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

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Check availability on Castiglione del Bosco Boutique Hotels

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Castiglione del Bosco boutique 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 aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
฿77,834
฿85,998 total
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel
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 buffet table with various desserts and a long dining area with tables and chairs.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
฿2,854
฿3,139 total
includes taxes & fees
1 Oct - 2 Oct
Mercure Petriolo Siena Terme Spa Hotel
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 dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

3. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
฿24,266
฿27,074 total
includes taxes & fees
25 Oct - 26 Oct
Castello di Velona Resort Thermal SPA & Winery
A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.
A bedroom with a bed, a sofa, a small round table, a chair, and a mirror.
A detailed ceiling with ornate designs and a central medallion.
A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.

4. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Michael
฿8,124
฿9,088 total
includes taxes & fees
4 Oct - 5 Oct
Palazzo Carletti
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A dining area with a brick archway, tables set for dining, and a fireplace.

5. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
฿30,442
฿33,638 total
includes taxes & fees
14 Oct - 15 Oct
Lupaia
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
A grand entrance with a revolving door, potted plants, and a classic stone facade.
A grand hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

6. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
฿16,618
฿18,661 total
includes taxes & fees
26 Oct - 27 Oct
Grand Hotel Continental Siena – Starhotels Collezione
View all properties

Top Castiglione del Bosco Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"
Mark 3-night trip
Posted 5 days ago
Palazzo Ravizza
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Lilianne 2-night trip
Posted 9 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 12 days ago
Castiglion del Bosco, A Rosewood Hotel

Frequently asked questions

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.
What's there to see and do in Castiglione del Bosco?
Once you've decided where to stay in historic Castiglione del Bosco, plan what to do for fun on your holiday. Activities and attractions to experience around Castiglione del Bosco include Castiglion del Bosco Winery, Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi. While you're here, you might also want to consider exploring Terme Petriolo, Castello Banfi and Abbazia di Sant'Antimo.
What kind of weather should I plan for when I travel to Castiglione del Bosco?
Understanding the weather in Castiglione del Bosco will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.

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