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

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Castiglione del Bosco boutique hotels

A villa with a swimming pool, surrounded by trees and hills.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (86 reviews)
"Nice and quiet excellent hospitality"
United States
Mohammed
The price is ฿42,452
฿47,074 total
includes taxes & fees
4 Nov - 5 Nov
Castiglion del Bosco, A Rosewood Hotel
A pool with a modern water feature and a stone structure.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (267 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ฿2,820
฿3,102 total
includes taxes & fees
4 Nov - 5 Nov
Mercure Petriolo Siena Terme Spa Hotel
A stone building with a pool overlooking a mountainous landscape.

3. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (380 reviews)
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
United States
Melanie
The price is ฿19,053
฿21,336 total
includes taxes & fees
15 Nov - 16 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.

4. Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (250 reviews)
"Amazing place. Small, intimate, very luxurious. Wonderful staff, beautiful breakfast, amazing location. Highly recommended."
United States
Kenneth
The price is ฿7,111
฿7,973 total
includes taxes & fees
20 Nov - 21 Nov
Palazzo Carletti
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.

5. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (643 reviews)
"Gorgeous hotel in the heart of historic Siena."
Canada
Steven
The price is ฿10,637
฿11,927 total
includes taxes & fees
26 Nov - 27 Nov
Grand Hotel Continental Siena – Starhotels Collezione
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

6. Lupaia

Lupaia
Torrita di Siena
10.0 out of 10, Exceptional, (78 reviews)
"Amazing staff, location, highly recommend!"
Sweden
Marc
The price is ฿24,063
฿26,620 total
includes taxes & fees
6 Nov - 7 Nov
Lupaia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful hotel close to the historic town center and Il Campo. Nice restaurant, bar, lobby, and beautiful garden area which offers fantastic sunset views. Room was very nice as well. A lovely place to stay in Siena."
James 2-night trip
Posted 2 days ago
Palazzo Ravizza

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.