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

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Check availability on South Side Boutique Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 residential street with a sidewalk, houses, and greenery.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
₹11,749
₹13,039 total
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
The CL Champagne Lodge with a prominent tower and a signboard.
A modern bathroom with a large bathtub, a glass-enclosed shower, and a fireplace with two potted plants.
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.

2. The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites
Willowbrook
United States
Lamarr
₹10,751
₹13,793 total
includes taxes & fees
28 Oct - 29 Oct
The Champagne Lodge & Luxury Suites
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 narrow alleyway with a brick building, a wooden door with glass panels, and a potted plant.
A modern kitchen with dark wood cabinets, a white countertop, and a built-in oven. There are two windows with patterned curtains, a stone accent wall, and a coffee maker on the counter.

3. The Golden Arm

The Golden Arm
West Town
United States
John
₹14,302
₹16,790 total
includes taxes & fees
5 Oct - 6 Oct
The Golden Arm
A rooftop lounge with a fire feature, seating, and a city view.
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.
A gym with treadmills and exercise equipment, wooden walls, and a large window.

4. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Christopher
₹17,374
₹22,889 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Lincoln
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

5. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
₹27,741
₹32,981 total
includes taxes & fees
1 Oct - 2 Oct
Hilton Vacation Club Hotel Blake Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.

6. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
₹14,195
₹16,876 total
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.
A hotel with a classic facade, large windows, and a prominent entrance.

7. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Tasha Holmes
₹20,131
₹26,672 total
includes taxes & fees
25 Oct - 26 Oct
Sports Illustrated Resorts Chicago
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.
A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.
The Willows Hotel with a classical facade, arched windows, and a signboard.

8. The Willows Hotel

The Willows Hotel
Lakeview
United States
John S
₹15,464
₹18,153 total
includes taxes & fees
1 Oct - 2 Oct
The Willows Hotel
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
carla
₹15,461
₹18,381 total
includes taxes & fees
28 Oct - 29 Oct
The Chicago Hotel Collection - Magnificent Mile
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.
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
Gabriela
₹15,853
₹18,847 total
includes taxes & fees
26 Oct - 27 Oct
ACME Hotel Chicago, Outset Collection by Hilton
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Top South Side Hotel Reviews

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