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.
Main Street Madrid

Main Street Madrid

3 out of 5
Madrid Centro
Price was CA $2,136, price is now CA $1,470 per person
CA $1,470
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madrid (MAD)
8.6/10 Excellent! (259 reviews)
Very nice hotel and staff. It was a bit hard to find so that’s why I rated it 4 instead of 5 stars. It’s on the 5th floor btw. Also the bathroom smelled like sewage a few times coming from the drain, but it cleared on its own. Great location also!

Reviewed on Apr 29, 2026

Gran Hotel Inglés - The Leading Hotels of the World

Gran Hotel Inglés - The Leading Hotels of the World

5 out of 5
Madrid Centro
Price was CA $3,844, price is now CA $2,708 per person
CA $2,708
per person
Jul 1 - Jul 5
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Madrid (MAD)
10/10 Exceptional! (475 reviews)
Property is nice, but old and not that renovated location is good but not great, service is also good but not great

Reviewed on Apr 30, 2026

Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
Price was CA $2,613, price is now CA $1,965 per person
CA $1,965
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Madrid (MAD)
9.8/10 Exceptional! (2,192 reviews)
Good location. Near museum. Many restaurants near.

Reviewed on May 8, 2026

Hotel Regina

Hotel Regina

4 out of 5
Madrid Centro
Price was CA $2,753, price is now CA $2,149 per person
CA $2,149
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Madrid (MAD)
9.8/10 Exceptional! (2,301 reviews)
Had an incredible view. The breakfast was very good, though the room had too much of a "cafeteria vibe."

Reviewed on May 9, 2026

Relais & Châteaux Heritage Madrid

Relais & Châteaux Heritage Madrid

5 out of 5
Salamanca
Price was CA $3,455, price is now CA $2,722 per person
CA $2,722
per person
Jul 1 - Jul 5
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Madrid (MAD)
9.6/10 Exceptional! (582 reviews)
it was expensive, 30 euros per person

Reviewed on Mar 29, 2026

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Sierra de Guadarrama Hotel Deals

Dorma Casa de los Linajes

Dorma Casa de los Linajes

3 out of 5
Calle Doctor Velasco 9 Segovia Segovia
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from May 19 to May 20
CA $95
CA $105 total
May 19 - May 20
includes taxes & fees
8.8/10 Excellent! (511 reviews)
Breakfast wonderful. Bed super comfy.location perfect.very big room with wonderful shower.very clean.

Reviewed on May 8, 2026

Dorma Casa de los Linajes
Hospedería Santa Cruz

Hospedería Santa Cruz

2 out of 5
Carretera Guadarrama San Lorenzo de El Escorial Madrid
The price is CA $81 per night from May 14 to May 15
CA $81
CA $89 total
May 14 - May 15
includes taxes & fees
8.2/10 Very Good! (102 reviews)
Amazing location with truly unique atmosphere. The history of the place is deeply complicated but it’s setting in combination with the structures make it extremely impressionable.

Reviewed on Apr 1, 2026

Hospedería Santa Cruz
Parador de Segovia

Parador de Segovia

4 out of 5
Carretera de Valladolid, s/n Segovia Segovia
The price is CA $145 per night from Jun 8 to Jun 9
CA $145
CA $160 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (442 reviews)
Amazing location up above the town with great views of the churches and aqueduct. Parador very busy so we couldn’t eat in the restaurant until late. Better to book ahead

Reviewed on May 11, 2026

Parador de Segovia
See all 445 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.
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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

Avila with Walls & Segovia with Alcazar - Full Day Tour from Madrid

Avila with Walls & Segovia with Alcazar - Full Day Tour from Madrid

CA $128
per adult
88% of travellers recommend
Avila with Walls & Segovia with Alcazar - Full Day Tour from Madrid
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 $81
per adult
Segovia: guided route on an electric bicycle (ebike)
See all activities in Sierra de Guadarrama

Frequently asked questions

Can I cancel my flight booking to Sierra de Guadarrama due to COVID-19?
Many airlines now provide more flexibility due to COVID-19. Our Customer Service Portal will help find an answer to most questions about changes to your flight. It's also worth checking the terms and conditions of your preferred carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Sierra de Guadarrama that have flexible change policies?
When it comes to flying these days, flexibility is essential. That's why we have a "No change fee" search function to help you find flexible, affordable airfares to Sierra de Guadarrama. It's at the top left of your screen directly underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Sierra de Guadarrama during the COVID-19 outbreak?
With new restrictions and safety precautions in effect, travel looks a lot different in this day and age. These are some handy things to know before you pack your bags for Sierra de Guadarrama:
  • Research if any travel restrictions apply to your destination and origin before committing to a flight. Also check if there are any special conditions you'll need to follow on arrival, such as health testing.
  • You're required to wear a face mask throughout your travel experience, including at security checkpoints. Be ready to adjust your mask for ID verification when asked by a TSA officer.
  • Rather than handing a TSA employee your boarding pass, place it straight on the reader yourself. Then, hold it up for inspection.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll need to remove it for X-ray scanning.
  • To minimize handling during the screening process, put items such as your phone, keys and wallet into your carry-on rather than into the bins.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA agent will need to open your bag for inspection.

Which airlines fly to Sierra de Guadarrama?
Let Iberia Express get you there. This top carrier runs 1254 services every month to Adolfo Suarez Madrid-Barajas Airport (MAD), a Sierra de Guadarrama gateway.
How can I find cheap tickets to Sierra de Guadarrama?
In the last seven days, was the best price for a flight to Sierra de Guadarrama. For an even cheaper fare, book in advance and be flexible with your travel dates. Search for your flight to Sierra de Guadarrama, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Sierra de Guadarrama?
There were loads of inexpensive fares for the taking in the last seven days, with the cost of a return flight to Sierra de Guadarrama varying between and . Many lucky travelers locked in one-way flights from () for only .
What are the most popular airports to fly into in Sierra de Guadarrama?
Adolfo Suarez Madrid-Barajas Airport (MAD) is the main entrance point for many hoping to visit Sierra de Guadarrama. Roughly 10932 flights every month land at this airport.
When is the cheapest time to fly to Sierra de Guadarrama?
If you're not fixed on your travel dates to Sierra de Guadarrama, depart early in the week. The cheapest day to take off is generally Tuesday, followed by Monday. Saturday is typically the priciest day, with many people opting to fly on the weekend.
How much is a plane ticket to Sierra de Guadarrama?
In the last seven days, seats cost between and . Scroll through our fabulous deals to Sierra de Guadarrama, make a booking and get ready for your next fun vacation!
Which airlines with flights to Sierra de Guadarrama employ COVID-19 cleanliness policies?
Social distancing is just one element of new travel measures to minimize the spread of COVID-19. From the waiting lounge to your designated seat, these airlines will whisk you away to your destination with comfort and confidence:
  • Iberia - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Air Europa - this airline is known for providing passenger masks and conducting passenger temperature checks.
  • Iberia Express - this airline is known for conducting passenger temperature checks and cleaning with disinfectant.

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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.