Cuenca del Guadarrama Holidays
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Top destinations in Cuenca del Guadarrama
Collado Villalba
Navacerrada
Top Flight + Hotel Deals in Cuenca del Guadarrama
Price found within the past 48 hours. Click for updated prices.
Dorma Casa de los Linajes
Segovia Old Town
€414
per person
26 Oct - 31 Oct
found 17 hours ago
Return flight included
Dublin (DUB) to Madrid (MAD)
8.8/10 Excellent! (579 reviews)
We stayed at Dorma Casa de los Linajes for 9 days with my wife, and we absolutely loved our stay. Even though the hotel is rated as a three-star property, it definitely does not feel like a typical three-star hotel.
We had a room with a beautiful view, and the scenery was truly enjoyable. One of the highlights was watching the hot-air balloons take off each morning — a wonderful way to start the day.
If you have a son or daughter starting at IE University, this is a perfect place to stay. It is within walking distance of Plaza Mayor, as well as many restaurants and other attractions.
We would definitely recommend this hotel and, whenever we return to Segovia, we will not look for another place to stay.
Reviewed on 5 Sept 2026
Edmond Vibes Ventas
Ciudad Lineal
€746
per person
24 Oct - 28 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Madrid (MAD)
9.4/10 Exceptional! (6 reviews)
Un excelente lugar muy limpio las instalaciones en muy buen estado, estoy muy feliz por mi estancia en este lugar. 100% recomendado
Reviewed on 19 Aug 2026
Top hotels in Cuenca del Guadarrama
Hotel101- Madrid
Av. de las Fuerzas Armadas, 328 Madrid
Fully refundableReserve now, pay when you stay
€72
14 Sept - 15 Sept
includes taxes & fees
9.4/10 Exceptional! (1,381 reviews)
"Excellent place to stay close to the airport"
Reviewed on 10 Sept 2026
Hotel Regina
Alcala 19 Madrid Madrid
Fully refundableReserve now, pay when you stay
€325
14 Sept - 15 Sept
includes taxes & fees
Hotel Riu Plaza España
C/ Gran Via, 84 Madrid
Fully refundableReserve now, pay when you stay
€322
4 Oct - 5 Oct
includes taxes & fees
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.
Stay near popular Cuenca del Guadarrama attractions
Royal Monastery of San Lorenzo de El Escorial
9.2/10 (407 reviews)
After visiting Royal Monastery of San Lorenzo de El Escorial, make a plan to see the other sights and activities in San Lorenzo de El Escorial. While in the area, you can find time to visit its temples.
Photo by Denise Bradley
Valley of the Fallen
7.8/10 (62 reviews)
You can learn about the history of San Lorenzo de El Escorial when you stop by Valley of the Fallen. While in the area, you can find time to visit its temples.
Casino Gran Madrid
8.0/10 (1 review)
Why not roll the dice with a visit to Casino Gran Madrid during your time in Torrelodones? Amble around the area's forests or visit its casinos.
La Silla de Felipe II
9.2/10 (15 reviews)
Commune with nature and explore the great outdoors at La Silla de Felipe II during your travels in San Lorenzo de El Escorial. While in the area, you can find time to visit its temples.
Real Club de Golf La Herreria
8.6/10 (4 reviews)
Enjoy a round of golf in San Lorenzo de El Escorial at Real Club de Golf La Herreria. While in the area, you can find time to visit its temples.
Church of San Bernabe
8.0/10 (1 review)
After visiting Church of San Bernabe, make a plan to see the other sights and activities in El Escorial. While in the area, you can find time to visit its temples.
Auditorio San Lorenzo de El Escorial Theater
8.8/10 (3 reviews)
You can get tickets for a performance at Auditorio San Lorenzo de El Escorial Theater during your trip to San Lorenzo de El Escorial. While in the area, you can find time to visit its temples.
Aquopolis
6.0/10 (2 reviews)
Bring your family to Aquopolis and enjoy the excitement of this theme park in Villanueva de la Canada. Amble around the area's forests or visit its casinos.
What to do in Cuenca del Guadarrama
Escorial & Valley Half-Day Morning Tour from Madrid
€66
per adult
Segovia: Royal Palace of La Granja de San Ildefonso Tour
€26
per adult
El Escorial and Valley of the Fallen Half Day Trip from Madrid
€67
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
