Top 10 Hotels in Castiglione del Bosco from AED 230 - Competitive Prices

A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

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Our top choices for Castiglione del Bosco hotels

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Abdel

AED 6,704

AED 7,415 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A stone building with a wooden deck and white lounge chairs.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A stone building with a pool, lounge chairs, and a garden with flowers.

2. Podere Brizio

Montalcino

Aseem

AED 737

AED 844 total

includes taxes & fees

31 Oct - 1 Nov

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A kitchen with a buffet setup, including a variety of food items and glassware.

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

3. SI Montalcino Hotel

Montalcino

Sam

AED 325

AED 453 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a tray with tea and a teapot, and a decorative headboard.

A breakfast table with croissants, a pitcher, a teapot, and a vase with flowers.

A room with red leather sofas, a glass coffee table, and potted plants.

4. Hotel Ghibellino

Buonconvento

Anna-Maree

AED 326

AED 371 total

includes taxes & fees

19 Oct - 20 Oct

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

A buffet setup with various food items, a coffee station, and a counter with beverages.

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

5. Hotel Dei Capitani

Montalcino

Phillip

AED 454

AED 532 total

includes taxes & fees

7 Oct - 8 Oct

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A room with a large window, a door, and a view of a landscape.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

6. Capanna Suites

Montalcino

Michael

AED 1,155

AED 1,312 total

includes taxes & fees

28 Oct - 29 Oct

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

7. Le Ragnaie

Montalcino

Trevor

AED 395

AED 475 total

includes taxes & fees

3 Nov - 4 Nov

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

A stone building with a garden and a gazebo.

A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

8. Villa Le Prata - Residenza del Vescovo

Montalcino

Karen

AED 1,607

AED 1,810 total

includes taxes & fees

4 Nov - 5 Nov

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

An aerial view of a two-story stone building with a swimming pool in the foreground.

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

9. Hotel Vecchia Oliviera

Montalcino

Roy

AED 560

AED 649 total

includes taxes & fees

19 Oct - 20 Oct

A pool with a modern water feature and a stone structure.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

A buffet table with various desserts and a long dining area with tables and chairs.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

AED 309

AED 340 total

includes taxes & fees

14 Oct - 15 Oct

A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

A courtyard with a stone wall, a small pond, and a waterfall. There are trees and plants around, and a building in the background.

A hotel room with a bed, a nightstand with bottles, a chair, and a wardrobe.

A stone building with the name "Albergoggiardino" above the entrance. Inside, there is a chandelier, a clock, and a blue chair.

11. Albergo Giardino

Montalcino

Norma

AED 343

AED 410 total

includes taxes & fees

4 Nov - 5 Nov

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

12. Hotel Borgo Antico

Monteroni d'Arbia

Charles

AED 346

AED 401 total

includes taxes & fees

31 Oct - 1 Nov

A hot tub with a view of a historic building and mountains.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.

13. Casa Franci Montalcino

Montalcino

Peter

AED 717

AED 830 total

includes taxes & fees

14 Oct - 15 Oct

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

14. Palazzo Saloni

Montalcino

Michael

AED 846

AED 971 total

includes taxes & fees

4 Nov - 5 Nov

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

A window with a view of a green landscape, including trees and distant hills.

A rustic interior with a brick fireplace, wooden beams, and a bar area.

An aerial view of a property with a main building, a swimming pool, and surrounding green fields.

15. Fattoria Pieve a Salti

Montalcino

Marko

AED 447

AED 508 total

includes taxes & fees

6 Nov - 7 Nov

A person serving food at a table with various dishes and a wine rack in the background.

A spacious room with a large wooden table, multiple drawers, and a colorful abstract painting on the wall.

A room with a sofa, a checkered rug, a mirror on the wall, and a door leading to another room.

A bedroom with a large bed, a wardrobe, a chair, and a ceiling with exposed beams.

16. Palazzo Lucchini

Montalcino

AED 1,428

AED 1,612 total

includes taxes & fees

8 Oct - 9 Oct

A bedroom with a bed, a chair, a table, and a stone wall.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

An underground wine cellar with brick walls, wooden tables, and chairs.

An outdoor patio with stone walls, a pergola, and a table set for dining.

17. Dimora delle Muse

Montalcino

Bradley N.

AED 648

AED 746 total

includes taxes & fees

2 Nov - 3 Nov

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

18. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

AED 1,705

AED 1,916 total

includes taxes & fees

7 Oct - 8 Oct

An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.

