A large historic building with a prominent dome and multiple arches.

Historic Hotels & Resorts in Southern Madrid from AU$106

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Southern Madrid Historic Hotels

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Southern Madrid historic hotels

A poolside area with lounge chairs, a stone wall, and a clear blue pool.
A hotel entrance with a stone facade, a sign for 'Parador de Chinchon', and a paved walkway leading to the entrance.
A hotel room with a bed, a desk with a chair, a table with a lamp, and a view of greenery through the window.
A courtyard with a fountain, surrounded by brick buildings with arched windows and a tiled roof.

1. Parador de Chinchón

Parador de Chinchón
Chinchon
United States
Milagros
AU$186
includes taxes & fees
20 Sept - 21 Sept
Parador de Chinchón
A building entrance with a revolving door, a sign reading "IMCOLLECTION," and a flag above.
A courtyard with tables and chairs, umbrellas, and potted plants.
A revolving door with a view of a building with arches and a tree in the background.
A spacious lobby with a modern brown sofa, a glass coffee table, and a large bookshelf.

2. NH Collection Palacio de Aranjuez

NH Collection Palacio de Aranjuez
Aranjuez
United States
willaim
AU$157
includes taxes & fees
4 Oct - 5 Oct
NH Collection Palacio de Aranjuez
A restaurant with wooden tables and chairs, hanging pendant lights, and large windows allowing natural light.
A door with a wrought iron gate and white curtains.
A hotel room with a large bed, wooden headboard, two bedside lamps, a wooden wardrobe, and a small round table with a sign.
A historic building with arched windows and a symmetrical facade, featuring a central entrance and decorative brickwork.

3. Hotel San Juan de los Reyes

Hotel San Juan de los Reyes
Toledo City Center
United States
David
AU$125
includes taxes & fees
27 Sept - 28 Sept
Hotel San Juan de los Reyes
A hillside property with a stone building, outdoor seating, and a staircase leading to a patio.
A spacious lobby with a wooden staircase, a reception desk, and a view of the outdoors.
A building with a brick facade, large windows, and outdoor umbrellas.
A table set for dining with a view of a garden through a window.

4. Hotel Cigarral De Caravantes

Hotel Cigarral De Caravantes
Toledo
United States
Leida
AU$106
includes taxes & fees
14 Sept - 15 Sept
Hotel Cigarral De Caravantes
A bedroom with a bed, a small bedside table with a lamp, and a view of the outside through a glass door.
A modern living room with a wooden ceiling, a round dining table, and various seating options including wicker chairs and a sofa.
A cozy living room with a grey sofa, two patterned chairs, a small wooden table, and a large abstract painting on the wall.
A dining area with a white table, two chairs, a vase with flowers, and a mirror on the wall.

5. ~SILVER~ by myhomeintoledo.com

~SILVER~ by myhomeintoledo.com
Toledo City Center
United States
elizabeth p.
AU$155
includes taxes & fees
13 Sept - 14 Sept
~SILVER~ by myhomeintoledo.com
A modern kitchen with white countertops, a large island, and a brick accent wall.
A living room with a flat-screen TV mounted on the wall, a wooden entertainment unit, a green curtain, a potted plant, and a chair with a patterned cushion.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a dresser.
A bathroom with a white sink, a mirror, and a toilet. There are wooden shelves with storage boxes and a green basket.

6. Description

Description
Madrid Centro
United States
Yasmill
AU$500
includes taxes & fees
16 Sept - 17 Sept
Description
A spacious living area with a wooden dining table, a red chair, a TV, and decorative wall art.
A cozy living room with a white sofa, red chair, and two round tables with metal tops. A wooden ceiling and kitchen are visible in the background.
A living room with a flat-screen TV, a sofa, a red chair, and decorative wall art.
A bedroom with a bed, a chair, and a decorative wall.

7. ~CHOCOLAT~ by myhomeintoledo.com

~CHOCOLAT~ by myhomeintoledo.com
Toledo City Center
United States
Rachel V.
AU$162
includes taxes & fees
15 Sept - 16 Sept
~CHOCOLAT~ by myhomeintoledo.com
An interior courtyard with a stone wall, a tiled floor, and a metal railing.
A modern kitchen with wooden cabinets, a marble countertop, and a dining area with a table and chairs.
A living room with a brown sofa, a small round table, and a rocking chair. There is a white rug on the floor, a wooden door, and a wall with a large painting.
A living room with a brown sofa, a round table, a white rug, and a fluffy ottoman. There is a TV on a white stand and a wall-mounted lamp. The room has wooden beams on the ceiling and large windows with wooden frames.

