Sierra de Guadarrama Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Sierra de Guadarrama

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 S$104 per night from 15 Sept to 16 Sept
S$104
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (945 reviews)
"Amazing place to stay. Highly recommended!!!"

Reviewed on 28 Jul, 2025

Hotel Infanta Isabel
Áurea Convento Capuchinos by Eurostars Hotel Company

Áurea Convento Capuchinos by Eurostars Hotel Company

5 out of 5
Plazuela Capuchinos 2, Segovia, Segovia
Fully refundableReserve now, pay when you stay
The price is S$209 per night from 7 Sept to 8 Sept
S$209
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (767 reviews)
"Perfect for stay in Segovia!"

Reviewed on 15 Aug, 2025

Áurea Convento Capuchinos by Eurostars Hotel Company
Parador de Segovia

Parador de Segovia

4 out of 5
Carretera de Valladolid, s/n, Segovia, Segovia
The price is S$139 per night from 8 Sept to 9 Sept
S$139
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (387 reviews)
"Big rooms, fabulous beds, traditional delicious Spanish restaurant and cafe on site and a great pool and grounds. All with beautiful views of Segovia!"

Reviewed on 25 Jul, 2025

Parador de Segovia
See all 440 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

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

S$147
per adult
Segovia, Ávila and Toledo Day Trip from Madrid
Stone Carving and Woodblock Printing in Madrid

Stone Carving in Cercedilla/Madrid

S$60
per adult
Stone Carving in Cercedilla/Madrid
Segovia Private Tour - Half Day

Segovia Private Tour - Half Day

S$537
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 , 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.