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Guadarrama Vacation Packages

Build your package with 2 more options

Guadarrama Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Price was $1,586, price is now $1,135 per person
$1,135
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in our reviews. Popular attractions Royal Palace of Madrid and Gran Via are located nearby.

Casa Faraona Luxury Residences

Casa Faraona Luxury Residences

4 out of 5
Save 100% on your flight
Price was $2,744, price is now $1,891 per person
$1,891
per person
Sep 24 - Sep 29
found 16 hours ago
Roundtrip flight included
New York (JFK) to Madrid (MAD)
Stay at this aparthotel in Madrid. Enjoy free WiFi, breakfast (surcharge), and a steam room. Popular attractions El Retiro Park and Gran Via are located nearby.
Spatious, modern and elegant with an excellent location.

Reviewed on Apr 10, 2026

Hotel Regina

Hotel Regina

4 out of 5
Save 100% on your flight
Price was $2,193, price is now $1,440 per person
$1,440
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Gran Via and Puerta del Sol are located nearby.
Truly the kindest and most helpful staff! They not only booked me a taxi to the train station, but packed me a picnic for my trip to Barcelona! Highly recommend!

Reviewed on Aug 4, 2026

Montera Center Madrid

Montera Center Madrid

2 out of 5
Price was $1,911, price is now $1,286 per person
$1,286
per person
Sep 23 - Sep 29
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to Madrid (MAD)
Stay at this hostal in Madrid. Enjoy free WiFi and housekeeping. Popular attractions Puerta del Sol and Gran Via are located nearby.
Horrible place, no signs of the name and impossible to check in

Reviewed on Jul 29, 2026

Hotel Madrisol

Hotel Madrisol

3 out of 5
Price was $2,270, price is now $1,567 per person
$1,567
per person
Oct 10 - Oct 17
found 8 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madrid (MAD)
Stay at this hostal in Madrid. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Puerta del Sol and Gran Via are located nearby.

Ikonik Gran Via

Ikonik Gran Via

4 out of 5
Price was $2,112, price is now $1,462 per person
$1,462
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madrid (MAD)
Stay at this hotel in Madrid. Enjoy free WiFi, breakfast (surcharge), and in-room massages. Popular attractions Gran Via and Puerta del Sol are located nearby.
Perfecto

Reviewed on Aug 1, 2026

Pestana CR7 Gran Vía Madrid

Pestana CR7 Gran Vía Madrid

4 out of 5
Price was $2,033, price is now $1,448 per person
$1,448
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)
Stay at this hotel in Madrid. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Gran Via and Puerta del Sol are located nearby.
Great location ! Great service !! Highly recommended

Reviewed on Aug 4, 2026

Relais & Châteaux Hotel Orfila

Relais & Châteaux Hotel Orfila

5 out of 5
Save 100% on your flight
Price was $3,883, price is now $2,853 per person
$2,853
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Madrid (MAD)
Book a stay at this luxury hotel in Madrid. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Gran Via and Puerta del Sol are located nearby.

Guadarrama Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
UMusic Hotel Madrid

UMusic Hotel Madrid

5 out of 5
Madrid Centro
Price was $1,390, price is now $1,067 per person
$1,067
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Price was $1,586, price is now $1,135 per person
$1,135
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)
Main Street Madrid

Main Street Madrid

3 out of 5
Madrid Centro
Price was $1,876, price is now $1,348 per person
$1,348
per person
Sep 12 - Sep 15
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Madrid (MAD)
Nômade Temple Madrid

Nômade Temple Madrid

5 out of 5
Madrid Centro
Price was $1,851, price is now $1,358 per person
$1,358
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)

Guadarrama Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Atlantico Madrid

Hotel Atlantico Madrid

4 out of 5
Madrid Centro
Save 100% on your flight
Price was $1,800, price is now $1,179 per person
$1,179
per person
Oct 28 - Nov 3
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Madrid (MAD)
Casa Faraona Luxury Residences

Casa Faraona Luxury Residences

4 out of 5
Salamanca
Save 100% on your flight
Price was $2,744, price is now $1,891 per person
$1,891
per person
Sep 24 - Sep 29
found 16 hours ago
Roundtrip flight included
New York (JFK) to Madrid (MAD)
Hotel Riu Plaza España

Hotel Riu Plaza España

4 out of 5
Madrid Centro
Save 100% on your flight
Price was $2,221, price is now $1,372 per person
$1,372
per person
Oct 28 - Nov 3
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Madrid (MAD)
Hotel Regina

Hotel Regina

4 out of 5
Madrid Centro
Save 100% on your flight
Price was $2,193, price is now $1,440 per person
$1,440
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madrid (MAD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wizz Air UK
Thu, Nov 5 - Sun, Nov 8
LTN
Luton
MAD
Adolfo Suárez Madrid-Barajas
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Wizz Air UK flight, departing Thu, Nov 5 from Luton to Adolfo Suárez Madrid-Barajas, returning Sun, Nov 8, priced at $63 found 2 days ago
Wizz Air Malta
Wed, Oct 28 - Wed, Nov 11
FCO
Fiumicino - Leonardo da Vinci Intl.
MAD
Adolfo Suárez Madrid-Barajas
$71 Roundtrip, found 1 hour ago
$71
Roundtrip
found 1 hour ago
Select Wizz Air Malta flight, departing Wed, Oct 28 from Fiumicino - Leonardo da Vinci Intl. to Adolfo Suárez Madrid-Barajas, returning Wed, Nov 11, priced at $71 found 1 hour ago
Iberia
Mon, Jan 18 - Sun, Jan 31
LHR
Heathrow
MAD
Adolfo Suárez Madrid-Barajas
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Iberia flight, departing Mon, Jan 18 from Heathrow to Adolfo Suárez Madrid-Barajas, returning Sun, Jan 31, priced at $102 found 1 hour ago
easyJet
Thu, Nov 5 - Sun, Nov 8
LGW
Gatwick
MAD
Adolfo Suárez Madrid-Barajas
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select easyJet flight, departing Thu, Nov 5 from Gatwick to Adolfo Suárez Madrid-Barajas, returning Sun, Nov 8, priced at $118 found 1 hour ago