Sierra de Guadarrama Vacation Packages

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Top Sierra de Guadarrama Vacation Deals

Price found within the past 48 hours. Click for updated prices.
voco Madrid Retiro by IHG

voco Madrid Retiro by IHG

4 out of 5
Retiro
per person
Nov 10 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Madrid (MAD)
8.8/10 Excellent! (1,002 reviews)
Receptions staff nice

Reviewed on Jun. 13, 2025

Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
per person
Nov 10 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Madrid (MAD)
9.8/10 Exceptional! (2,116 reviews)
Extra clean and shiny

Reviewed on Aug. 18, 2025

Crowne Plaza Madrid - Centre Retiro by IHG

Crowne Plaza Madrid - Centre Retiro by IHG

4 out of 5
Retiro
per person
Nov 10 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Madrid (MAD)
9.4/10 Exceptional! (503 reviews)
We were upgraded to a king sized bed room and it was one of the most comfiest beds I’ve slept in!! Everyone was lovely and would stay again

Reviewed on Aug. 17, 2025

Hotel Regina

Hotel Regina

4 out of 5
Madrid Centro
per person
Nov 10 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Madrid (MAD)
9.8/10 Exceptional! (2,065 reviews)
Great hotel and excellent service ! Highly recommend the hotel and the area . The front desk staff Latricia and the rest pleasant and greatly helpful . The hotel in the heart of the city and convenient.

Reviewed on Aug. 16, 2025

The Palace, a Luxury Collection Hotel, Madrid

The Palace, a Luxury Collection Hotel, Madrid

5 out of 5
Madrid Centro
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.2/10 Wonderful! (1,002 reviews)
Mil gracias por todo.

Reviewed on Aug. 13, 2025

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Sierra de Guadarrama Hotel Deals

Hotel Infanta Isabel

Hotel Infanta Isabel

3 out of 5
Plaza Mayor, 12, Segovia, Segovia
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 19 to Aug 20
CA $146
CA $160 total
Aug 19 - Aug 20
includes taxes & fees
9/10 Wonderful! (945 reviews)
"Amazing place to stay. Highly recommended!!!"

Reviewed on Jul. 28, 2025

Hotel Infanta Isabel
Hotel San Antonio El Real

Hotel San Antonio El Real

4 out of 5
C/ San Antonio El Real s/n, Segovia, Segovia
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Sep 16 to Sep 17
CA $121
CA $134 total
Sep 16 - Sep 17
includes taxes & fees
8.8/10 Excellent! (651 reviews)
A Beautiful Property
"We greatly enjoyed our stay at the San Antonio. The property is beautiful and the food at the restaurant excellent. Plus, we had a car and the parking was easy, though they should just weave the parking fee into the hotel price. It always feels cheap to charge for parking afterwards. Great location. ..."

Reviewed on Aug. 13, 2025

Hotel San Antonio El Real
Hospedería Santa Cruz

Hospedería Santa Cruz

2 out of 5
Carretera Guadarrama, San Lorenzo de El Escorial, Madrid
The price is CA $77 per night from Aug 24 to Aug 25
CA $77
CA $84 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (75 reviews)
"Al final, no pude llevarme la Doctrina Social de la Iglesia, los cuatro tomos ni el quinto libro, ya que el domingo los habían vendido más temprano en el día."

Reviewed on Jul. 20, 2025

Hospedería Santa Cruz
See all 441 properties in Sierra de Guadarrama
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

Discover the most popular places to visit in Sierra de Guadarrama

Las Presillas Piscinas Naturales de Rascafria

Commune with nature and explore the great outdoors at Las Presillas Piscinas Naturales de Rascafria during your travels in Rascafria. While in the area, you can find time to visit its spas.

Las Presillas Piscinas Naturales de Rascafria

What to do in Sierra de Guadarrama

3 cities in 1 Day: Segovia, Ávila & Madrid Full Day Tour with Tickets

Segovia and Ávila Day Tour from Madrid with Tickets

CA $69
per adult
Segovia and Ávila Day Tour from Madrid with Tickets
Stone Carving and Woodblock Printing in Madrid

Stone Carving in Cercedilla/Madrid

CA $64
per adult
Stone Carving in Cercedilla/Madrid
Segovia Private Tour - Half Day

Segovia Private Tour - Half Day

CA $577
per traveller
Segovia Private Tour - Half Day
See all activities in Sierra de Guadarrama

Frequently asked questions

How much does a Sierra de Guadarrama vacation package cost?
The cheapest Sierra de Guadarrama vacation package is CA $1,189, so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to custom build a package that matches your traveling style.
How do I get a cheap travel package to Sierra de Guadarrama?
If you love amazing deals, bundle your bookings into a Sierra de Guadarrama vacation package. Whether you need hotels, flights, tours or rental cars, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels all over the world to select from. Fly with who you prefer, stay wherever you like and save precious dollars — now that's the ideal escape!
How far in advance should I book my Sierra de Guadarrama vacation?
You'll be rewarded with the widest variety at the lowest prices by booking your Sierra de Guadarrama vacation early. Airlines usually advertise flights around 12 months before departure, so reserve your spot as soon as you can. That being said, Expedia is constantly working to give you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Sierra de Guadarrama travel package include?
Expedia has all you need to plan your Sierra de Guadarrama getaway, but how you structure your package is up to you. Choose from any combination of flights, rental cars and hotels. Searching for some tours or activities to fill in your time? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a package to suit your needs.
What should I know before booking a Sierra de Guadarrama travel package?
Whether it's relaxation or adventure you're after, a Sierra de Guadarrama vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Sierra de Guadarrama Expedia vacation package?
Yes, and with over 550 airlines to choose from globally, it's all about choice. Scroll through the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Sierra de Guadarrama vacation package?
Certainly, and we're here to help. You may be able to cancel and rebook your Sierra de Guadarrama vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, look up our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.