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

Castiglione del Bosco Hotels from โ‚น6,299

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Check prices for these dates

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
โ‚น112,910
โ‚น125,264 total
includes taxes & fees
3 Nov - 4 Nov
Castiglion del Bosco, A Rosewood Hotel
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 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

SI Montalcino Hotel
Montalcino
United States
Farasley
โ‚น8,089
โ‚น11,343 total
includes taxes & fees
26 Oct - 27 Oct
SI Montalcino Hotel
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 picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

3. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
Canada
Karen
โ‚น39,668
โ‚น44,700 total
includes taxes & fees
16 Nov - 17 Nov
Villa Le Prata - Residenza del Vescovo
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A stone building with a wooden deck and white lounge chairs.
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.

4. Podere Brizio

Podere Brizio
Montalcino
United States
Aseem
โ‚น18,963
โ‚น21,710 total
includes taxes & fees
31 Oct - 1 Nov
Podere Brizio
A poolside area with lounge chairs, a table with drinks, and a view of hills.
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.
An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

5. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
โ‚น30,812
โ‚น34,960 total
includes taxes & fees
26 Oct - 27 Oct
Capanna Suites
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 wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.
A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

6. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
United States
Joseph
โ‚น18,131
โ‚น21,010 total
includes taxes & fees
16 Nov - 17 Nov
Casa Franci Montalcino
A logo with a bird and a shield, and the text "AMARAVATI".
A room with red leather sofas, a glass coffee table, and potted plants.
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.

7. Hotel Ghibellino

Hotel Ghibellino
Buonconvento
Australia
Anna-Maree
โ‚น7,938
โ‚น9,051 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Ghibellino
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
A stone building with a swimming pool, white lounge chairs, and a white umbrella.
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.

8. Le Ragnaie

Le Ragnaie
Montalcino
United States
Trevor
โ‚น9,039
โ‚น11,007 total
includes taxes & fees
3 Nov - 4 Nov
Le Ragnaie
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 balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

9. Palazzo Saloni

Palazzo Saloni
Montalcino
United States
Michael
โ‚น24,037
โ‚น27,506 total
includes taxes & fees
16 Nov - 17 Nov
Palazzo Saloni
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 hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

10. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
United States
Phillip
โ‚น10,954
โ‚น12,902 total
includes taxes & fees
21 Oct - 22 Oct
Hotel Dei Capitani
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.
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.

11. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
โ‚น7,974
โ‚น8,771 total
includes taxes & fees
18 Oct - 19 Oct
Mercure Petriolo Siena Terme Spa Hotel
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 courtyard with a stone wall, a small pond, and a waterfall. There are trees and plants around, and a building in the background.
A hotel room with a bed, a nightstand with bottles, a chair, and a wardrobe.

12. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
โ‚น10,884
โ‚น12,825 total
includes taxes & fees
16 Nov - 17 Nov
Albergo Giardino
A stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

13. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
โ‚น51,896
โ‚น58,152 total
includes taxes & fees
16 Nov - 17 Nov
Castello di Velona Resort Thermal SPA & Winery
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
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.

14. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
United States
Gurnek
โ‚น41,915
โ‚น47,169 total
includes taxes & fees
7 Nov - 8 Nov
Mastrojanni Relais - Small Luxury Hotels of the World
A bedroom with a bed, a chair, a table, and a stone wall.
An underground wine cellar with brick walls, wooden tables, and chairs.
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.

15. Dimora delle Muse

Dimora delle Muse
Montalcino
United States
Bradley N.
โ‚น16,666
โ‚น19,183 total
includes taxes & fees
2 Nov - 3 Nov
Dimora delle Muse
A person serving food at a table with various dishes and a wine rack in the background.
A kitchen with a built-in shelf displaying various food items and kitchenware.
A bedroom with a large bed, a wardrobe, a chair, and a ceiling with exposed beams.
A spacious room with a large wooden table, multiple drawers, and a colorful abstract painting on the wall.

16. Palazzo Lucchini

Palazzo Lucchini
Montalcino
โ‚น35,421
โ‚น40,026 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Lucchini
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 historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.
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.

17. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
โ‚น9,569
โ‚น11,057 total
includes taxes & fees
19 Oct - 20 Oct
Hotel Borgo Antico
A playground with a swing set and climbing structure, surrounded by trees and a view of distant mountains.
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.
A table with a bottle of Brunello di Montalcino wine, a plate of food, and a bowl of bread.

18. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
United States
Marko
โ‚น10,430
โ‚น11,899 total
includes taxes & fees
10 Nov - 11 Nov
Fattoria Pieve a Salti
A clear pool with a stone wall and a wooden bridge.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.
A narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).
A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.

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

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
San Quirico d'Orcia
United States
Edward
โ‚น22,465
โ‚น25,244 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

20. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
โ‚น105,619
โ‚น117,247 total
includes taxes & fees
1 Nov - 2 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
View all properties

Hotels recommended for families in Castiglione del Bosco

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
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.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
โ‚น112,910
โ‚น125,264 total
includes taxes & fees
3 Nov - 4 Nov
Castiglion del Bosco, A Rosewood Hotel
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 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.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
โ‚น8,089
โ‚น11,343 total
includes taxes & fees
26 Oct - 27 Oct
SI Montalcino Hotel
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 wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.
A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
โ‚น18,131
โ‚น21,010 total
includes taxes & fees
16 Nov - 17 Nov
Casa Franci Montalcino
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
A stone building with a swimming pool, white lounge chairs, and a white umbrella.
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.

Le Ragnaie

Le Ragnaie
Montalcino
โ‚น9,039
โ‚น11,007 total
includes taxes & fees
3 Nov - 4 Nov
Le Ragnaie
A poolside area with two lounge chairs and a woven ottoman.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A stone building with a tiled roof, surrounded by greenery and a stone wall.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
โ‚น15,988
โ‚น18,440 total
includes taxes & fees
15 Nov - 16 Nov
Il Burellino Wine & Resort
A logo with a bird and a shield, and the text "AMARAVATI".
A room with red leather sofas, a glass coffee table, and potted plants.
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.

Hotel Ghibellino

Hotel Ghibellino
Buonconvento
โ‚น7,938
โ‚น9,051 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Ghibellino
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 hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
โ‚น10,954
โ‚น12,902 total
includes taxes & fees
21 Oct - 22 Oct
Hotel Dei Capitani
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 balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

Palazzo Saloni

Palazzo Saloni
Montalcino
โ‚น24,037
โ‚น27,506 total
includes taxes & fees
16 Nov - 17 Nov
Palazzo Saloni
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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.
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.
Photo by Mario Mรผrner

Top Castiglione del Bosco Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le chรขteau est grandiose"
Annie 4-night trip
Posted less than an hour ago
Castello di Velona Resort Thermal SPA & Winery
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Get"
Taisa 1-night trip
Posted 1 hour ago
Hotel San Gregorio
Grand Hotel Continental Siena โ€“ Starhotels Collezione

Grand Hotel Continental Siena โ€“ Starhotels Collezione

10/10 Excellent
"Amazing beautiful hotel in historic palace! Love it!"
Chunhua 2-night trip
Posted 1 hour ago
Grand Hotel Continental Siena โ€“ Starhotels Collezione
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Clean room and beautiful Suite. Breakfast was excellent!"
Tracey 2-night trip
Posted 23 hours ago
L'Orto delle Terme
Hotel Chiusarelli

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."
Victor 4-night trip
Posted 23 hours ago
Hotel Chiusarelli
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 2 days ago
Palazzo Ravizza
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 4 days ago
Hotel Italia
Il Chiostro del Carmine

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."
Katharine 3-night trip
Posted 6 days ago
Il Chiostro del Carmine
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 12 days ago
Four Points by Sheraton Siena

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
โ‚น5,437
โ‚น6,299 total
14 Nov - 15 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
โ‚น7,203
โ‚น8,242 total
9 Nov - 10 Nov
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
โ‚น7,346
โ‚น8,401 total
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
โ‚น8,919
โ‚น10,130 total
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Piรฉ al Sasso 16 Montepulciano SI
โ‚น10,632
โ‚น12,120 total
21 Oct - 22 Oct
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
Hotel La Terrazza di Montepulciano
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

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 โ€“ 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! 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 22ยฐC, while the coldest months are January and February, with an average of 6ยฐC. Average annual precipitation for Castiglione del Bosco is 944 mm.

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