Cinco Casas Vacations
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Cinco Casas Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Atlantico Madrid
Madrid Centro
$1,325
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) to Madrid (MAD)
Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Gran Via and Puerta del Sol are located nearby.
We had a fantastic experience at Hotel Atlántico in Madrid. The hotel is beautiful, comfortable, very clean, and the location on Gran Vía is absolutely perfect for exploring the city.
What really made our stay special was the staff. Everyone was extremely friendly, professional, welcoming, and always willing to help. Their excellent service made us feel truly welcomed and well taken care of throughout our stay.
Reviewed on Aug 31, 2026
Hotel Riu Plaza España
Madrid Centro
$1,368
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) 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.
Excellent hotel and Service. Excellent location. Staff make us feel as home.
Reviewed on Sep 1, 2026
UMusic Hotel Madrid
Madrid Centro
$1,438
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) to Madrid (MAD)
Book a stay at this luxury hotel in Madrid. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Puerta del Sol and Plaza Mayor are located nearby.
Staff were excellent, nothing was too much trouble
Reviewed on Aug 31, 2026
Hotel Regina
Madrid Centro
$1,423
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) 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.
Palacio Tirso de Molina - THE ARC COLLECTION
Madrid Centro
$1,553
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) to Madrid (MAD)
Book a stay at this luxury aparthotel in Madrid. Enjoy free WiFi, a fitness center, and in-room massages. Popular attractions Plaza Mayor and Puerta del Sol are located nearby.
Amazing location 10 minute walk from Playa Mayor and Sol. Spacious and new feel. Would highly recommend.
Reviewed on Aug 31, 2026
BLESS Madrid - The Leading Hotels of the World
Salamanca
$2,012
per person
Nov 19 - Nov 24
found 15 hours ago
Roundtrip flight included
Chicago (MDW) to Madrid (MAD)
Book a stay at this luxury hotel in Madrid. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions El Retiro Park and Gran Via are located nearby.
Beautiful hotel in great location. Helpful staff, spacious room, very comfortable bed, great bathroom, excellent breakfast. Very convenient taxi stand outside hotel. Great shopping and restaurants in walking distance
Reviewed on Aug 27, 2026
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Intelier Airén Hotel by Intelier Hotels & Suites
Avenida Herencia s/n Alcazar de San Juan Ciudad Real
Book a stay at this business-friendly hotel in Alcazar de San Juan. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Alces Park and Plaza ...
Hotel Paloma
Calle Campo, 12 Tomelloso Ciudad Real
Stay at this hotel in Tomelloso. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Antonio Lopez Torres Museum and Museum of Contemporary ...
Parador de Manzanares
Autovia Andalucia Km 174 Manzanares Ciudad Real
Book a stay at this business-friendly hotel in Manzanares. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Manzanares Castle and Manuel ...
Hotel Altora
Reverendo Padre Pedro, 2 Tomelloso Ciudad Real
Stay at this hotel in Tomelloso. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Antonio Lopez Torres Museum and Museum of ...
Hotel Ínsula Barataria
Avenida de Herencia, S/N Alcazar de San Juan Ciudad Real
Book a stay at this golf hotel in Alcazar de San Juan. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Alces Park and Plaza Espana ...
Hotel Europa
C/ Dona Crisanta, 138 Tomelloso Ciudad Real
Stay at this hotel in Tomelloso. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Antonio Lopez Torres Museum and Museum of ...
Hotel El Cruce
AUTOVIA ANDALUCIA A-4, KM 173 Manzanares CIUDAD REAL
Stay at this hotel in Manzanares. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Constitucion Plaza and Manchego Cheese Museum ...
Casa del Médico Hotel Boutique
C. D. Magdaleno García Alcañiz 5 Alcazar de San Juan Ciudad Real
Stay at this hotel in Alcazar de San Juan. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Plaza Espana and Railroad Museum ...
Hotel Castillo de Pilas Bonas
PLAZA DE SAN BLAS S/N Manzanares CIUDAD REAL
Book a stay at this business-friendly hostal in Manzanares. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Manzanares Castle ...
Finca Luz de Alba
Carretera de a Ruidera, entrada KM.9 1/2 Argamasilla de Alba
Book a stay at this business-friendly aparthotel in Argamasilla de Alba. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Casa de Medrano ...
Hotel Ogar Tomelloso
C. Veracruz 39 Tomelloso Ciudad Real
Stay at this hotel in Tomelloso. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Antonio Lopez Torres Museum and Museum ...
Hotel Casa Treviño
Calle Soledad Campo de Criptana Ciudad Real
Book a stay at this spa hotel in Campo de Criptana. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Molinos de Viento and Railroad ...
Hotel Manzanares
Avda de Andalucia, S/N Manzanares Ciudad Real
Stay at this hotel in Manzanares. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Manzanares Castle and Manuel Pina Museum are located ...
Casa de la Torrecilla
C. Cervantes 11 Campo de Criptana Ciudad Real
Stay at this hotel in Campo de Criptana. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Molinos de Viento and Railroad Museum of Alcazar ...
Complejo Rural Santa Emma
Cam. de la Pedriza Herencia Ciudad Real
Stay at this country house in Herencia. Enjoy an outdoor pool, daily housekeeping, and a garden.
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Nov 24 - Wed, Dec 9
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$499
Roundtrip
found 1 day ago
Tue, Nov 24 - Tue, Dec 1
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$560
Roundtrip
found 1 day ago
Sun, Oct 18 - Tue, Oct 27
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$636
Roundtrip
found 9 hours ago
Sun, Oct 18 - Fri, Nov 6
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$636
Roundtrip
found 9 hours ago
Sat, Oct 17 - Wed, Oct 21
JFK
John F. Kennedy Intl.
MAD
Adolfo Suárez Madrid-Barajas
$651
Roundtrip
found 9 hours ago
Best points of interest in Alcazar de San Juan
- Manzanares Castle Vacations
- Molinos de Viento Vacations
- Manchego Cheese Museum Vacations
- Plaza Espana Vacations
- Antonio Lopez Torres Museum Vacations
- Motilla del Azuer Ruins Vacations
- Carriage Museum and Farming Tools Vacations
- Alces Park Vacations
- Museum of Contemporary Art Infanta Elena Vacations
- Manuel Pina Museum Vacations
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