Hotels in Castiglione del Bosco - Best Castiglione del Bosco Hotels from £75 - 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

Villa

Apartment

Condo

Spa

Hot tub

Apart hotel

Pool

Farm

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Talib

£1,885

includes taxes & fees

27 Sept - 28 Sept

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.

2. Le Ragnaie

Montalcino

Douglas

£117

includes taxes & fees

2 Oct - 3 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 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.

3. Albergo Giardino

Montalcino

Norma

£93

includes taxes & fees

7 Sept - 8 Sept

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

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

4. Podere Brizio

Montalcino

Orlando Santini

£223

includes taxes & fees

7 Sept - 8 Sept

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

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

5. Hotel Dei Capitani

Montalcino

Frankie

£121

includes taxes & fees

6 Oct - 7 Oct

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.

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.

6. Fattoria Pieve a Salti

Montalcino

Marko

£111

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

7. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

£75

includes taxes & fees

7 Sept - 8 Sept

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

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

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.

8. Capanna Suites

Montalcino

Michael

£407

includes taxes & fees

29 Sept - 30 Sept

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

9. Dimora delle Muse

Montalcino

Bradley N.

£177

includes taxes & fees

6 Sept - 7 Sept

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.

10. Hotel Vecchia Oliviera

Montalcino

Roy

£158

includes taxes & fees

16 Sept - 17 Sept

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

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

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.

11. Drogheria & Locanda Franci

Montalcino

Martin

£170

includes taxes & fees

6 Sept - 7 Sept

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

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

12. Villa Le Prata - Residenza del Vescovo

Montalcino

Jeffery

£485

includes taxes & fees

11 Sept - 12 Sept

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

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 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.

13. Hotel Borgo Antico

Monteroni d'Arbia

Charles

£109

includes taxes & fees

7 Sept - 8 Sept

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

A bedroom with a single bed, a wooden desk, a window with a view, and a door leading to a bathroom.

A building with a brick archway entrance, a wooden door, and a sign indicating 'Palazzo Lucchini.'

A man walking through a hallway with an arched ceiling and an elevator in the background.

14. Palazzo Lucchini

Montalcino

£339

includes taxes & fees

8 Sept - 9 Sept

A spacious indoor area with a brick archway leading to a kitchen, wooden tables and chairs, and large windows offering a view of the outdoors.

A rocking chair with a cushion and a pillow, positioned against a wall with a tiled floor.

A bedroom with a large bed, wooden ceiling beams, an arched brick ceiling, and a TV on the wall.

An outdoor patio with brick flooring and metal furniture, surrounded by a brick building and greenery.

15. Hotel More Di Cuna

Monteroni d'Arbia

Somayyeh

£92

includes taxes & fees

10 Sept - 11 Sept

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

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

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

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

16. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

£362

includes taxes & fees

5 Oct - 6 Oct

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.

17. L'Aia di Argia

Monteroni d'Arbia

mario

£65

includes taxes & fees

6 Sept - 7 Sept

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.

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

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

18. Palazzuolo

San Quirico d'Orcia

Rubens

£102

includes taxes & fees

7 Sept - 8 Sept

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

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.

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

19. L'Orto delle Terme

San Quirico d'Orcia

Stimson

£115

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a bed, a desk, a chair, and a television.

A room with a single bed, two framed pictures on the wall, and a thermostat.

A room with a sofa, a bed, a table, and a view of the outdoors.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

20. Relais Cloister Pienza

Pienza

"Il personale che mi ha accolto è stato molto gentile ed ha saputo consigliarmi locali molto belli nelle vicinanze. L’hotel risponde di un buonissimo ristorante, situato in una terrazza panoramica che affaccia su tutta la Val d’Orcia. Dalla mia stanza vedevo la famosissima strada dove è stata girata l’ultima scena del film Il Gladiatore. La colazione era ricca, abbondante e per tutti i giusti! Tutto il personale è stato incredibilmente gentile ed ha reso il soggiorno un ricordo memorabile....

Danny

£113

includes taxes & fees

22 Sept - 23 Sept

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

Top Castiglione del Bosco Hotel Reviews

L'Orto delle Terme

10/10 Excellent

"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"

Hotel Athena

10/10 Excellent

"Elegant, well appointed. Having a balcony was wonderful. Nice bar and restaurant."

Palazzo Ravizza

8/10 Good

"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."

Hotel Italia

10/10 Excellent

"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Everything was great would have been a little more accomadating to be able to do laundry but overall a great experience."

Hotel Chiusarelli

8/10 Good

"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."

Hotel Minerva

10/10 Excellent

"We would first like to thank Alessandra at the front desk she was so friendly, knowledgeable, informative, friendly, she helped us soo much! The hotel is great, clean, rooms decent size , bathroom is average size , the room and bathroom clean, and the staff was so great and friendly. Great location close to everything, and well maintained. They offered underground parking $20 night, no outside parking. The breakfast was great and the staff so friendly. Great outside area for sitting and breakfast.we had a balcony with amazing views."

Castello di Leonina Relais

10/10 Excellent

"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Great location, beautiful rooms, wonderful staff!"

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

£83

30 Sept - 1 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

£91

6 Sept - 7 Sept

includes taxes & fees

8.8/10 Excellent! (105 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

£96

10 Sept - 11 Sept

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

£98

13 Sept - 14 Sept

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

£123

6 Sept - 7 Sept

includes taxes & fees

10/10 Exceptional! (48 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

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 £75 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 £75

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. Le Ragnaie

3. Albergo Giardino

4. Podere Brizio

5. Hotel Dei Capitani

6. Fattoria Pieve a Salti

7. Mercure Petriolo Siena Terme Spa Hotel

8. Capanna Suites

9. Dimora delle Muse

10. Hotel Vecchia Oliviera

11. Drogheria & Locanda Franci

12. Villa Le Prata - Residenza del Vescovo

13. Hotel Borgo Antico

14. Palazzo Lucchini

15. Hotel More Di Cuna

16. Mastrojanni Relais - Small Luxury Hotels of the World

17. L'Aia di Argia

18. Palazzuolo

19. L'Orto delle Terme

20. Relais Cloister Pienza

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

L'Orto delle Terme

Hotel Athena

Palazzo Ravizza

Hotel Italia

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Chiusarelli

Hotel Minerva

Castello di Leonina Relais

Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Albergo Centrale

Piccolo Hotel Etruria

Hotel La Terrazza di Montepulciano

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app