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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

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 9 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 9 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

Casa Faraona Luxury Residences

4 out of 5

Save 100% on your flight

Price was $4,929, price is now $3,410 per person

$3,410

per person

Dec 26 - Jan 1

found 11 hours ago

Roundtrip non-stop flight included

Miami (MIA) 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.

Todo excelente, cuarto muy amplio y cómodo, servicio muy atento.

Reviewed on Oct 5, 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.

Ikonik Gran Via

4 out of 5

Price was $1,720, price is now $1,210 per person

$1,210

per person

Dec 2 - Dec 7

found 15 hours ago

Roundtrip flight included

Miami (MIA) 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.

Location is fantastic, right amongst shops and cafes/restaurants. Metro across the road was convenient. Hotel has great rooms and breakfast was superb! Friendly staff and 2 elevators made the stay very pleasant. We had room on 4th floor overlooking Gran Via and having double glazed windows and block out curtains made the stay nice and quiet (and dark when curtains closed). Air Con worked very well in the 30c plus weather. Would definitely recommend and would come back again for sure.

Reviewed on Sep 25, 2026

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.

Hotel Atlantico Madrid

4 out of 5

Price was $1,509, price is now $1,082 per person

$1,082

per person

Nov 23 - Nov 27

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, 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.