Santiago Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Santiago Vacation
Make planning your travels simple by reserving a vacation package to Santiago. We'll take care of the details, so you can concentrate on savoring everything this neighborhood can offer. Not sure what to see and do during your trip to Santiago? Nearby attractions such as Casa del Sol, Golfines de Abajo Palace and Cáceres Museum are good places to start. Whatever your travel goals or budget, booking your perfect Santiago vacation is easy with Expedia.
- Hello Feria
Jun 25 - Jul 13Hello Feria + Flight
Hortaleza17 nights7.8/10 - Good (173 reviews)Roundtrip • New York (EWR) - Madrid (MAD)EWR - MAD • 1 stop MAD - EWR • 1 stop$2,773$2,074found 1 day agoper traveler - Casa Almagro by The Pavilions Hotels & Resorts
Jun 26 - Jul 6Casa Almagro by The Pavilions Hotels & Resorts + Flight
Chamberí9 nights9.4/10 - Exceptional (365 reviews)"Very safe neighborhood very close to central Madrid most popular sites Within walking distance with on-site parking a very uncommon perk Breakfast is simple however very good The staff is extremely helpful"Reviewed May 15, 2026Roundtrip • Miami (MIA) - Madrid (MAD)MIA - MAD • Nonstop MAD - MIA • Nonstop$3,440$2,459found 18 hours agoper traveler - Gran Hotel Inglés - The Leading Hotels of the World
Jun 19 - Jun 25Gran Hotel Inglés - The Leading Hotels of the World + Flight
Madrid Centro5 nights10/10 - Exceptional (478 reviews)"The friendliest and most helpful staff!"Reviewed May 18, 2026Roundtrip • New York (EWR) - Madrid (MAD)EWR - MAD • Nonstop MAD - EWR • Nonstop$3,282$2,349found 14 hours agoper traveler - Chamberí Suites
Jun 25 - Jul 13Chamberí Suites + Flight
Chamberí17 nights8.8/10 - Excellent (12 reviews)"Area is safe and perfect to move around Madrid. Room needs more cleaning especially in the bathroom space. Hot water in the shower is limited, lasted about 3-5minutes. Bathroom is small but satisfactory for a short stay. Recommend if looking for a cheap, short stay."Reviewed December 21, 2025Roundtrip • New York (EWR) - Madrid (MAD)EWR - MAD • 1 stop MAD - EWR • 1 stop$2,984$2,137found 1 day agoper traveler - CH Tanez Carolina
Jun 25 - Jul 13CH Tanez Carolina + Flight
Ciudad Lineal17 nights9.2/10 - Wonderful (47 reviews)Roundtrip • New York (EWR) - Madrid (MAD)EWR - MAD • 1 stop MAD - EWR • 1 stop$2,877$2,129found 1 day agoper traveler
Where to stay in Santiago
Caceres Old Town
Discover a UNESCO World Heritage City with a blend of Roman, Moorish, Northern Gothic, and Italian Renaissance architecture. Wander through narrow streets and visit sights like Torre del Bujaco and Plaza Mayor.
Santiago Hotel Deals
Palacio De Godoy Caceres, Curio Collection By Hilton
"Fairly new hotel on edge of historic centre. Parking possible but with very narrow streets. Small but well stocked gym and good breakfast. Short walk into historic centre which is fabulous"
Reviewed on May 17, 2026
CASA CONDES SANTA OLALLA APARTMENT
"Anfitrión muy amable y atento, muy céntrico y todo bien."
Reviewed on Dec 8, 2025
Apartamentos Turísticos Hornillo
Discover the most popular places to visit in Santiago
Plaza Mayor
Wander around this spacious square in Cáceres’ historic center to take in a panorama of 15th-century streetscapes and the bustle of daily life.
Santa Maria Cathedral
See the golden tones of this remarkable Gothic cathedral’s timeworn stonework and explore the interiors to find ancient sepulchers and Romanesque relics.
Torre De Las Ciguena
Named after the storks that nested in its high battlements, this medieval tower was part of the ancient Almohad Fortress and now presents sweeping views of the town.
Things to do
