Castillejo-Sierra Vacations from $992

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The Latest Castillejo-Sierra vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Principe Pio

Hotel Principe Pio

3 out of 5
Moncloa-Aravaca
Save 100% on your flight
Price was $1,386, price is now $992 per person
$992
per person
Sep 29 - Oct 2
found 9 hours ago
Roundtrip flight included
New York (JFK) to Madrid (MAD)
9/10 Wonderful! (1,001 reviews)
Great stay if you’re wanting the rooftop bar that overlooks the palace . Clean and comfortable- ticked all boxes

Reviewed on Aug 12, 2025

Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Save 100% on your flight
Price was $2,068, price is now $1,227 per person
$1,227
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.4/10 Exceptional! (4,306 reviews)
They seem to be restricting access to their famous roof top bar to their guests in favor of general public paying special fee for access. Not cool!

Reviewed on Aug 22, 2025

Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
Save 100% on your flight
Price was $1,884, price is now $1,126 per person
$1,126
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.8/10 Exceptional! (2,125 reviews)
Very clean, friendly staff, excellent shower!!!

Reviewed on Aug 19, 2025

Gran Hotel Inglés - The Leading Hotels of the World

Gran Hotel Inglés - The Leading Hotels of the World

5 out of 5
Madrid Centro
Save 100% on your flight
Price was $2,950, price is now $1,998 per person
$1,998
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.8/10 Exceptional! (414 reviews)
Wonderful hotel with courteous staff will go again. Highly impressed with all the luxury features. everything was nearby

Reviewed on Aug 21, 2025

UMusic Hotel Madrid

UMusic Hotel Madrid

5 out of 5
Madrid Centro
Price was $2,048, price is now $1,568 per person
$1,568
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.4/10 Exceptional! (654 reviews)
Beautiful Hotel!!!! Great staff!!!!

Reviewed on Aug 19, 2025

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Castillejo-Sierra Hotel Deals

Hotel Cueva del Fraile

Hotel Cueva del Fraile

3 out of 5
Carretera Cuenca a Buenache, Km. 7, Cuenca
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $67 total per night from Sep 16 to Sep 17
$67 total
Sep 16 - Sep 17
Total with taxes and fees
8/10 Very Good! (207 reviews)
"They had an event during our stay, which led to waiting in the parking lot for an hour to find parking. Pool was closed. Shower head broken. Place is very peaceful and serene. Very clean and staff helpful. Close to being an excellent hotel, just need to tie up some loose ends."

Reviewed on May 29, 2024

Hotel Cueva del Fraile
HOSTAL RURAL ALTO TAJO POVEDA

HOSTAL RURAL ALTO TAJO POVEDA

2 out of 5
C. Real, 38, Poveda de la Sierra, Guadalajara
$50 nightly
The price is $56 total per night from Sep 14 to Sep 15
$56 total
Sep 14 - Sep 15
Total with taxes and fees
6.6/10 (10 reviews)
"I didn't went since no front desk and no way to phone them, only whatsapp"

Reviewed on Aug 1, 2025

HOSTAL RURAL ALTO TAJO POVEDA
Cabañas El Llano de los Conejos

Cabañas El Llano de los Conejos

2.5 out of 5
CM-210 Km.30, Canamares, Cuenca
Estancia en Cabañas El LLano de los Conejos
"La cabaña es preciosa y está en un paraje muy bonito en pleno campo rodeado de encinas y con bancos en el exterior para comer, muy cerca del pueblo. Las camas de litera de 1.35 son amplias con lamas de madera. Los colchones muy incómodos, el sofá cama del comedor muy cómodo para dormir. El agua caliente ..."

Reviewed on Sep 18, 2020

Get rates
Cabañas El Llano de los Conejos
See all 86 properties in Castillejo-Sierra
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.

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Frequently asked questions

How much does a Castillejo-Sierra vacation package cost?
Offering great value package deals from $992 on Expedia, you'll be thrilled with how little a vacation to Castillejo-Sierra costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Castillejo-Sierra?
If you're hoping to book a cheap Castillejo-Sierra vacation package, consider planning a trip in March, June and December. You're likely to find better prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Castillejo-Sierra?
The ideal length of your Castillejo-Sierra vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to visit all the major sights and discover some hidden spots along the way.
How to find the best Castillejo-Sierra package deals?
Bagging a cheap Castillejo-Sierra package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Castillejo-Sierra package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Castillejo-Sierra vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Castillejo-Sierra vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Castillejo-Sierra?
Secure incredible bargains by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Castillejo-Sierra getaway.
Does Expedia offer Book Now, Pay Later Castillejo-Sierra vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Castillejo-Sierra vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.