Caballar Vacations from $1,092

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The Latest Caballar vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza España

Hotel Riu Plaza España

Madrid Centro
$1,092
per person
Nov 28 - Dec 3
found 10 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.4/10 Exceptional! (5,248 reviews)
Excelente todo

Reviewed on Oct 12, 2026

UMusic Hotel Madrid

UMusic Hotel Madrid

Madrid Centro
$1,198
per person
Nov 28 - Dec 3
found 10 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.4/10 Exceptional! (987 reviews)
Excelente hotel, el Staff maravilloso, gran ubicacion, desayuno muy completo. Los taxis llegan a la puerta del hotel. Tiene un Teatro a un lado en el mismo edificio. Muy recomendado.

Reviewed on Oct 12, 2026

Hotel Atlantico Madrid

Hotel Atlantico Madrid

Madrid Centro
$1,489
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Madrid (MAD)
9.8/10 Exceptional! (2,154 reviews)
A beautiful grand hotel. Old school in style and design yet clean and well maintained. Bathrooms even come with a shaving kit and toothpaste but no coffee in the room which was a small drawback for us. Situated on Madrid’s Gran Via, you have the best and worst of the location… it’s walking distance to everying including the palace, Plaza Mayor and the Prado. However, it’s also incredibly busy; sidewalks and streets are packed from dawn well into the evening and we heard the sounds of police/ambulance sirens almost every night. The cherry on top (literally on top) is the rooftop bar which made for a perfect spot for a drink after a day touring the sights.

Reviewed on Oct 12, 2026

Hostal Esparteros

Hostal Esparteros

Madrid Centro
Save 100% on your flight
$1,213
per person
Nov 25 - Nov 30
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Madrid (MAD)
8/10 Very Good! (3 reviews)
Personnel accueillant. L’hôtel est très bien situé et facilement accessible par métro. La chambre était très propre et shampoing et savon à la disposition sont appréciés. Le seul petit bémol est la grandeur de la chambre et salle de bain mais nous le savions en réservant.

Reviewed on Oct 11, 2026

The Palace, a Luxury Collection Hotel, Madrid

The Palace, a Luxury Collection Hotel, Madrid

Madrid Centro
Save 100% on your flight
$1,672
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Madrid (MAD)
9.2/10 Wonderful! (1,001 reviews)
Horrible management. We pre-paid our stay through Expedia, but on the day of check in, hotel manager told us the property oversold and there is no longer a room for us even though we booked in advance and pre-paid our stay in full through Expedia. The manager said that due to Spain’s national holiday, the hotel oversold and no longer have a room for us because we used a 3rd party website. Completely horrible management by the hotel and the employee tried to shift blame / problem to the paying customers. However, once we mentioned our marriot bonvoy membership number, all of a sudden, there magically was a room available. This is not how paying customers should be treated, regardless of having a high status or not. We didn’t book through Marriot Bonvoy at the beginning since Expedia was offering the stay at a lower price. High status or not, this isn’t how a “5 star hotel” should treat guests.

Reviewed on Oct 12, 2026

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Caballar Hotel Deals

Country House 'Los Molinillos' with Mountain View, Private Terrace and Wi-Fi

Country House 'Los Molinillos' with Mountain View, Private Terrace and Wi-Fi

Caballar
$770 nightly
$770 total
Oct 13 - Oct 14
Total with taxes and fees
Country House 'Los Molinillos' with Mountain View, Private Terrace and Wi-Fi
Hotel Infanta Isabel

Hotel Infanta Isabel

Plaza Mayor, 12 Segovia Segovia
Fully refundableReserve now, pay when you stay
$64 nightly
$71 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"This is a MUST STAY for a trip to Segovia. It is located ON the Plaza Mayor and the Supreme rooms overlook the plaza itself. The staff was amazing and the hotel was clean and very charming. Highly recommend!"

Reviewed on Oct 12, 2026

Hotel Infanta Isabel
Dorma Casa de los Linajes

Dorma Casa de los Linajes

Calle Doctor Velasco 9 Segovia Segovia
Fully refundableReserve now, pay when you stay
$61 nightly
$67 total
Nov 11 - Nov 12
Total with taxes and fees
8.8/10 Excellent! (611 reviews)
"The balcony view we had of the monastery in the valley below was amazing. We spent a lot of time on it in the evening having a glass of wine before going out for dinner. The breakfast buffet was also great and the staff knew English and were helpful. It was close to all the major sights and there ..."

Reviewed on Oct 10, 2026

Dorma Casa de los Linajes
See all 370 properties in Caballar
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.

Find the Best Caballar Vacation Packages

Caballar Essential Information

Language
Spanish
Currency
Euros
Local Welcome
¡Hola!
Local Goodbye
Adiós
Population
110
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Pedraza Castle, Monastery of Santa María de la Sierra and Nordic Ski Center of Navafria

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Frequently asked questions

How much does a Caballar vacation package cost?
You'll find cheap prices from $1,092 on Expedia for your Caballar getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Caballar costs.
What are the cheapest months to go to Caballar?
If you're looking to book a cheap Caballar vacation package, consider visiting in January, March and December. You're likely to find better prices on flights and hotels during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Caballar?
With a well-planned itinerary, you can easily hit the most popular Caballar sights in a handful of days. But if you'd like to discover hidden spots or go on day trips, consider booking your Caballar vacation for longer.
How to find the best Caballar package deals?
Use Expedia's handy filters to find some great Caballar package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Caballar package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Caballar vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Caballar trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Caballar?
If you have your Caballar vacation dates finalized, book as soon as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Caballar vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Caballar break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.