Castiglione del Bosco Holidays from £438

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Your Castiglione del Bosco Holiday

Our Castiglione del Bosco holiday packages allow you to customize your own adventure. Tailor your journey to your interests and style and make the most of your time in this exciting city. Make your trip to Castiglione del Bosco even more fulfilling by going sightseeing. Tenuta Greppo Franco Biondi Santi, Fortress of Montalcino and Capanna of Cencioni are some of the major attractions you'll want to explore. No matter your travel plans or budget, organising a tailored Castiglione del Bosco holiday is a cinch with Expedia.

The Latest Castiglione del Bosco Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Residenza Florentia

Residenza Florentia

1 out of 5
Duomo
Save 100% on your flight
per person
19 Jun - 23 Jun
Return direct flight included
London (LHR) to Florence (FLR)
8/10 Very Good! (13 reviews)
it was a good stay. no complaints. the staff was very helpful and gave good instructions on how to self-check-in. the only kinda sorta not great thing was that our unit did not have a bathroom and so there was a separate private bathroom across the hall. just a bit inconvenient, but in all, not bad. i would stay here again.

Reviewed on 24 Sep 2023

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
Save 100% on your flight
per person
14 Jun - 17 Jun
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
8.6/10 Excellent! (590 reviews)
Great terrance to see the city. Due to short staff unable to get dinner

Reviewed on 27 Apr 2024

Relais Santa Croce by Baglioni Hotels

Relais Santa Croce by Baglioni Hotels

5 out of 5
Santa Croce
per person
22 Jun - 29 Jun
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.4/10 Exceptional! (191 reviews)
Very nice hotel in quiet (relatively) San Croce. Very walkable to everything. Clean rooms w views. Great breakfast and service. Only issue was check in - deceptive advertising of kids free but staff disputed vehemently. Although this is likely a US vs italy custom- this should be made clearer (Eg strict registration policy for kids despite free stay w existing bedding noted on web site and other internet sources ) to avoid the significant stress we experienced at check in - in addition to lecture from staff. We did not feel welcomed initially - but - to the credit of the management- they did find a way to accommodate- and this is the bottom line and reason for 5 star recommendation overall. I travel extensively (w st Regis stay on our next stop in Venice just completed) and would stay at Relais San Croce again despite confusion. Check out clerk was excellent on March 14 2023 in early afternoon.

Reviewed on 16 Mar 2024

Aurum Firenze

Aurum Firenze

4 out of 5
Santa Maria Novella
Save 100% on your flight
per person
14 Jun - 17 Jun
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
7.6/10 Good! (1,009 reviews)
The smallest room we've ever been in! Basically didn't want to go back there until it was bed time

Reviewed on 26 Apr 2024

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Santa Croce
Save 100% on your flight
per person
3 Jun - 10 Jun
Return direct flight included
Birmingham (BHX) to Florence (FLR)
8.6/10 Excellent! (429 reviews)
Property located at convenient Location.

Reviewed on 23 Nov 2023

Eurostars Toscana

Eurostars Toscana

4 out of 5
Lucca Historical Center
Save 100% on your flight
per person
2 Jun - 7 Jun
Return flight included
London (LGW) to Florence (FLR)
8.4/10 Very Good! (713 reviews)
Clean comfortable rooms

Reviewed on 29 Apr 2024

Castiglione del Bosco Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Castello Banfi, Tenuta Greppo Franco Biondi Santi and Capanna of Cencioni

Our pick of the best Castiglione del Bosco Hotel Deals

Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (945 reviews)
"Nice location . Good space in rooms . Can get a bit noisy . Plan your parking if you are driving"

Reviewed on 21 Apr 2024

Hotel Italia
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
9.8/10 Exceptional! (48 reviews)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"

Reviewed on 19 Nov 2023

Rosewood Castiglion del Bosco
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Stay at this 4-star business-friendly hotel in Siena. Enjoy free WiFi, free parking and a rooftop terrace. Our guests praise the breakfast and the restaurant ...
9.2/10 Wonderful! (1,000 reviews)
"Hotel Athena was a fabulous stay. The porperty is is absolutely wonderful. The staff was stellar from the moment we checked in until we checked out early with a breakfast to go. Highly recommend ."

Reviewed on 27 Apr 2024

Hotel Athena
See all 3,269 properties in Castiglione del Bosco
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Castiglione del Bosco travel package cost?
Tailor make your Castiglione del Bosco travel package from just £438. Pick from any combination of hotels, flights and rental cars to build the trip you’ve been dreaming about. Remember to add on one or two experiences!
If I'm not able to travel, can I cancel my Castiglione del Bosco travel package?
We understand — life can throw you the odd curveball. If you’ve locked in a Castiglione del Bosco travel package and need to cancel or change it, we’re here to help. It’s always worth checking out our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package within 24 hours, you may be able to cancel and rebook for free. If it’s been more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Castiglione del Bosco?
Book everything in the one place with our Castiglione del Bosco travel packages. You’ll discover deals on flights, hotels and more that’ll keep your travel budget happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 hotels around the globe to pick from, there are endless opportunities to mix and match all you want.
Does Expedia offer Book Now, Pay Later Castiglione del Bosco holidays?
Your bank balance shouldn’t prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we’ve joined forces with online lender Klarna, it’s easier than ever to book a fantastic getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you’d prefer to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the “book now” button is easier with this plan. Put down a small deposit on your holiday and then start working on your travel itinerary.

What are the top hotels in Castiglione del Bosco?
If it’s your first time in Castiglione del Bosco, lock in a room at Castello Banfi - Il Borgo or Dimora Delle Muse. Both offer friendly service and are popular options with many travellers.
How far in advance should I book my Castiglione del Bosco holiday?
It depends on the air carrier, but you can normally look up international flights on Expedia nearly a year in advance. While it’s generally recommended to book ahead of time, lucky customers occasionally find a cheaper ticket just weeks before the date of departure.
What does an Expedia Castiglione del Bosco travel package include?
Rental cars, hotels and flights — you’ll discover them all here. With Expedia, you can shape your Castiglione del Bosco package your way. All you have to do is work out what you need. Once you’ve made your booking, you can add on extras like tours and activities. The more you bundle, the greater the savings!
What should I know before booking a Castiglione del Bosco travel package?
When you book your hotels, flights and car rentals together, you’ll walk away with great discounts. Whether you’re planning an outdoor getaway in a chalet or would rather stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Castiglione del Bosco Expedia travel package?
With a travel package, you’re in charge. Whether you’re looking to fly to Castiglione del Bosco in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines across the world.

Discover the most popular places to visit in Castiglione del Bosco

Image for Castello Banfi

Castello Banfi

5/5(1 review)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas or simply enjoy its wineries.

Castello Banfi
Image for Fortress of Montalcino

Fortress of Montalcino

3/5(1 review)

Find out about the history of Montalcino when you take a trip to Fortress of Montalcino. Visit the area's spas or simply enjoy its wineries.

Fortress of Montalcino
Image for Tenuta Greppo Franco Biondi Santi

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

Unmissable things to do in Castiglione del Bosco

Image for Brunello di Montalcino Small Group Wine Tour from Siena

Brunello di Montalcino Small Group Wine Tour from Siena

£137
Per adult
98% of travellers recommend
Brunello di Montalcino Small Group Wine Tour from Siena
Image for Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

£154
Per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Image for Full Day PRIVATE Guided Tour in Val D'Orcia Region

Full Day PRIVATE Guided Tour in Val D'Orcia Region

£618
Per adult
Full Day PRIVATE Guided Tour in Val D'Orcia Region
See all activities in Castiglione del Bosco

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.