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Find Boutique Hotels in Castiglione del Bosco

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Check availability on Castiglione del Bosco Boutique Hotels

Our top choices for Castiglione del Bosco boutique hotels

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is ￥188,655
￥209,347 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Castiglion del Bosco, A Rosewood Hotel
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

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, (573)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ￥44,730
￥50,297 total
includes taxes & fees
Dec 15 - Dec 16
Grand Hotel Continental Siena – Starhotels Collezione
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥19,864
￥21,851 total
includes taxes & fees
Dec 14 - Dec 15
Mercure Petriolo Siena Terme Spa Hotel
View from property
Castello di Velona Resort Thermal SPA & Winery

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, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
55-inch Smart TV with satellite channels, TV, Netflix
Palazzo Carletti

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241)
"Excelente hotel."
Mexico
jorge
Palazzo Carletti
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

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"Amazing rooms and service!!"
Janet 1-night trip
Posted 4 days ago
Villa del Sole Siena

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Frequently asked questions

What's the best boutique hotel 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.
What's there to see and do in Castiglione del Bosco?
Once you've decided where you'd like to stay in historic Castiglione del Bosco, consider what to do for fun during your trip. Activities and attractions to experience around Castiglione del Bosco include Castiglion del Bosco Winery, Fortress of Montalcino, and Castello di Montepescini. While you're here, you might also want to consider exploring Tenuta Greppo Franco Biondi Santi, Terme Petriolo, and Castello Banfi.
What kind of weather should I plan for when I travel to Castiglione del Bosco?
Having a good idea of 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 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.