Hotels in Castiglione del Bosco from P5,493 for 2026 - 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 table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

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.

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

1. SI Montalcino Hotel

Montalcino

Sam

P8,481

P9,905 total

includes taxes & fees

Aug 30 - Aug 31

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.

2. Podere Brizio

Montalcino

Orlando Santini

P14,036

P16,017 total

includes taxes & fees

Aug 30 - Aug 31

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.

3. Capanna Suites

Montalcino

Michael

P27,455

P30,920 total

includes taxes & fees

Aug 29 - Aug 30

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.

4. Villa Le Prata - Residenza del Vescovo

Montalcino

Jeffery

P30,772

P34,569 total

includes taxes & fees

Aug 29 - Aug 30

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

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.

5. Hotel Vecchia Oliviera

Montalcino

Roy

P9,129

P10,329 total

includes taxes & fees

Aug 28 - Aug 29

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

A bedroom with a bed, a nightstand, a lamp, a curtain, and a wooden door with a sign.

A traditional kitchen with wooden cabinets, a dining table, and a window providing natural light.

A narrow hallway with wooden doors on either side, leading to a room with a tiled floor and a window with curtains.

6. Idolina Guest House

Montalcino

Bradley

P7,091

P8,376 total

includes taxes & fees

Sep 8 - Sep 9

A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

A room with a large window, wooden floor, and a bed with a blue blanket.

A bedroom with a bed, a view of a village through a window, and a wooden ceiling.

A stone-walled wine cellar with wooden beams, a wooden table, and wine racks.

7. PALAZZO DEL CARDINALE

Montalcino

P7,845

P8,917 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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

8. Le Ragnaie

Montalcino

Douglas

P12,739

P14,734 total

includes taxes & fees

Sep 13 - Sep 14

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

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.

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

9. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

P5,406

P5,947 total

includes taxes & fees

Aug 29 - Aug 30

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.

10. Drogheria & Locanda Franci

Montalcino

Nate

P12,680

P14,669 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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

An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

11. Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

Jason

P96,848

P107,253 total

includes taxes & fees

Aug 28 - Aug 29

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

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

12. Albergo Giardino

Montalcino

Norma

P6,891

P7,868 total

includes taxes & fees

Sep 18 - Sep 19

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

13. Palazzo Lucchini

Montalcino

P28,213

P31,754 total

includes taxes & fees

Aug 27 - Aug 28

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 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.

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

P5,459

P6,365 total

includes taxes & fees

Aug 27 - Aug 28

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

15. Hotel Dei Capitani

Montalcino

Frankie

P9,894

P11,460 total

includes taxes & fees

Aug 30 - Aug 31

A stone building with a pool overlooking a mountainous landscape.

A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

16. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Song

P47,566

P53,042 total

includes taxes & fees

Aug 30 - Aug 31

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.

17. Dimora delle Muse

Montalcino

Bradley N.

P11,642

P13,383 total

includes taxes & fees

Aug 28 - Aug 29

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

18. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

P37,982

P42,502 total

includes taxes & fees

Aug 31 - Sep 1

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.

19. Fattoria Pieve a Salti

Montalcino

Marko

P8,716

P9,876 total

includes taxes & fees

Aug 28 - Aug 29

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.

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

A historic building with a sign reading "HOTEL MORE DI CUNA". It features a brick facade, multiple windows, and an arched entrance.

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

20. Hotel More Di Cuna

Monteroni d'Arbia

Vanessa

P6,922

P7,974 total

includes taxes & fees

Sep 6 - Sep 7

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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

Top Castiglione del Bosco Hotel Reviews

Hotel Corsignano

10/10 Excellent

"We had an exceptional nice stay. I can highly recommend the Corsignano to anyone. It’s just a couple minutes walking distance from the old town … I will definitely stay here again on my next visit to Pienza"

Hotel Italia

10/10 Excellent

"Staff were most courteous, both at front desk (local map offered on checkin) and in breakfast room. Breakfast buffet offered plenty of choices. Room and bathroom clean and tidy. City attractions dispersed throughout city, but walking made them accessible."

Hotel Minerva

10/10 Excellent

"Had a very nice stay here during the Palio. Easy walk to IL Campo. Located in the Lupa Contrada. Nice neighborhood. Easy walk (10-15 minutes) to the train station. Will stay here again when I return to Siena."

L'Orto delle Terme

8/10 Good

"Nice hotel and good location"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent

"Perfect, pristine, could not be any better!"

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent

"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

P4,789

P5,628 total

Aug 28 - Aug 29

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

P6,046

P7,011 total

Aug 30 - Aug 31

includes taxes & fees

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

P6,096

P7,065 total

Aug 27 - Aug 28

includes taxes & fees

8.8/10 Excellent! (104 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

P7,198

P8,206 total

Sep 1 - Sep 2

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

P8,116

P9,287 total

Aug 29 - Aug 30

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'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.

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 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 3400 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.

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. SI Montalcino Hotel

2. Podere Brizio

3. Capanna Suites

4. Villa Le Prata - Residenza del Vescovo

5. Hotel Vecchia Oliviera

6. Idolina Guest House

7. PALAZZO DEL CARDINALE

8. Le Ragnaie

9. Mercure Petriolo Siena Terme Spa Hotel

10. Drogheria & Locanda Franci

11. Castello Banfi - Il Borgo - Relais et Chateaux

12. Albergo Giardino

13. Palazzo Lucchini

14. Hotel Borgo Antico

15. Hotel Dei Capitani

16. Castello di Velona Resort Thermal SPA & Winery

17. Dimora delle Muse

18. Mastrojanni Relais - Small Luxury Hotels of the World

19. Fattoria Pieve a Salti

20. Hotel More Di Cuna

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

Hotel Corsignano

Hotel Italia

Hotel Minerva

L'Orto delle Terme

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Athena

Castello di Velona Resort Thermal SPA & Winery

Mastrojanni Relais - Small Luxury Hotels of the World

Mercure Petriolo Siena Terme Spa Hotel

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Hotel La Terrazza di Montepulciano

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

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