Sierra de Guadarrama Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Sierra de Guadarrama Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Regina
Madrid Centro
CA $2,110
per person
Oct 12 - Oct 18
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (2,312 reviews)
Location of the property made it easy walking distance to restaurants, shopping, and museums. Loved the terrace on the top floor at night with the fountains that provided a getaway from getaway.
Staff were polite and warm welcoming. Breakfast was delicious, fresh, and of high quality.
We will be returning to this hotel and will be recommending it to both friends and family alike.
Reviewed on Aug 10, 2026
Main Street Madrid
Madrid Centro
CA $2,203
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Madrid (MAD)
8.6/10 Excellent! (274 reviews)
We loved our stay. It was clean, simple, beautiful, quiet, and just what we needed. Everyone was so kind and helpful! Yay! We definitely recommend! ❤️
Reviewed on Jul 10, 2026
Ready to book your vacation to Sierra de Guadarrama?
Sierra de Guadarrama Hotel Deals
Hotel Pax Torrelodones
Calle Sama de Landreo, s/n Torrelodones Madrid
CA $82
CA $90 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (369 reviews)
"It was alright"
Reviewed on Jul 28, 2026
Áurea Convento Capuchinos by Eurostars Hotel Company
Plazuela Capuchinos 2 Segovia Segovia
Fully refundableReserve now, pay when you stay
CA $183
CA $201 total
Aug 19 - Aug 20
includes taxes & fees
Hotel Infanta Isabel
Plaza Mayor, 12 Segovia Segovia
Fully refundableReserve now, pay when you stay
CA $118
CA $130 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Loved everything about this hotel."
Reviewed on Aug 9, 2026
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.
What to do in Sierra de Guadarrama
Segovia: Royal Palace of La Granja de San Ildefonso Tour
CA $42
per adult
Segovia: guided route on an electric bicycle (ebike)
CA $89
per adult
Frequently asked questions
How much does a Sierra de Guadarrama vacation package cost?
The cheapest Sierra de Guadarrama vacation package is CA $2,077, 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.
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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.
