Cuenca del Guadarrama Holidays

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Your Cuenca del Guadarrama Holiday

Do and see more with an Cuenca del Guadarrama holiday package. Whether you're making your way to Collado Villalba to experience its bars and pubs, hiking and festivals, or another awesome destination, our package deals make travel planning a breeze. Your trip to Cuenca del Guadarrama wouldn't be complete without experiencing some of its leading cities, starting with San Lorenzo de El Escorial. Two of the most popular attractions here include Royal Monastery of San Lorenzo de El Escorial and Real Club de Golf La Herreria. Collado Villalba is another favourite city with Cuenca del Guadarrama travellers. Visitors to this exciting city love Royal Monastery of San Lorenzo de El Escorial and Casino Gran Madrid. Whether you're travelling for a couple of days or a couple of weeks, Expedia are here to help you organise your next Cuenca del Guadarrama holiday.

Top destinations in Cuenca del Guadarrama

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

San Lorenzo de El Escorial

San Lorenzo de El Escorial
A mountainous landscape with rocky terrain and sparse vegetation.

Collado Villalba

Collado Villalba
A snowy landscape with three lighthouses and a path with people walking.

Navacerrada

Navacerrada
A train station with two platforms, a stone building, and overhead electrical lines.

Cercedilla

Cercedilla
A circular fountain with multiple water jets in a park.

Guadarrama

Guadarrama

Top Cuenca del Guadarrama Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Main Street Madrid

Main Street Madrid

Madrid Centro
£163
per person
28 Sept - 30 Sept
just found
Return flight included
London (LON) to Madrid (MAD)
8.6/10 Excellent! (276 reviews)
We loved our stay. It was clean, simple, beautiful, quiet, and just what we needed. Everyone was so kind and helpful! Yay! We definitely recommend! ❤️

Reviewed on 10 Jul 2026

Ikonik Gran Via

Ikonik Gran Via

Madrid Centro
£577
per person
25 Sept - 29 Sept
found 22 hours ago
Return flight included
Birmingham (BHX) to Madrid (MAD)
9/10 Wonderful! (148 reviews)
Beautiful hotel tucked into the shops on Gran Via. Great location and fantastic staff. We enjoyed every minute! Highly recommend!

Reviewed on 13 Aug 2026

Hotel Pinar Plaza

Hotel Pinar Plaza

Ciudad Lineal
Save 100% on your flight
£609
per person
26 Oct - 28 Oct
found 9 hours ago
Return flight included
London (LCY) to Madrid (MAD)
9.6/10 Exceptional! (148 reviews)
:-)

Reviewed on 25 Jul 2026

UMusic Hotel Madrid

UMusic Hotel Madrid

Madrid Centro
£973
per person
1 Oct - 6 Oct
found 1 day ago
Return flight included
Birmingham (BHX) to Madrid (MAD)
9.4/10 Exceptional! (934 reviews)
Home Art Apartments Salamanca

Home Art Apartments Salamanca

Salamanca
Save 100% on your flight
£464
per person
1 Oct - 6 Oct
found 1 day ago
Return flight included
Birmingham (BHX) to Madrid (MAD)
9/10 Wonderful! (142 reviews)

Cuenca del Guadarrama Essential Information

Language
Spanish
Currency
Euros
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Adolfo Suarez Madrid-Barajas Airport (MAD)
Population
14,800
Top Sights
Parque Recreativo Las Berceas, Aventura Amazonia Cercedilla and Forestal Park Madrid-Guadarrama

Top hotels in Cuenca del Guadarrama

Hotel101- Madrid

Hotel101- Madrid

Av. de las Fuerzas Armadas, 328 Madrid
Fully refundableReserve now, pay when you stay
£57
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (1,241 reviews)
"Wonderful hotel in a prime location."

Reviewed on 24 Aug 2026

Hotel101- Madrid
Hotel Regina

Hotel Regina

Alcala 19 Madrid Madrid
Fully refundableReserve now, pay when you stay
£145
25 Aug - 26 Aug
includes taxes & fees
9.8/10 Exceptional! (2,383 reviews)
"Great location, great property, great staff and an amazing breakfast."

Reviewed on 23 Aug 2026

Hotel Regina
Hotel Riu Plaza España

Hotel Riu Plaza España

C/ Gran Via, 84 Madrid
Fully refundableReserve now, pay when you stay
£160
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (5,208 reviews)
"Volveria a escoger este hotel todas las veces q vaya a Madrid. Excepcional y bello!"

Reviewed on 24 Aug 2026

Hotel Riu Plaza España
See all 6,021 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 travel package cost?
Starting from as little as £163, you can custom build your Cuenca del Guadarrama package the way you want. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Cuenca del Guadarrama travel package?
We totally understand that unexpected stuff happens. If you've booked a Cuenca del Guadarrama travel package and need to cancel or amend it, we're here to help. We suggest browsing our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Cuenca del Guadarrama?
Creating your own Cuenca del Guadarrama holiday package with Expedia is an easy way to save. We offer more than 550 airlines and 1,000,000 hotel options all over the world. With such a broad range to pick from, you'll have no issues pulling together your ideal holiday.
Does Expedia offer Book Now, Pay Later Cuenca del Guadarrama holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:
  • Pay monthly holidays: Klarna offers manageable monthly payment plans that fit all budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday over multiple transactions.
  • Low deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
What are the top hotels in Cuenca del Guadarrama?
For hotels in Cercedilla with friendly service and cosy beds, you can't go past Hotel Galaico and Exe Victoria Palace. If you plan to visit San Lorenzo de El Escorial as well, you can look forward to a good night's sleep at Hotel Galaico or Exe Victoria Palace.
How far in advance should I book my Cuenca del Guadarrama holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to departure dates. Typically, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Cuenca del Guadarrama sometimes become available a few weeks before departure.
What does an Expedia Cuenca del Guadarrama travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your ideal Cuenca del Guadarrama travel package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget — the more you bundle, the more cash you'll save!
What should I know before booking a Cuenca del Guadarrama travel package?
So many places to visit, so many things to experience. With a travel package, you'll be able to tick more of them off your list. Combine your flights, rental cars and hotels and make big savings.
Can I choose my airline with a Cuenca del Guadarrama Expedia travel package?
Yes, you're in control. We have access to over 550 partner airlines across the globe, so you can tailor your Cuenca del Guadarrama getaway according to your needs and budget.

Stay near popular Cuenca del Guadarrama attractions

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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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What to do in Cuenca del Guadarrama

Picture 1 for Activity Segovia: Royal Palace of La Granja de San Ildefonso Tour

Segovia: Royal Palace of La Granja de San Ildefonso Tour

£22
per adult
Segovia: Royal Palace of La Granja de San Ildefonso Tour
Stone Carving and Woodblock Printing in Madrid

Stone Carving in Cercedilla/Madrid

£34
per adult
Stone Carving in Cercedilla/Madrid
Madrid: Atlantis Aquarium Entry Ticket

Madrid: Atlantis Aquarium Entry Ticket

£10
per adult
Madrid: Atlantis Aquarium Entry Ticket
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. Flight-inclusive packages are ATOL protected.