Top 10 Hotels in Castiglione del Bosco from NT$2,016 - 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

An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.

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

A rural landscape with a stone house, a swimming pool, and rolling hills in the background.

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

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Mohammed

NT$41,233

NT$45,721 total

includes taxes & fees

Nov 4 - Nov 5

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 poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

2. SI Montalcino Hotel

Montalcino

Farasley

NT$3,087

NT$4,236 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A stone building with a garden and a gazebo.

3. Villa Le Prata - Residenza del Vescovo

Montalcino

Karen

NT$14,200

NT$15,985 total

includes taxes & fees

Nov 6 - Nov 7

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

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

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

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

4. Podere Brizio

Montalcino

Aseem

NT$6,514

NT$7,457 total

includes taxes & fees

Nov 16 - Nov 17

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 staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

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

5. Casa Franci Montalcino

Montalcino

Jim

NT$7,495

NT$8,610 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

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

6. Capanna Suites

Montalcino

Randy

NT$10,557

NT$11,978 total

includes taxes & fees

Oct 26 - Oct 27

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

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

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

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

7. Le Ragnaie

Montalcino

Trevor

NT$3,287

NT$3,981 total

includes taxes & fees

Nov 10 - Nov 11

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

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

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

A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

8. Hotel Dei Capitani

Montalcino

Phillip

NT$4,243

NT$4,959 total

includes taxes & fees

Oct 28 - Oct 29

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

A bar area with two people seated at a counter, a glass display case with bottles, and a vase with flowers on the wall.

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.

9. Hotel Ghibellino

Buonconvento

Anna-Maree

NT$2,996

NT$3,405 total

includes taxes & fees

Oct 30 - Oct 31

A pool with lounge chairs and a sunset view.

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

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

A large, multi-story building with a swimming pool, surrounded by lush greenery.

10. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

NT$2,739

NT$3,086 total

includes taxes & fees

Oct 25 - Oct 26

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

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

11. Palazzo Saloni

Montalcino

Michael

NT$9,145

NT$10,424 total

includes taxes & fees

Nov 1 - Nov 2

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

A rustic interior with stone walls, a large ornate mirror, a blue sofa, and a wooden coffee table.

A view from a window overlooking a rural landscape with fields and distant hills.

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

12. Albergo Giardino

Montalcino

Norma

NT$3,884

NT$4,565 total

includes taxes & fees

Nov 5 - Nov 6

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 bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

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.

13. Hotel Borgo Antico

Monteroni d'Arbia

Charles

NT$2,822

NT$3,287 total

includes taxes & fees

Oct 25 - Oct 26

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 pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

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

14. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Gurnek

NT$13,088

NT$14,762 total

includes taxes & fees

Oct 25 - Oct 26

A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

An aerial view of a stone house with a driveway, a covered outdoor area, and a well-lit landscape at dusk.

A modern kitchen with white cabinetry, a wooden dining table, and a vase with flowers.

A bedroom with a bed, a nightstand, a lamp, and a window with a view of a vineyard and trees.

15. Wine Estate Paradiso di Cacuci

Montalcino

Tony

NT$8,904

NT$10,086 total

includes taxes & fees

Oct 26 - Oct 27

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

A covered outdoor area with a glass roof, bicycles parked, and potted plants.

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

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

16. Palazzuolo

San Quirico d'Orcia

Alberto

NT$3,788

NT$4,313 total

includes taxes & fees

Oct 29 - Oct 30

A clear pool with a stone wall and a wooden bridge.

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.

A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.

17. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

San Quirico d'Orcia

Edward

NT$5,838

NT$6,604 total

includes taxes & fees

Oct 25 - Oct 26

A stone wall with a view of rolling hills and mountains.

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

A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

A courtyard with stone buildings, potted plants, and outdoor seating.

18. Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

Jason

NT$36,187

NT$40,170 total

includes taxes & fees

Oct 30 - Oct 31

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

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

A breakfast buffet with pastries, bread, and condiments.

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

19. L'Orto delle Terme

San Quirico d'Orcia

Tracey

NT$4,053

NT$4,605 total

includes taxes & fees

Oct 25 - Oct 26

A modern bedroom with a large bed, a desk, and a mirror.

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 blue sofa, a small table with a lamp, and a chair.

20. Palazzo Lucchini

Montalcino

NT$12,882

NT$14,536 total

includes taxes & fees

Oct 25 - Oct 26

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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

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Castello di Leonina Relais

10/10 Excellent

"Beautiful place, great food, easy to access location! Loved our stay!"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

NT$1,743

NT$2,027 total

Nov 21 - Nov 22

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

NT$2,474

NT$2,831 total

Nov 4 - Nov 5

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

NT$2,555

NT$2,920 total

Nov 3 - Nov 4

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

NT$2,867

NT$3,263 total

Nov 4 - Nov 5

includes taxes & fees

10/10 Exceptional! (52 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

NT$3,652

NT$4,163 total

Oct 25 - Oct 26

includes taxes & fees

9.4/10 Exceptional! (218 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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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.

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.

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Find hotels in Castiglione del Bosco from NT$2,016

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castiglione del Bosco

Check prices for these dates

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Star rating

Guest rating

Our top choices for Castiglione del Bosco hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. SI Montalcino Hotel

3. Villa Le Prata - Residenza del Vescovo

4. Podere Brizio

5. Casa Franci Montalcino

6. Capanna Suites

7. Le Ragnaie

8. Hotel Dei Capitani

9. Hotel Ghibellino

10. Mercure Petriolo Siena Terme Spa Hotel

11. Palazzo Saloni

12. Albergo Giardino

13. Hotel Borgo Antico

14. Mastrojanni Relais - Small Luxury Hotels of the World

15. Wine Estate Paradiso di Cacuci

16. Palazzuolo

17. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

18. Castello Banfi - Il Borgo - Relais et Chateaux

19. L'Orto delle Terme

20. Palazzo Lucchini

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

NH Siena

Castello di Velona Resort Thermal SPA & Winery

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Minerva

Il Chiostro del Carmine

Castello di Leonina Relais

Hotel Italia

Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Hotel La Terrazza di Montepulciano

Porta Pispini Residence

Frequently asked questions

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