Hotels in Castiglione del Bosco - Best Castiglione del Bosco Hotels from £47 - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Castiglione del Bosco

Pet friendly

Apartment

Villa

Apart hotel

Spa

Pool

Hot tub

Condo

Farm

Chalet

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Castiglione del Bosco hotels

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

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

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

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

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Mohammed

£1,034

includes taxes & fees

3 Nov - 4 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.

2. SI Montalcino Hotel

Montalcino

Farasley

£91

includes taxes & fees

9 Nov - 10 Nov

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.

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.

3. Le Ragnaie

Montalcino

Trevor

£90

includes taxes & fees

28 Oct - 29 Oct

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

£73

includes taxes & fees

28 Oct - 29 Oct

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

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

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

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

5. Podere Brizio

Montalcino

Aseem

£164

includes taxes & fees

17 Nov - 18 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 wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

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

6. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Penny

£71

includes taxes & fees

22 Oct - 23 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 terrace with outdoor seating, a view of the landscape, and a building with large windows.

7. Hotel Dei Capitani

Montalcino

Phillip

£114

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

8. Albergo Giardino

Montalcino

Norma

£105

includes taxes & fees

15 Nov - 16 Nov

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 stone building with a garden and a gazebo.

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

9. Villa Le Prata - Residenza del Vescovo

Montalcino

Karen

£363

includes taxes & fees

5 Nov - 6 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 table with a bottle of Brunello di Montalcino wine, a plate of food, and a bowl of bread.

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

10. Fattoria Pieve a Salti

Montalcino

Marko

£94

includes taxes & fees

10 Nov - 11 Nov

A restaurant with tables and wicker chairs, large windows, and a view of buildings 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 courtyard with outdoor seating, a building with multiple windows, and a stone wall.

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

11. Palazzo Saloni

Montalcino

Michael

£224

includes taxes & fees

2 Nov - 3 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 underground wine cellar with wooden tables, wine bottles, and a piano.

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

12. Dimora delle Muse

Montalcino

Bradley N.

£141

includes taxes & fees

7 Nov - 8 Nov

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

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

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

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

13. Casa Franci Montalcino

Montalcino

Joseph

£182

includes taxes & fees

16 Nov - 17 Nov

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

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

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.

14. Hotel Borgo Antico

Monteroni d'Arbia

Charles

£84

includes taxes & fees

26 Oct - 27 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.

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.

15. Capanna Suites

Montalcino

Randy

£249

includes taxes & fees

21 Nov - 22 Nov

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

A breakfast buffet with pastries, bread, and condiments.

16. L'Orto delle Terme

San Quirico d'Orcia

Tracey

£108

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 brick building with two windows and wooden shutters, surrounded by greenery.

A staircase with a metal railing leading to a landing.

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

17. L'Aia di Argia

Monteroni d'Arbia

mario

£62

includes taxes & fees

25 Oct - 26 Oct

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

A room with a central island, a painting on the wall, and a potted plant.

A living room with a red sofa, a coffee table with magazines, a lamp, and a framed botanical display on the wall.

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

18. Palazzo Lucchini

Montalcino

£315

includes taxes & fees

22 Oct - 23 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.

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

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

19. Palazzuolo

San Quirico d'Orcia

Alberto

£100

includes taxes & fees

29 Oct - 30 Oct

A stone building with a courtyard and a canal.

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

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 stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

20. Palazzo Brandano

Trequanda

Peter

£59

includes taxes & fees

4 Nov - 5 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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 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."

