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

Castiglione del Bosco Hotel Guide - Boutique Hotels in Castiglione del Bosco, Montalcino

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Check availability on Castiglione del Bosco Boutique Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
€1,810
includes taxes & fees
30 Oct - 31 Oct
Castiglion del Bosco, A Rosewood Hotel
A pool with a modern water feature and a stone structure.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
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
€83
includes taxes & fees
11 Oct - 12 Oct
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.
Vineyard
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
€592
includes taxes & fees
3 Nov - 4 Nov
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 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.

4. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Kenneth
€212
includes taxes & fees
3 Nov - 4 Nov
Palazzo Carletti
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 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.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

5. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
€326
includes taxes & fees
10 Nov - 11 Nov
Grand Hotel Continental Siena – Starhotels Collezione
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A pool with a view of a hillside.
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.

6. Lupaia

Lupaia
Torrita di Siena
United States
Jorge
€884
includes taxes & fees
23 Oct - 24 Oct
Lupaia
View all properties

Top Castiglione del Bosco Hotel Reviews

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 14 hours ago
Palazzo Ravizza
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
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery

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.