Cuenca del Guadarrama Holidays

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Top destinations in Cuenca del Guadarrama

Campo con cielo/ vista de la dehesa boyal con la sierra de Guadarrama al fondo en Collado Villalba, provincia de Madrid. España
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Collado Villalba

Collado Villalba
NAVACERRADA – JANUARY 4, 2015: Tourists in Navacerrada Ski Resort, Navacerrada Mountain Pass, Madrid, Spain, on January 4, 2015.
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Navacerrada

Navacerrada

Top Flight + Hotel Deals in Cuenca del Guadarrama

Price found within the past 48 hours. Click for updated prices.
Hotel Principe Pio

Hotel Principe Pio

3 out of 5
Austrias
Price was €613, price is now €414 per person
€414
per person
14 Jun - 17 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9/10 Wonderful! (1,003 reviews)
The hospitality was superb. The decor was lovely very stylish. I loved that we were in an area that was accessible to public transportation. I was able to jump on the bus and go to grand Villa and Plaza de España. There was a local market down the street where in case you want to buy water and fruit and yogurt and just necessities that you may want in your room I highly recommend the hotel when we go back to Madrid I will be staying there.

Reviewed on 10 Apr 2026

Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Price was €2,056, price is now €1,151 per person
€1,151
per person
10 Jun - 17 Jun
found 5 hours ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.4/10 Exceptional! (4,775 reviews)
wonderfully well organised and trained staff, went off like a swiss watch

Reviewed on 27 Apr 2026

Relais & Châteaux Heritage Madrid

Relais & Châteaux Heritage Madrid

5 out of 5
Salamanca
Price was €1,303, price is now €806 per person
€806
per person
14 Jun - 17 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.8/10 Exceptional! (581 reviews)
it was expensive, 30 euros per person

Reviewed on 29 Mar 2026

Relais & Châteaux Hotel Orfila

Relais & Châteaux Hotel Orfila

5 out of 5
Chamberí
Price was €1,401, price is now €882 per person
€882
per person
14 Jun - 17 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.8/10 Exceptional! (570 reviews)
Friendly staff, beautiful hotel

Reviewed on 27 Apr 2026

Hotel Regina

Hotel Regina

4 out of 5
Madrid Centro
Price was €2,363, price is now €1,496 per person
€1,496
per person
10 Jun - 17 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Madrid (MAD)
9.8/10 Exceptional! (2,299 reviews)
Great breakfast, friendly and helpful staff. We enjoyed our stay.

Reviewed on 26 Apr 2026

Top hotels in Cuenca del Guadarrama

Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
C/ Gran Via, 84 Madrid
The price is €166 per night from 10 May to 11 May
€166
10 May - 11 May
includes taxes & fees
9.4/10 Exceptional! (4,788 reviews)
wonderfully well organised and trained staff, went off like a swiss watch

Reviewed on 27 Apr 2026

Hotel Riu Plaza España
Novotel Madrid Center

Novotel Madrid Center

4 out of 5
O'donnell 53 Madrid Madrid
Fully refundableReserve now, pay when you stay
The price is €232 per night from 5 May to 6 May
€232
5 May - 6 May
includes taxes & fees
9.2/10 Wonderful! (1,164 reviews)
It is well located, the rooms are adequate, and the breakfast offers a lot of variety but it is very noisy.

Reviewed on 26 Apr 2026

Novotel Madrid Center
Hotel Chamartin The One

Hotel Chamartin The One

4 out of 5
Agustín de Foxa s/n Madrid Madrid
Fully refundableReserve now, pay when you stay
The price is €113 per night from 3 May to 4 May
€113
3 May - 4 May
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
The big plus of this hotel is it's proximity to Charmatin. The staff were also really friendly and helpful. The room was very clean but the building and hardware was showing it's age. Regardless, it was still a great hotel to stay at in between a flight and a train.

Reviewed on 26 Apr 2026

Hotel Chamartin The One
See all 6,580 properties in Cuenca del 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.

Frequently asked questions

How much does a Cuenca del Guadarrama holiday package cost?
The cheapest Cuenca del Guadarrama package is €414, so your dream getaway can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to tailor a package suited to your travel style.
How do I get a cheap travel package to Cuenca del Guadarrama?
If you love landing a bargain, combine your bookings into a Cuenca del Guadarrama holiday package. Whether you're chasing hotels, flights, rental cars or activities, you can browse and book everything in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 properties across the globe to pick from. Fly with who you want, stay wherever you like and save some cash — now that's the perfect getaway!
What are the top hotels in Cuenca del Guadarrama?
Exe Victoria Palace and Hotel Fc Villalba know how to make their guests feel at home in Cercedilla. If your itinerary also includes San Lorenzo de El Escorial, look up San Lorenzo Suites and Hotel Pax Torrelodones. Both are top picks with travellers.
How far in advance should I book my Cuenca del Guadarrama holiday?
It can be hard to know exactly when is the ideal time to book your holiday to Cuenca del Guadarrama. But typically the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly a year before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are great deals featured on Expedia every single day.
What does an Expedia Cuenca del Guadarrama travel package include?
That depends on what you're looking for. If you're travelling alone, you might decide to combine flights and hotels. Bringing the whole crew to Cuenca del Guadarrama? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Cuenca del Guadarrama travel package?
You can look forward to saving with an Expedia travel package. Combine your airfares, rental cars and hotels and land exciting discounts. Hotels aren't your only option, though. We've got beachside condos, mountain cabins and even ranches and treehouses!
Can I choose my airline with a Cuenca del Guadarrama Expedia holiday package?
With a holiday package, you're in control. Whether you're hoping to fly to Cuenca del Guadarrama in coach or first class, simply pick from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Cuenca del Guadarrama holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.