A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Boutique Hotels in South Side, Chicago

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Check availability on South Side Boutique Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for South Side boutique hotels

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
P7,656
P8,497 total
includes taxes & fees
Nov 3 - Nov 4
Carleton of Oak Park
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.
A restaurant with booths and tables, a television on the wall, and a view of the street outside.
Front of property
A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
P10,764
P12,798 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
The CL Champagne Lodge with a prominent tower and a signboard.
A reception area with a wooden counter, a computer, and framed pictures on the wall.
A spa room with a wooden ceiling, a large hot tub, and glass walls.
A hotel room with two beds, a large bathtub, a desk with a computer, and a microwave.

3. The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites
Willowbrook
United States
Lamarr
P7,016
P9,001 total
includes taxes & fees
Oct 28 - Oct 29
The Champagne Lodge & Luxury Suites
A rooftop lounge with a fire feature, seating, and a city view.
A staircase with a red wall adorned with various framed artworks.
A hotel lobby with a reception desk, leather seating, a patterned rug, and a wall with various artworks.
The entrance of Hotel Lincoln with a clear sign above the doors and a cyclist passing by.

4. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Daniel
P9,396
P12,657 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Lincoln
A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.
A white door with a glass panel and a brass handle.
A bedroom with a large bed, a bench, a chair, and a mirror.
A narrow alleyway with a brick building, a wooden door with glass panels, and a potted plant.

5. The Golden Arm

The Golden Arm
West Town
United States
John
P12,465
P14,633 total
includes taxes & fees
Oct 12 - Oct 13
The Golden Arm
A hotel room with a bed, a desk, a television, and a window with a view of buildings.
A well-appointed lounge area with a fireplace, leather armchairs, and a checkered floor.
The Willows Hotel with a classical facade, arched windows, and a signboard.
A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.

6. The Willows Hotel

The Willows Hotel
Lakeview
United States
John S
P7,527
P8,836 total
includes taxes & fees
Oct 28 - Oct 29
The Willows Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large bed, a TV, a desk, and a chair.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

7. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
P7,922
P9,419 total
includes taxes & fees
Nov 2 - Nov 3
Central Loop Hotel
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
KURT
P7,214
P8,577 total
includes taxes & fees
Nov 2 - Nov 3
The Whitehall Hotel, BW Premier Collection
A room with two chairs and a small table, a large window with a city view at night.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A bar area with a long counter, multiple stools, and a television screen.
A modern hotel lobby with a large window, seating area, and a reception desk.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Will
P9,020
P10,724 total
includes taxes & fees
Nov 1 - Nov 2
Eurostars Magnificent Mile
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.

10. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
alex
P7,450
P8,857 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
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Top South Side Hotel Reviews

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