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
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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
Fully refundableReserve now, pay when you stay
The price is $995 total per night from Dec 2 to Dec 3
$995 total
per night
Dec 2 - Dec 3
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, ...
"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 2026

Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
The price is $108 total per night from Nov 18 to Nov 19
$108 total
per night
Nov 18 - Nov 19
Hot springs and a restaurant are featured at this smoke-free bed & breakfast. Unwind with a drink at the bar/lounge and enjoy perks like free buffet breakfast ...
"This was a wonderful stay. Bagno Vignoni and the surrounding area are truly magical and i absolutely loved staying at Orto Le Terme - this is one of those instances where the room photos did not do it justice. I loved the room - it felt warm and inviting with supremely tasteful decor and a big comfortable ..."

Reviewed on Nov 11, 2026

Opens in a new windowL'Orto delle Terme
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is $121 total per night from Dec 13 to Dec 14
$121 total
per night
Dec 13 - Dec 14
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, ...
"Staff are very friendly and helpful. We appreciated the valet parking at no extra charge. Great location and stunning views from the terrace bar. The staff made it one of the best hotels we have stayed at in a very long time. Good value for the price."

Reviewed on Nov 9, 2026

Opens in a new windowHotel Athena
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
The price is $604 total per night from Dec 9 to Dec 10
$604 total
per night
Dec 9 - Dec 10
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 ...
"Extremely attentive and polite staff made us feel special. The location, thermal pools and bike rental made our stay incredible and unforgettable. Can’t wait to stay again!"

Reviewed on Nov 9, 2026

Opens in a new windowCastello di Velona Resort Thermal SPA & Winery
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
The price is $295 total per night from Dec 13 to Dec 14
$295 total
per night
Dec 13 - Dec 14
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 ...
Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is $91 total per night from Dec 10 to Dec 11
$91 total
per night
Dec 10 - Dec 11
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 ...
Opens in a new windowHotel Chiusarelli
Hotel Minerva

Hotel Minerva

3 out of 5
Via Garibaldi, 72 Siena SI
Fully refundableReserve now, pay when you stay
The price is $97 total per night from Nov 16 to Nov 17
$97 total
per night
Nov 16 - Nov 17
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Families will appreciate the arcade/game room and onsite ...
Opens in a new windowHotel Minerva
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Fully refundableReserve now, pay when you stay
The price is $117 total per night from Nov 15 to Nov 16
$117 total
per night
Nov 15 - Nov 16
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, luggage storage, and laundry facilities are also ...
Opens in a new windowCorte Francigena - Apartments
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
The price is $121 total per night from Dec 10 to Dec 11
$121 total
per night
Dec 10 - Dec 11
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Opens in a new window Palazzo Ravizza
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 $91. 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 3,316 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

L'Orto delle Terme

L'Orto delle Terme

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"This was a wonderful stay. Bagno Vignoni and the surrounding area are truly magical and i absolutely loved staying at Orto Le Terme - this is one of those instances where the room photos did not do it justice. I loved the room - it felt warm and inviting with supremely tasteful decor and a big comfortable bathroom with separate shower and freestanding bath. The breakfasts were next level. I think one of the best hotel breakfasts i've had. Lots of amazing local Tuscan produce. Cannot recommend enough."
A verified traveler stayed at L'Orto delle Terme
L'Orto delle Terme

Explore More Ways to Travel with Travelocity