Cuenca del Guadarrama Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Cuenca del Guadarrama

Hotel101- Madrid

Hotel101- Madrid

Av. de las Fuerzas Armadas, 328 Madrid
Fully refundableReserve now, pay when you stay
S$177
12 Oct - 13 Oct
includes taxes & fees
9.4/10 Exceptional! (1,425 reviews)
"Estuve solo una noche y el hotel tiene todo lo que necesitas, al lado hay un supermercado lo cual ayuda bastante si no queres consumir en el hotel. Entre otras cosas lo elegí por el servicio de ida y vuelta al aeropuerto. Si buscas un hotel cerca del aeropuerto sin dudas te super recomiendo ..."

Reviewed on 16 Sept, 2026

Hotel101- Madrid
Hotel Riu Plaza España

Hotel Riu Plaza España

C/ Gran Via, 84 Madrid
S$403
15 Oct - 16 Oct
includes taxes & fees
9.4/10 Exceptional! (5,213 reviews)
"Hotel hermoso, vistas increíbles e inmejorable ubicación! Para sumar una crítica constructiva es mejor la carta del restaurante y que haya personal capacitado! Volveremos"

Reviewed on 16 Sept, 2026

Hotel Riu Plaza España
Hotel Regina

Hotel Regina

Alcala 19 Madrid Madrid
Fully refundableReserve now, pay when you stay
S$425
21 Sept - 22 Sept
includes taxes & fees
Hotel Regina
See all 5,784 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 , 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

A historic building with multiple towers and a reflection in the water.

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.
See properties
A large stone cross on a rocky hill with a cloudy sky.
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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Casita del Infante

8.0/10 (1 review)
You can spend time studying the exhibits at Casita del Infante during your trip to San Lorenzo de El Escorial. While in the area, you can find time to visit its temples.
See properties

What to do in Cuenca del Guadarrama

Horse Riding Madrid Natural Park

Horse Riding Madrid Natural Park

S$116
per adult
Horse Riding Madrid Natural Park
Escorial & Valley Half-Day Morning Tour from Madrid

Escorial & Valley Half-Day Morning Tour from Madrid

S$97
per adult
Escorial & Valley Half-Day Morning Tour from Madrid
Picture 1 for Activity Segovia: Royal Palace of La Granja de San Ildefonso Tour

Segovia: Royal Palace of La Granja de San Ildefonso Tour

S$38
per adult
Segovia: Royal Palace of La Granja de San Ildefonso Tour
See all activities in Cuenca del Guadarrama

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.