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

Castiglione del Bosco Hotels

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Check prices for these dates

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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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 outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
P115,141
P127,359 total
includes taxes & fees
Oct 30 - Oct 31
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 hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
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 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
P5,948
P8,161 total
includes taxes & fees
Nov 1 - Nov 2
SI Montalcino Hotel
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
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
P26,952
P30,351 total
includes taxes & fees
Nov 5 - Nov 6
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
P12,550
P14,368 total
includes taxes & fees
Oct 31 - Nov 1
Podere Brizio
A hot tub with a view of a historic building and mountains.
A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.
A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.
A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

5. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
United States
Peter
P11,802
P13,686 total
includes taxes & fees
Oct 12 - Oct 13
Casa Franci Montalcino
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.
A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.
A four-poster bed with a bench, stone flooring, and a stone wall.

6. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
P20,341
P23,079 total
includes taxes & fees
Oct 26 - Oct 27
Capanna Suites
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.

7. Le Ragnaie

Le Ragnaie
Montalcino
United States
Trevor
P6,211
P7,536 total
includes taxes & fees
Nov 3 - Nov 4
Le Ragnaie
A logo with a bird and a shield, and the text "AMARAVATI".
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 breakfast table with croissants, a pitcher, a teapot, and a vase with flowers.

8. Hotel Ghibellino

Hotel Ghibellino
Buonconvento
Australia
Anna-Maree
P5,786
P6,576 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Ghibellino
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."
A stone building with a brick archway and a tall cypress tree in front.
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.

9. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
United States
Roy
P9,001
P10,466 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Vecchia Oliviera
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 terrace with outdoor seating, a view of the landscape, and a building with large windows.

10. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
United States
Phillip
P8,193
P9,577 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Dei Capitani
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 wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
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
P5,277
P5,805 total
includes taxes & fees
Oct 13 - Oct 14
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 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.

12. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
P7,950
P9,307 total
includes taxes & fees
Oct 13 - Oct 14
Albergo Giardino
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 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.

13. Palazzo Saloni

Palazzo Saloni
Montalcino
United States
Michael
P16,191
P18,514 total
includes taxes & fees
Nov 9 - Nov 10
Palazzo Saloni
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 pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.
A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

14. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
United States
Gurnek
P27,740
P31,218 total
includes taxes & fees
Nov 7 - Nov 8
Mastrojanni Relais - Small Luxury Hotels of the World
A stone building with a pool overlooking a mountainous landscape.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
Vineyard
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

15. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
P37,239
P41,666 total
includes taxes & fees
Nov 3 - Nov 4
Castello di Velona Resort Thermal SPA & Winery
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 stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.
A narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).

16. 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
P13,327
P15,011 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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 room with a sofa, a checkered rug, a mirror on the wall, and a door leading to another room.

17. Palazzo Lucchini

Palazzo Lucchini
Montalcino
P24,821
P28,007 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Lucchini
A bedroom with a bed, a chair, a table, and a stone wall.
An outdoor patio with stone walls, a pergola, and a table set for dining.
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.

18. Dimora delle Muse

Dimora delle Muse
Montalcino
United States
Bradley N.
P11,030
P12,696 total
includes taxes & fees
Nov 2 - Nov 3
Dimora delle Muse
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.

19. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
United States
Marko
P7,945
P9,021 total
includes taxes & fees
Nov 6 - Nov 7
Fattoria Pieve a Salti
A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.
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.
A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

20. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
P5,885
P6,825 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Borgo Antico
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 outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
P115,141
P127,359 total
includes taxes & fees
Oct 30 - Oct 31
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 hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
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 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
P5,948
P8,161 total
includes taxes & fees
Nov 1 - Nov 2
SI Montalcino Hotel
A logo with a bird and a shield, and the text "AMARAVATI".
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 breakfast table with croissants, a pitcher, a teapot, and a vase with flowers.

Hotel Ghibellino

Hotel Ghibellino
Buonconvento
P5,786
P6,576 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Ghibellino
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.

Le Ragnaie

Le Ragnaie
Montalcino
P6,211
P7,536 total
includes taxes & fees
Nov 3 - Nov 4
Le Ragnaie
A poolside area with two lounge chairs and a woven ottoman.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.
A stone building with a tiled roof, surrounded by greenery and a stone wall.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
P11,514
P13,369 total
includes taxes & fees
Nov 5 - Nov 6
Il Burellino Wine & Resort
A hot tub with a view of a historic building and mountains.
A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.
A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.
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
P11,802
P13,686 total
includes taxes & fees
Oct 12 - Oct 13
Casa Franci Montalcino
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 terrace with outdoor seating, a view of the landscape, and a building with large windows.

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
P8,193
P9,577 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Dei Capitani
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
An arched stone doorway leading to a covered outdoor seating area with a table and benches.
A stone building with a courtyard, large potted plants, and a well-maintained lawn.
A cozy interior with a dining area, a sofa, and a kitchen.

Colsereno Boutique Wine Hotel resort

Colsereno Boutique Wine Hotel resort
Montalcino
P21,195
P24,196 total
includes taxes & fees
Oct 19 - Oct 20
Colsereno Boutique Wine Hotel resort
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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 out? 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 Mürner

Top Castiglione del Bosco Hotel Reviews

Hotel Italia

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."
Ralph 2-night trip
Posted 2 hours 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 5 hours ago
Il Chiostro del Carmine
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful hotel in the city center with free parking which can be difficult to find. The staff was terrific"
Mark 3-night trip
Posted 10 hours ago
Palazzo Ravizza
Hotel Athena

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!"
Hillaine 3-night trip
Posted 1 day ago
Hotel Athena
Hotel San Gregorio

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"
Julia 2-night trip
Posted 2 days ago
Hotel San Gregorio
Grand Hotel Continental Siena – Starhotels Collezione

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."
JOHN 3-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 4 days ago
Castiglion del Bosco, A Rosewood Hotel
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 6 days ago
Four Points by Sheraton Siena
Albergo Le Terme

Albergo Le Terme

10/10 Excellent
"It was amazing."
PAUL 3-night trip
Posted 10 days ago
Albergo Le Terme

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
P3,598
P4,169 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
P4,850
P5,546 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
P5,296
P6,037 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (451 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
P5,959
P6,766 total
Nov 3 - Nov 4
includes taxes & fees
8.8/10 Excellent! (111 reviews)
Albergo Centrale
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
P7,036
P8,022 total
Oct 21 - Oct 22
includes taxes & fees
9.4/10 Exceptional! (214 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 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 3395 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.

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