8. ~BRONZE~ by myhomeintoledo.com

~BRONZE~ by myhomeintoledo.com
Toledo City Center
United States
lynn z.
AU$162
includes taxes & fees
20 Sept - 21 Sept
~BRONZE~ by myhomeintoledo.com
A modern kitchen with two bar stools, a dining table, and a large window with decorative pampas grass.
A courtyard with stone walls, tiled flooring, and barred windows.
A modern bedroom with a large bed, two bedside tables, a mirror, and a decorative wall panel.
A courtyard with potted plants, a wicker chair, and a metal railing.

9. ~TIVOLI~ by myhomeintoledo.com

~TIVOLI~ by myhomeintoledo.com
Toledo City Center
Canada
Kenneth
AU$152
includes taxes & fees
20 Sept - 21 Sept
~TIVOLI~ by myhomeintoledo.com
A spacious living area with a wooden ceiling, a dining table with chairs, a television, and a fireplace.
A modern kitchen with a wooden countertop, a dining area with a round table and chairs, and a view through large windows to an outdoor balcony.
A living room with a sofa, coffee table, TV, and a plant. There is a staircase and a door in the background.
A bedroom with a bed, a framed picture on the wall, and a view of a balcony through a glass door.

10. ~GOLDEN~ by myhomeintoledo.com

~GOLDEN~ by myhomeintoledo.com
Toledo City Center
United States
Jesus D.
AU$314
includes taxes & fees
13 Sept - 14 Sept
~GOLDEN~ by myhomeintoledo.com
View all properties

Top Southern Madrid Hotel Reviews

Hotel Regina

Hotel Regina

10/10 Excellent
"Location, staff and room conditions were superb. Buffet breakfast was as good or better than any we have experienced anywhere in the world."
Gerhard 5-night trip
Posted 3 hours ago
Hotel Regina
Radisson RED Madrid

Radisson RED Madrid

8/10 Good
"Generally very good hotel. Vibrant and aesthetically well presented with the black and deep red decors including the room telephone and wall paintings. If you want to stay near the Atocha railway station, then this is your hotel. Be aware that there is building works next to the hotel so you will hear drilling by 0800 which they have not warned us. You cannot use the terrace of your room, for you get debris from building next door."
Rowena 3-night trip
Posted 3 hours ago
Radisson RED Madrid
SLEEP’N Atocha – B Corp Certified

SLEEP’N Atocha – B Corp Certified

8/10 Good
"Excellent location. Easy traveling through transit. Staff is nice and polite. Very good healthy breakfast. We booked a small cute room perfect for solo traveler or a couple. Room is clean but I wish they have atleast a mini fridge and kettle in the room. Although they have a complimentary drinks from 11 am to 7pm. I just wish they have English translations. I had to googled how to adjust the air-conditioning temperature to a cooler setting. Overall it was a pleasant stay."
Catherine B 3-night trip
Posted 6 hours ago
SLEEP’N Atocha – B Corp Certified
Hotel Principe Pio

Hotel Principe Pio

8/10 Good
"El hotel está en un la ubicación muy buena 15 min caminando a la plaza mayor, 12 min a Downtown de Madrid, El Staff es muy amable, sus habitaciones son pequeñas , si llevas muchas maletas te vas a liar. Su cama muy cómoda aunque los almohadones que ponen sobre la cama como decoración estaban sucios, el baño es un espacio cómodo pero su ducha es muy complicada y el agua sale muy helada o extremadamente caliente es difícil lograr un punto tibio. Dentro de lo demás fue agradable"
Jorge 1-night trip
Posted 7 hours ago
Hotel Principe Pio
Hotel Liabeny

Hotel Liabeny

10/10 Excellent
"Excelente servicio y Daniel en Concierge fue de gran ayuda para nosotros cuando necesitaba ir a una consulta médica. Gracias por todo. Seguro regresamos al mismo lugar la próxima vez."
Fabiola 4-night trip
Posted 7 hours ago
Hotel Liabeny
Only YOU Boutique Hotel

Only YOU Boutique Hotel

10/10 Excellent
"This boutique hotel has a lovely aesthetic appeal. Every room in the lobby is so unique and fun. You will love your stay here. This hotel has raised the bar for what I expect from other hotels in this price range."
Brandie 3-night trip
Posted 7 hours ago
Only YOU Boutique Hotel

Explore a world of travel with Expedia