthia

SAR 2,626

SAR 2,931 total

includes taxes & fees

25 Oct - 26 Oct

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Top Castello di Radda Winery Hotel Reviews

Tenuta CorteDomina

10/10 Excellent

"The hospitality was amazing and the villa and food were incredible! Exceeded our expectations and we had the perfect stay!!"

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."

Villa Le Barone

10/10 Excellent

"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."

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!!"

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Hotel Palazzo San niccolò & Spa

8/10 Good

"Great stay!"

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

10/10 Excellent

"Excellent holiday. Property more than lived up to expectations, perfectly set up. Easy to find, check in very smooth instructions, Location was perfect in Chianti hills - near the supermarket but felt in middle of countryside, lovely villages nearby and easy access to Siena / Arrezzo etcFantastic all round."

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 SAR 321

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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. La Locanda Volpaia

6. Relais Santa Cristina

7. La pietra del cabreo

8. Borgo Del Cabreo

9. Fattoria di Vegi

10. Pensieri di Cavatina

11. Villa Di Capovento

12. Agriturismo San Sano

13. The Club House

14. L' Eroico

15. Chiantirooms Guesthouse

16. Palazzo Squarcialupi

17. Hotel Le Fontanelle

18. Belvedere di San Leonino

19. Mariani Bed & Breakfast

20. Borgo San Felice Resort

Top Castello di Radda Winery Hotel Reviews

Tenuta CorteDomina

Relais Santa Cristina

Villa Le Barone

Podere Terreno alla Via della Volpaia

Hotel Villa Campomaggio

Pieve Aldina - Relais & Châteaux

Borgo Vescine

Hotel Palazzo San niccolò & Spa

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

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