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.
Aparthoteltribunal

Aparthoteltribunal

3 out of 5
Madrid Centro
Price was CA $2,127, price is now CA $1,516 per person
CA $1,516
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Madrid (MAD)
9.6/10 Exceptional! (16 reviews)
Very well run hotel with courteous and efficient service just around the corner from Tribunal Metro station and within walking distance from restaurants, shops and grocery stores.

Reviewed on Jun 17, 2026

POSTCODE Chueca

POSTCODE Chueca

4 out of 5
Madrid Centro
Price was CA $5,672, price is now CA $3,553 per person
CA $3,553
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Madrid (MAD)
No reviews
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Price was CA $3,426, price is now CA $2,248 per person
CA $2,248
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Madrid (MAD)
9.4/10 Exceptional! (5,002 reviews)
great location, great rooms we had a great trip .

Reviewed on Jun 25, 2026

Ikonik Gran Via

Ikonik Gran Via

4 out of 5
Madrid Centro
Price was CA $2,410, price is now CA $1,715 per person
CA $1,715
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Madrid (MAD)
8.8/10 Excellent! (139 reviews)
Cuartos limpios pero hotel necesita decoración mas moderna.

Reviewed on Apr 14, 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 $4,309, price is now CA $3,086 per person
CA $3,086
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madrid (MAD)
10/10 Exceptional! (491 reviews)
This hotel and the people working there are simply fantastic. Easy walking to just about anywhere in the city that a person might want to be. The hotel staff were incredibly helpful and friendly. The room was immaculate and comfortable. We would stay here again in a heartbeat.

Reviewed on Jun 21, 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 $96 per night from Jun 29 to Jun 30
CA $96
CA $105 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (549 reviews)
"Excellent parking nice staff clean throughout"

Reviewed on Jun 19, 2026

Dorma Casa de los Linajes
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 CA $184 per night from Jul 13 to Jul 14
CA $184
CA $202 total
Jul 13 - Jul 14
includes taxes & fees
9.6/10 Exceptional! (872 reviews)
"I was awakened at 12.20am by the guest next door slamming his door. I rang Reception and they said they would have a word with him. That didn't work. The next night he woke me up at 4.30am. I rang Reception: the receptionist said they couldn't hear the door slam (I was on the 5th floor). When I insisted, ..."

Reviewed on Jun 24, 2026

Áurea Convento Capuchinos by Eurostars Hotel Company
Hospedería Santa Cruz

Hospedería Santa Cruz

2 out of 5
Carretera Guadarrama San Lorenzo de El Escorial Madrid
The price is CA $74 per night from Jul 2 to Jul 3
CA $74
CA $81 total
Jul 2 - Jul 3
includes taxes & fees
Hospedería Santa Cruz
See all 439 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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What to do in Sierra de Guadarrama

Segovia: guided route on an electric bicycle

Segovia: guided route on an electric bicycle (ebike)

CA $89
per adult
Segovia: guided route on an electric bicycle (ebike)
Stone Carving and Woodblock Printing in Madrid

Stone Carving in Cercedilla/Madrid

CA $64
per adult
Stone Carving in Cercedilla/Madrid
Segovia: Guided tour of the DYC Distillery with whiskey tasting

Segovia: Guided tour of the DYC Distillery with whiskey tasting

CA $27
per adult
Segovia: Guided tour of the DYC Distillery with whiskey tasting
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.