Castiglione del Bosco Vacation Packages

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Your Castiglione del Bosco Vacation

Take the guesswork out of travel planning with a Castiglione del Bosco vacation package. A great neighborhood to stay in this vibrant city is Poggioferro, which is great for views and much more. Like to start exploring your surroundings? Tenuta Greppo Franco Biondi Santi, Fortress of Montalcino and Museum of Brunello are among the top places to visit during your trip to Castiglione del Bosco. That dream Castiglione del Bosco vacation is just clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored just for you.

Top Castiglione del Bosco Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
Jul. 18 - Jul. 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8/10 Very Good! (890 reviews)
Great location and staff. The property was very clean. The only gripe I have is the bed is super hard (and I like a firm mattress). The pillows also left much to be desired but the staff happily gave us extra. Overall, a great value. Even with the bed, I’d probably stay here again as the location makes up for everything.

Reviewed on Jun. 5, 2024

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
per person
Jul. 18 - Jul. 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.6/10 Excellent! (622 reviews)
Perfect location. Convenient. Great room. Breakfast terrace has a great view. Breakfast needs some work. They should offer better breakfast.

Reviewed on Jun. 5, 2024

Hotel L'Orologio

Hotel L'Orologio

4 out of 5
Santa Maria Novella
per person
Jul. 18 - Jul. 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (979 reviews)
Nice hotel But very overpriced Bad breakfast Not very nice customer service Will not stay there again Very good location though

Reviewed on Jun. 2, 2024

Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
San Lorenzo
per person
Jul. 11 - Jul. 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Great location and property. Our second time staying here and would highly recommend!

Reviewed on Jun. 3, 2024

Villa Cora

Villa Cora

5 out of 5
Oltrarno
per person
Jul. 18 - Jul. 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (416 reviews)
A very beautiful and old Villa in the outskirts of Florence. Some wear and tear included.

Reviewed on Dec. 27, 2023

Castiglione del Bosco Hotel Deals

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is CA $2,632 per night from Jun. 18 to Jun. 19
CA $2,632
CA $2,911 total
includes taxes & fees
Jun 18 - Jun 19
9.8/10 Exceptional! (48 reviews)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"

Reviewed on Nov. 19, 2023

Rosewood Castiglion del Bosco
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul. 8 to Jul. 9
CA $192
CA $218 total
includes taxes & fees
Jul 8 - Jul 9
9/10 Wonderful! (1,005 reviews)
"Ok"

Reviewed on Jun. 3, 2024

Hotel Athena
NH Siena
NH Siena
4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul. 7 to Jul. 8
CA $146
CA $168 total
includes taxes & fees
Jul 7 - Jul 8
8/10 Very Good! (997 reviews)
"Great location, clean room."

Reviewed on May 31, 2024

NH Siena
See all 3,288 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Castiglione del Bosco vacation package cost?
Perhaps less than you imagined — from only CA $1,743, as a matter of fact! By combining flights, hotels and car rentals into a customized travel package, your trip to Castiglione del Bosco is just a few clicks away.
How do I get a cheap travel package to Castiglione del Bosco?
Combine your flights and hotels, toss in extras such as activities, and save with a Castiglione del Bosco vacation package. You won’t just score big discounts on your trip — you’ll have plenty of choice too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 properties globally. Your next affordable adventure begins right here, right now!
What are the top hotels in Castiglione del Bosco?
Whether you plan to stay for one or several nights in Castiglione del Bosco, you’ll get a great night’s rest at Rosewood Castiglion del Bosco. This option is the first choice for lots of travelers.
How far in advance should I book my Castiglione del Bosco vacation?
It’s hard to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you’re booking late, don’t despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Castiglione del Bosco travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your dream Castiglione del Bosco trip. You can also add on some tours and activities once you’ve made your booking. You’re in charge! When you combine your bookings with Expedia, you’ll get access to discounts you won’t find elsewhere.
What should I know before booking a Castiglione del Bosco travel package?
A travel package can be customized for your budget and is a fantastic way to stretch your dollars further. How much you include is your call. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Castiglione del Bosco Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines around the world, so fly with the carrier that matches your travel preferences.
If I'm not able to travel, can I cancel my Castiglione del Bosco vacation package?
You sure can, and we’ll help you every step of the way. You may be able to cancel or amend your Castiglione del Bosco vacation package at no cost within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, look up our Customer Service Portal for further information.

Discover the most popular places to visit in Castiglione del Bosco

Image for Castello Banfi

Castello Banfi

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

Find out about the history of Montalcino with a stop at 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

What 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

CA $264
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

CA $264
Per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Image for Backstage Brunello & Gourmet Wine-Food Tasting in Montalcino

Backstage Brunello & Gourmet Wine-Food Tasting in Montalcino

CA $191
Per adult
Backstage Brunello & Gourmet Wine-Food Tasting in Montalcino
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.