An aerial view of a town with a central square, a swimming pool, and surrounding residential buildings.

A view through a window of a courtyard with a pool, trees, and a building in the background.

An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.

19. Palazzuolo

San Quirico d'Orcia

Alberto

AED 354

AED 406 total

includes taxes & fees

12 Oct - 13 Oct

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

A woman in a green swimsuit standing in a pool with a stone wall and a glass ceiling.

A stone building with a view of a courtyard, a pool, and surrounding greenery.

A couple in a hot tub with water jets, surrounded by a wooden wall and a blurred background.

20. L'Orto delle Terme

San Quirico d'Orcia

Stimson

AED 466

AED 530 total

includes taxes & fees

15 Oct - 16 Oct

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Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

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Learn more about Castiglione del Bosco

Love history and dining out? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco

A stone staircase leading to a stone building surrounded by hedges.

Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"We spent four nights in Siena as a base for other tuscan adventures. Loved the authenticity of the piazza. The staff are exceptional and very attentive. The contential breakfast is well appointed and available coffee choices excellent. Don't miss sunset in the back garden bellicimo."

Castiglion del Bosco, A Rosewood Hotel

8/10 Good

"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Il Chiostro del Carmine

10/10 Excellent

"Room clean large spacious staff friendly helpful good quiet location great views"

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

L'Orto delle Terme

10/10 Excellent

"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

AED 198

AED 230 total

5 Nov - 6 Nov

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

AED 301

AED 343 total

5 Nov - 6 Nov

includes taxes & fees

7.8/10 Good! (447 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

AED 312

AED 355 total

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

AED 342

AED 389 total

5 Nov - 6 Nov

includes taxes & fees

8.8/10 Excellent! (109 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

AED 413

AED 471 total

12 Oct - 13 Oct

includes taxes & fees

9.4/10 Exceptional! (212 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Hotels in Castiglione del Bosco with star-rating

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?

Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Castiglione del Bosco.

What's the top vacation rental in Castiglione del Bosco?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: Visitors like this Castiglione del Bosco vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. See all vacation rentals in Castiglione del Bosco.

If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel before 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, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.

Where can I learn more about changing or cancelling my trip to Castiglione del Bosco?

For additional details about changing or cancelling your trip to Castiglione del Bosco, go to https://www.expedia.com/service/.

What's the best boutique-style accommodation in Castiglione del Bosco?

Castiglion del Bosco, A Rosewood Hotel is a favorite hotel with our travelers looking for a stylish accommodation, and features 42 guestrooms, a winery, and 2 restaurants. See all boutique hotels in Castiglione del Bosco.

What's the best place to stay near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

What is staying in Castiglione del Bosco like?

Visitors can enjoy all that Castiglione del Bosco has to offer including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 3395 hotels and other accommodations in the surrounding area. Find out more about Castiglione del Bosco.

What is there to see in Castiglione del Bosco?

A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Check out what more to see and do in Expedia's Castiglione del Bosco guide.

What's the weather like in Castiglione del Bosco?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.

Find hotels in Castiglione del Bosco from AED 230

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castiglione del Bosco

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castiglione del Bosco hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. Podere Brizio

3. SI Montalcino Hotel

4. Hotel Ghibellino

5. Hotel Dei Capitani

6. Capanna Suites

7. Le Ragnaie

8. Villa Le Prata - Residenza del Vescovo

9. Hotel Vecchia Oliviera

10. Mercure Petriolo Siena Terme Spa Hotel

11. Albergo Giardino

12. Hotel Borgo Antico

13. Casa Franci Montalcino

14. Palazzo Saloni

15. Fattoria Pieve a Salti

16. Palazzo Lucchini

17. Dimora delle Muse

18. Mastrojanni Relais - Small Luxury Hotels of the World

19. Palazzuolo

20. L'Orto delle Terme

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

Castiglion del Bosco, A Rosewood Hotel

Four Points by Sheraton Siena

Il Chiostro del Carmine

Hotel Minerva

Grand Hotel Continental Siena – Starhotels Collezione

Castello di Velona Resort Thermal SPA & Winery

L'Orto delle Terme

Hotel Chiusarelli

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Hotel La Terrazza di Montepulciano

Porta Pispini Residence

Hotels in Castiglione del Bosco with star-rating

Frequently asked questions

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