Sierra de Guadarrama Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Sierra de Guadarrama

Price found within the past 48 hours. Click for updated prices.
Hostal Alfaro

Hostal Alfaro

2 out of 5
Madrid Centro
Save 100% on your flight
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9/10 Wonderful! (173 reviews)
Very simple and to the point. The staff was very friendly. In the heart of Madrid. Great, simple stay.

Reviewed on 8 Aug 2025

Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
Save 100% on your flight
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.8/10 Exceptional! (2,116 reviews)
Best hotel we have stayed at in Madrid. Staff were amazing.

Reviewed on 10 Aug 2025

Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Save 100% on your flight
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.4/10 Exceptional! (4,276 reviews)
Checking in is absolutely horrid. This hotel actually does not allow you access to your room until the actual 3:00pm check in time, I’ve never experienced this with any other property. Usually whatever time you get in, you check in and have access to your room. The check in process is completely disorganized, having to continuously check with the front desk. Luggage room is a nightmare. Hotel is clean and amenities are very good. Staff was nice and helpful. Just seems they can not handle large crowds or their busy season.

Reviewed on 10 Aug 2025

Petit Hostel Palacio Real

Petit Hostel Palacio Real

2 out of 5
Moncloa-Aravaca
Save 100% on your flight
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
8.8/10 Excellent! (385 reviews)
Don’t regret staying here but wouldn’t come back, it is super clean tho

Reviewed on 6 Jul 2025

UMusic Hotel Madrid

UMusic Hotel Madrid

5 out of 5
Madrid Centro
Save 100% on your flight
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.4/10 Exceptional! (639 reviews)
Perfect location, facilities and service

Reviewed on 1 Aug 2025

Top hotels in Sierra de Guadarrama

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 €98 per night from 24 Aug to 25 Aug
€98
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (648 reviews)
"very 👍"

Reviewed on 30 Jul 2025

Hotel San Antonio El Real
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 €99 per night from 19 Aug to 20 Aug
€99
19 Aug - 20 Aug
includes taxes & fees
9/10 Wonderful! (945 reviews)
"Amazing place to stay. Highly recommended!!!"

Reviewed on 28 Jul 2025

Hotel Infanta Isabel
Hospedería Santa Cruz

Hospedería Santa Cruz

2 out of 5
Carretera Guadarrama, San Lorenzo de El Escorial, Madrid
The price is €78 per night from 21 Aug to 22 Aug
€78
21 Aug - 22 Aug
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 20 Jul 2025

Hospedería Santa Cruz
See all 447 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.

Popular places to visit

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

Valdesqui Ski Resort

Hit the slopes in Rascafria with a visit to Valdesqui Ski Resort. Visit the spas and temples in this walkable area.

Valdesqui Ski Resort

What to do in Sierra de Guadarrama

Segovia, Ávila and Toledo Guided Daytrip from Madrid

Segovia, Ávila and Toledo Day Trip from Madrid

€98
per adult
Segovia, Ávila and Toledo Day Trip from Madrid
Stone Carving and Woodblock Printing in Madrid

Stone Carving in Cercedilla/Madrid

€40
per adult
Stone Carving in Cercedilla/Madrid
Segovia Private Tour - Half Day

Segovia Private Tour - Half Day

€359
per traveller
Segovia Private Tour - Half Day
See all activities in Sierra de Guadarrama

Frequently asked questions

How much does a Sierra de Guadarrama holiday package cost?
The cheapest Sierra de Guadarrama holiday package is €309, 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 travelling 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 holiday 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 holiday?
You'll be rewarded with the widest variety at the lowest prices by booking your Sierra de Guadarrama holiday 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 holiday!
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 holiday 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 holiday 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 holiday package?
Certainly, and we're here to help. You may be able to cancel and rebook your Sierra de Guadarrama holiday 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.