Il Chiostro del Carmine

8/10 Good

"We really enjoyed our stay at Il Chiostro del Carmine. The hotel is definitely a little older, but that was part of the charm for us. Staying inside a former monastery gave the property so much character and made it feel completely different from a typical hotel. The location was also excellent. It sits just outside the busiest part of Siena, but we were still within about a 10-minute walk of pretty much everything we wanted to see or do. The atmosphere was peaceful, the setting was unique, and it fit Siena perfectly. If you prefer hotels with history and character over ultra-modern ones, this is a great place to stay."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"La vue est panoramique et le château est grandiose"

Hotel San Gregorio

10/10 Excellent

"Get"

Piccolo Hotel Etruria

10/10 Excellent

"This is a clean and charming hotel very centrally located in Siena. The morning and afternoon staff were very helpful. We will definitely stay at the Piccolo Hotel Etruria on our next visit. We will also recommend it to friends."

L'Orto delle Terme

10/10 Excellent

"Clean room and beautiful Suite. Breakfast was excellent!"

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

Four Points by Sheraton Siena

8/10 Good

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

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

£47

20 Nov - 21 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

£63

20 Nov - 21 Nov

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

£74

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

£75

16 Nov - 17 Nov

includes taxes & fees

10/10 Exceptional! (52 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

£96

30 Oct - 31 Oct

includes taxes & fees

9.4/10 Exceptional! (217 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

What is the best area to stay in Castiglione Del Bosco?

The best area to stay in Castiglione Del Bosco is within the estate itself, specifically around the Borgo, as it offers the most convenient access to all amenities and services.The Borgo is the heart of Castiglione Del Bosco, a beautifully restored historic village that serves as the central hub for guests. It's where you'll find the main reception, the estate's finest restaurants, and many of the facilities. The buildings are traditional Tuscan stone, and the entire area is designed for easy pedestrian access, allowing you to stroll between dining options, the spa, and the main pool with ease.For couples seeking a luxurious and relaxing escape, staying within the Borgo or in one of the nearby suites is ideal. You'll be steps away from gourmet dining experiences, wine tastings at the estate's winery, and the indulgent spa treatments. The picturesque surroundings and the ease of access to all facilities make it superb for a stress-free romantic getaway.Families will also find staying within the Borgo or in a nearby villa highly convenient. The proximity to the main pool, children's activities, and various dining options simplifies planning.

When is the best time to go to Castiglione Del Bosco?

The best time to go to Castiglione Del Bosco is during the spring (April to June) and autumn (September to October) months.These periods offer pleasant weather, ideal for exploring the Tuscan countryside and enjoying the estate's amenities. Spring brings blooming wildflowers and comfortable temperatures, while autumn provides beautiful foliage and the excitement of the grape harvest season. Both seasons allow for outdoor activities without the intense heat of summer.Couples often find these shoulder seasons particularly appealing. The weather is superb for leisurely walks through the vineyards, relaxing by the pool, or enjoying al fresco dining with stunning views. The estate's focus on fine wine and culinary experiences aligns perfectly with the relaxed pace of these months.For travellers interested in the region's agricultural heritage, autumn is especially rewarding. You might witness grape harvesting or olive picking, offering a deeper connection to the local traditions and the estate's operations.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castiglione del Bosco.

How much is the nightly rate at a Castiglione del Bosco hotel?

Prices for hotels in Castiglione del Bosco often vary, but you can find a great deal from £47 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia

Book Hotels in Castiglione del Bosco on Expedia.it

Find hotels in Castiglione del Bosco from £47

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. Mercure Petriolo Siena Terme Spa Hotel

7. Hotel Dei Capitani

8. Albergo Giardino

9. Villa Le Prata - Residenza del Vescovo

10. Fattoria Pieve a Salti

11. Palazzo Saloni

12. Dimora delle Muse

13. Casa Franci Montalcino

14. Hotel Borgo Antico

15. Capanna Suites

16. L'Orto delle Terme

17. L'Aia di Argia

18. Palazzo Lucchini

19. Palazzuolo

20. Palazzo Brandano

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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Il Chiostro del Carmine

Castello di Velona Resort Thermal SPA & Winery

Hotel San Gregorio

Piccolo Hotel Etruria

L'Orto delle Terme

Hotel Chiusarelli

Four Points by Sheraton Siena

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

Explore a world of travel with Expedia

Go further with the Expedia app