Castiglione del Bosco Hotels from €59 - Fully Refundable Options

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.

A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

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

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

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Mohammed

€1,810

includes taxes & fees

30 Oct - 31 Oct

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

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

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

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

2. SI Montalcino Hotel

Montalcino

Farasley

€116

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

3. Le Ragnaie

Montalcino

Trevor

€107

includes taxes & fees

3 Nov - 4 Nov

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

4. Hotel Ghibellino

Buonconvento

Anna-Maree

€93

includes taxes & fees

18 Oct - 19 Oct

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.

5. Podere Brizio

Montalcino

Aseem

€204

includes taxes & fees

31 Oct - 1 Nov

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

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.

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

6. Albergo Giardino

Montalcino

Norma

€99

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

7. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

€83

includes taxes & fees

11 Oct - 12 Oct

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.

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

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

8. Hotel Vecchia Oliviera

Montalcino

Roy

€148

includes taxes & fees

21 Oct - 22 Oct

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

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

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."

9. Hotel Dei Capitani

Montalcino

Phillip

€136

includes taxes & fees

20 Oct - 21 Oct

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 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.

10. Hotel Borgo Antico

Monteroni d'Arbia

Charles

€97

includes taxes & fees

31 Oct - 1 Nov

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

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

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

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

11. Fattoria Pieve a Salti

Montalcino

Marko

€128

includes taxes & fees

1 Nov - 2 Nov

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

An underground wine cellar with wooden tables, wine bottles, and a piano.

12. Dimora delle Muse

Montalcino

Bradley N.

€180

includes taxes & fees

2 Nov - 3 Nov

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 four-poster bed with a bench, stone flooring, and a stone wall.

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

13. Capanna Suites

Montalcino

Michael

€317

includes taxes & fees

28 Oct - 29 Oct

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.

14. Casa Franci Montalcino

Montalcino

Peter

€194

includes taxes & fees

12 Oct - 13 Oct

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

A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

15. Villa Le Prata - Residenza del Vescovo

Montalcino

Karen

€431

includes taxes & fees

5 Nov - 6 Nov

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 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.

16. L'Orto delle Terme

San Quirico d'Orcia

Stimson

€129

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

17. Palazzuolo

San Quirico d'Orcia

Alberto

€102

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

18. Palazzo Saloni

Montalcino

Michael

€263

includes taxes & fees

9 Nov - 10 Nov

A stone building with a courtyard and a canal.

A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

A bedroom with a wooden ceiling, a bed with a decorative headboard, a bench, and a large wardrobe.

A spacious room with a large bed, two armchairs, a sofa, and a view of the outdoors through a large window.

19. Palazzo Brandano

Trequanda

Andrew

€72

includes taxes & fees

8 Nov - 9 Nov

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

A staircase with a metal railing leading to a landing.

A brick wall with a number plate and a metal gate.

A bedroom with a bed, two bedside tables with lamps, a window with curtains, and a painting on the wall.

20. L'Aia di Argia

Monteroni d'Arbia

mario

€76

includes taxes & fees

11 Oct - 12 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? 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

Hotel Italia

10/10 Excellent

"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."

Il Chiostro del Carmine

10/10 Excellent

"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."

Palazzo Ravizza

10/10 Excellent

"Beautiful hotel in the city center with free parking which can be difficult to find. The staff was terrific"

Hotel Athena

10/10 Excellent

"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"

Hotel San Gregorio

8/10 Good

"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Nice and quiet excellent hospitality"

Four Points by Sheraton Siena

8/10 Good

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

Albergo Le Terme

10/10 Excellent

"It was amazing."

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

€59

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (258 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

€79

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

€86

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (451 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

€96

3 Nov - 4 Nov

includes taxes & fees

8.8/10 Excellent! (111 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

€114

14 Oct - 15 Oct

includes taxes & fees

9.4/10 Exceptional! (214 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 traveller data. This hotel offers a winery and 2 outdoor pools. Other good options for your trip to 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 are some of the best holiday rentals that Castiglione del Bosco has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This holiday home rental outside of Castiglione del Bosco is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday. 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! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.

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

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

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 accommodation options in the surrounding area. Find out more about Castiglione del Bosco.

What should I do while I'm visiting Castiglione del Bosco?

A favourite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.

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Castel del Piano Holiday Rentals

Castiglione del Bosco Hotels

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. SI Montalcino Hotel

3. Le Ragnaie

4. Hotel Ghibellino

5. Podere Brizio

6. Albergo Giardino

7. Mercure Petriolo Siena Terme Spa Hotel

8. Hotel Vecchia Oliviera

9. Hotel Dei Capitani

10. Hotel Borgo Antico

11. Fattoria Pieve a Salti

12. Dimora delle Muse

13. Capanna Suites

14. Casa Franci Montalcino

15. Villa Le Prata - Residenza del Vescovo

16. L'Orto delle Terme

17. Palazzuolo

18. Palazzo Saloni

19. Palazzo Brandano

20. L'Aia di Argia

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

Hotel Italia

Il Chiostro del Carmine

Palazzo Ravizza

Hotel Athena

Hotel San Gregorio

Grand Hotel Continental Siena – Starhotels Collezione

Castiglion del Bosco, A Rosewood Hotel

Four Points by Sheraton Siena

Albergo Le Terme

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Torre del Fuggisole

Piccolo Hotel Etruria

Albergo Centrale

Hotel La Terrazza di Montepulciano

Porta Pispini Residence

Frequently asked questions

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