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

This weekend
Next weekend

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
Amenities
Amenities
Accessibility
Accessibility

Top Castiglione del Bosco hotels

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
$1,935 nightly
The price is $2,141 total per night from Aug 31 to Sep 1
$2,141 total
Aug 31 - Sep 1
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, ...
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."

Reviewed on Aug 3, 2025

Rosewood Castiglion del Bosco
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $198 total per night from Aug 31 to Sep 1
$198 total
Aug 31 - Sep 1
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 staff who are always on standby for anything that you need."

Reviewed on Aug 23, 2025

Hotel Athena
 Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
$126 nightly
The price is $144 total per night from Aug 31 to Sep 1
$144 total
Aug 31 - Sep 1
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.
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on Aug 9, 2025

Palazzo Ravizza
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
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 ...
"We stayed two nights midway through travelling around Tuscany. It was a lovely peaceful break for us. We felt very pampered by all of the staff who were superb. Dining by the pool area was lovely. A very happy couple of days."

Reviewed on Jul 29, 2025

Castello 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
Fully refundableReserve now, pay when you stay
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 ...
Stunning setting - authentic italian
"The pictures do not do it justice - stunning setting and view, very nice hotel, very kind attentive staff. Would definitely recommend."

Reviewed on Aug 25, 2025

Hotel Relais II Chiostro di Pienza
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Aug 30 to Aug 31
$163 total
Aug 30 - Aug 31
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.
NH Siena
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Business travelers can take advantage of the laundry service. ...
Hotel Italia
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto, Chiusdino, SI
$983 nightly
The price is $1,093 total per night from Sep 27 to Sep 28
$1,093 total
Sep 27 - Sep 28
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...
Borgo Santo Pietro
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
$390 nightly
The price is $441 total per night from Sep 5 to Sep 6
$441 total
Sep 5 - Sep 6
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 ...
Grand Hotel Continental Siena – Starhotels Collezione
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 $144. 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 3,273 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.