Book Hotels in Castiglione del Bosco

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Apr 22 - Apr 23
Tomorrow
Apr 23 - Apr 24
This weekend
Apr 24 - Apr 26
Next weekend
May 1 - May 3

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Castiglione del Bosco hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$1,447 nightly
The price is $1,604 total per night from Apr 27 to Apr 28
$1,604 total
Apr 27 - Apr 28
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you

Reviewed on Apr 8, 2026

Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
$200 nightly
The price is $226 total per night from Apr 23 to Apr 24
$226 total
Apr 23 - Apr 24
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Excellent all around

Reviewed on Apr 15, 2026

Opens in a new window Palazzo Ravizza
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $236 total per night from Apr 23 to Apr 24
$236 total
Apr 23 - Apr 24
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Excellent breakfast included. Free parking ! Some of the front deskstaff could be a little friendlier. Roof top terrace had great views ! Room was okay, nothing special. Overall we enjoyed our stay.

Reviewed on Apr 18, 2026

Opens in a new windowHotel Athena
Grand Hotel Continental Siena �– Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $420 total per night from Apr 28 to Apr 29
$420 total
Apr 28 - Apr 29
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is ...
It was an amazing experience staying here

Reviewed on Apr 14, 2026

Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
$147 nightly
The price is $167 total per night from Apr 27 to Apr 28
$167 total
Apr 27 - Apr 28
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a library, and dry cleaning ...
Very kind staff. Excellent breakfast. Location is convenient to the train station, a bit of a walk into the center of Siena but not bad.

Reviewed on Apr 21, 2026

Opens in a new windowHotel Italia
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$666 nightly
The price is $744 total per night from Apr 23 to Apr 24
$744 total
Apr 23 - Apr 24
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express ...
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.

Reviewed on Nov 11, 2025

Opens in a new windowCastello di Velona Resort Thermal SPA & Winery
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in ...
The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups.

Reviewed on Apr 5, 2026

Get rates
Opens in a new windowHotel Relais II Chiostro di Pienza
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Apr 27 to Apr 28
$170 total
Apr 27 - Apr 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free buffet breakfast is ...
The only drawback was the street noise. Otherwise a lovely property with friendly staff and a nice staff

Reviewed on Apr 14, 2026

Opens in a new windowHotel Chiusarelli
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1 Siena SI
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $181 total per night from Apr 26 to Apr 27
$181 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, dry cleaning, and luggage storage are also offered.
Opens in a new windowNH Siena
Don't see what you're looking for?
See all available properties in Castiglione del Bosco
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Castiglione del Bosco?
Family vacations are where wonderful memories are made, but traveling with youngsters can be demanding. These kid-friendly Castiglione del Bosco hotels come with perks that aim to keep adventurers of all ages relaxed and happy: Your entourage will love staying at Rosewood Castiglion del Bosco. A children's club and a playground are just a few of the things that help make this place an attractive option. Otherwise, spend your Castiglione del Bosco trip at Wine Resort Colsereno. Take advantage of complimentary breakfast, a playground and more here.
Where can I find cheap hotels in Castiglione del Bosco?
At Travelocity you'll find really nice hotels in Castiglione del Bosco at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Castiglione del Bosco rather than in Castiglione del Bosco. We may find you even better rates, too.
How do I find the best Castiglione del Bosco hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Castiglione del Bosco then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Castiglione del Bosco?
The cheapest hotel in Castiglione del Bosco is $167. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Castiglione del Bosco?
There are 3,264 hotels in Castiglione del Bosco on Travelocity.
What are the best hotels in Castiglione del Bosco?
Castiglione del Bosco has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Castiglione del Bosco for you!
When is the best time to visit Castiglione del Bosco?
If you want the joy of a fun-filled trip in peak season, visit Castiglione del Bosco during May, July and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, March and November.
When is the cheapest time to stay in Castiglione del Bosco?
Based on historic data is usually the cheapest month to visit Castiglione del Bosco. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Castiglione del Bosco?
There are multiple hotels in Castiglione del Bosco that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Castiglione del Bosco. We have plenty of kid-friendly hotels in Castiglione del Bosco to choose from on Travelocity!
Why book a hotel in Castiglione del Bosco through Travelocity?
Because we have the top hotels in Castiglione del Bosco! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Castiglione del Bosco on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Castiglione del Bosco hotel reviews by fellow wanderers

Hotel Italia

Hotel Italia

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Very kind staff. Excellent breakfast. Location is convenient to the train station, a bit of a walk into the center of Siena but not bad."
A verified traveler stayed at Hotel Italia
Hotel Italia

Explore More Ways to Travel with Travelocity