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
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 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 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.
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 Kingdom
Abdel
฿77,550
฿85,684 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.
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.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
฿2,843
฿3,128 total
includes taxes & fees
24 Sept - 25 Sept
Mercure Petriolo Siena Terme Spa Hotel
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.

3. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
฿25,125
฿28,016 total
includes taxes & fees
23 Oct - 24 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 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.
A room with a spiral staircase, a large mirror, and a view of a balcony with curtains.
A bedroom with a bed, a sofa, a small round table, a chair, and a mirror.

4. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Michael
฿8,088
฿9,048 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.
A dining area with a brick archway, tables set for dining, and a fireplace.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.

5. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
฿30,331
฿33,515 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.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
A grand entrance with a revolving door, potted plants, and a classic stone facade.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

6. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
฿19,646
฿21,990 total
includes taxes & fees
23 Oct - 24 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 1 day 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 3 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 7 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 11 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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