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Hotels in Castiglione del Bosco

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Castiglione del Bosco?

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
5.0 star property
10.0 out of 10, Exceptional, (69)
The price is $1,528
$1,693 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Castiglion del Bosco, A Rosewood Hotel
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 landmarks in Castiglione del Bosco

Castiglion del Bosco Winery

Travelers might want a tour of Castiglion del Bosco Winery, just one of the places to visit in the heart of Castiglione del Bosco.
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Learn more about Castiglione del Bosco

The region around Castiglione del Bosco is home to attractions such as Castiglion del Bosco Winery and Fortress of Montalcino.

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Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Photo by tom owens
Open Photo by tom owens

Check out reviews of Castiglione del Bosco hotels guests love

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri

10/10 Excellent
"Awesome "
Yvette 1-night trip
Posted 2 days ago
Relais La Corte Dei Cavalieri

Frequently asked questions

What hotels do travelers recommend in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is an accommodation that is popular with guests.
Can I book refundable hotels in Castiglione del Bosco?
If you want the flexibility to change your plans to Castiglione del Bosco, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Castiglione del Bosco be like during my visit?
August and July are typically the warmest months in Castiglione del Bosco when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
Why should I book my Castiglione del Bosco hotel with Hotels.com?
There are lots of reasons to book your Castiglione del Bosco trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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