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.
The First One Madrid Preciados

The First One Madrid Preciados

Madrid Centro
CA $1,251
per person
Nov 26 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9/10 Wonderful! (1,009 reviews)
We stayed for 3 nights in a deluxe double and were very happy with our stay. Our room didn’t have a view and wasn’t large (we could push one of our suitcases under the bed) but was comfortable and well serviced. Staff were very helpful and we appreciated them storing a bag for us for ~3 weeks (we stayed a night earlier before other travels with in Spain then returning). Location is excellent - a couple of metro stations within a short walk; dining at your doorstep and shopping and sights also very close by.

Reviewed on Sep 23, 2026

Hostal Met Madrid

Hostal Met Madrid

Madrid Centro
Save 100% on your flight
CA $1,845
per person
Nov 1 - Nov 8
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.2/10 Wonderful! (287 reviews)
Great place

Reviewed on Sep 8, 2026

Four Seasons Hotel Madrid

Four Seasons Hotel Madrid

Madrid Centro
Save 100% on your flight
CA $3,022
per person
Nov 10 - Nov 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (371 reviews)
Excellent

Reviewed on Sep 20, 2026

Hotel Regina

Hotel Regina

Madrid Centro
CA $1,822
per person
Nov 25 - Nov 30
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.8/10 Exceptional! (2,388 reviews)
Amazing experience overall!

Reviewed on Sep 23, 2026

UMusic Hotel Madrid

UMusic Hotel Madrid

Madrid Centro
CA $1,340
per person
Nov 26 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
9.4/10 Exceptional! (958 reviews)
Really lovely stay at this hotel, very central, lots to do around and a lovely roof top bar. The rooms are very nice.

Reviewed on Sep 24, 2026

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Sierra de Guadarrama Hotel Deals

Hotel Infanta Isabel

Hotel Infanta Isabel

Plaza Mayor, 12 Segovia Segovia
Fully refundableReserve now, pay when you stay
CA $113
CA $124 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Best location in town, right on the major square and next to the cathedral. Quiet, clean, nice rooms, comfy bed, we had a nice view of the cathedral and city from our room. Friendly staff. Recommended!"

Reviewed on Sep 23, 2026

Hotel Infanta Isabel
Hotel San Antonio El Real

Hotel San Antonio El Real

C/ San Antonio El Real s/n Segovia Segovia
Fully refundableReserve now, pay when you stay
CA $128
CA $141 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (710 reviews)
"The hotel is well located outside the touristic but very easy to walk to old town. Staff friendly. Room a little basic but clean. Overall ok but in my opinion, not worth the price I paid a night if I compare with all my others bookings"

Reviewed on Sep 21, 2026

Hotel San Antonio El Real
Áurea Convento Capuchinos by Eurostars Hotel Company

Áurea Convento Capuchinos by Eurostars Hotel Company

Plazuela Capuchinos 2 Segovia Segovia
Fully refundableReserve now, pay when you stay
CA $205
CA $225 total
Oct 5 - Oct 6
includes taxes & fees
9.6/10 Exceptional! (917 reviews)
"Very nice hotel. In a great location go visit the town center. That’s where the best restaurants and the cathedral is located and a short walk to the castle. It’s an easy walk to the aqueduct as well. A great place."

Reviewed on Sep 21, 2026

Áurea Convento Capuchinos by Eurostars Hotel Company
See all 455 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.

What to do in Sierra de Guadarrama

Horse Riding Madrid Natural Park

Horse Riding Madrid Natural Park

CA $125
per adult
Horse Riding Madrid Natural Park
Picture 1 for Activity Segovia: Royal Palace of La Granja de San Ildefonso Tour

Segovia: Royal Palace of La Granja de San Ildefonso Tour

CA $42
per adult
Segovia: Royal Palace of La Granja de San Ildefonso Tour
Segovia: guided route on an electric bicycle

Segovia: guided route on an electric bicycle (ebike)

CA $88
per adult
Segovia: guided route on an electric bicycle (ebike)
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 $1,251, 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.