Search Deals on
Chillaron de Cuenca Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A historic town with buildings on a cliff, a prominent church, and a large ornate building.

Chillaron de Cuenca
Castilla - La Mancha
Spain
Europe
Hotwire.com

Chillaron de Cuenca Flight + Hotel Packages

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

Hotel Riu Plaza España

4 out of 5

Price was $1,364, price is now $931 per person

$931

per person

Dec 4 - Dec 7

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 Gran Via and Plaza Mayor are located nearby.

Was Excellent I arrived in the morning and it was

Reviewed on Oct 8, 2026

Main Street Madrid

3 out of 5

Save 100% on your flight

Price was $1,780, price is now $981 per person

$981

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Madrid (MAD)

Stay at this hostal in Madrid. Enjoy free WiFi, daily housekeeping, and climate control. Popular attractions Puerta del Sol and Gran Via are located nearby.

Excelente cerca a todo , en la recepción súper amables

Reviewed on Oct 4, 2026

Hotel Madrid Alameda Aeropuerto, Affiliated by Meliá

4 out of 5

Price was $1,951, price is now $1,335 per person

$1,335

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Madrid (MAD)

Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, 15 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bernabéu Stadium and Real Madrid City are located nearby.

The First One Madrid Preciados

3 out of 5

Price was $1,867, price is now $1,278 per person

$1,278

per person

Dec 31 - Jan 6

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Madrid (MAD)

Stay at this hotel in Madrid. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Puerta del Sol and Plaza Mayor are located nearby.

Hotel Attica21 Las Rozas

4 out of 5

Price was $1,638, price is now $1,125 per person

$1,125

per person

Dec 31 - Jan 7

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Madrid (MAD)

Book a stay at this golf hotel in Las Rozas de Madrid. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Las Rozas Equestrian Club and Nuevo Club de Golf de Madrid are located nearby.

Muy cerca de el Mall Las Rozas Village y excelente ubicación

Reviewed on Oct 8, 2026

INNSiDE by Meliá Madrid Valdebebas

4 out of 5

Price was $2,017, price is now $1,393 per person

$1,393

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Madrid (MAD)

Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Popular attractions Bernabéu Stadium and Real Madrid City are located nearby.

This hotel was 10/10… amazing property and great staff, will definitely stay again

Reviewed on Oct 9, 2026

Hostal Esparteros

1 out of 5

Price was $2,597, price is now $1,798 per person

$1,798

per person

Nov 23 - Nov 28

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Madrid (MAD)

Stay at this hostel in Madrid. Enjoy free WiFi, a 24-hour front desk, and housekeeping. Popular attractions Plaza Mayor and Puerta del Sol are located nearby.

Hotel Sercotel Alcalá 611

4 out of 5

Price was $1,954, price is now $1,377 per person

$1,377

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Madrid (MAD)

Book a stay at this business-friendly hotel in Madrid. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bernabéu Stadium and El Retiro Park are located nearby.