Boutique Hotels & Resorts in South Side from NZ$148

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Check availability on South Side Boutique Hotels

Our top choices for South Side boutique hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3161)
"Amazing stay very clean and beautiful views "
United States
Deigo
Eurostars Magnificent Mile
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3370)
"I loved the location."
United States
Laura
L7 Chicago by LOTTE
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3798)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The Whitehall Hotel, BW Premier Collection
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2320)
"Wonderful customer service, great location! "
United States
Michelle
The Royal Sonesta Chicago River North
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1009)
"Great hotel location and friendly staff! "
United States
Kathleen
Staypineapple, An Iconic Hotel, The Loop
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1939)
"Great and comfortable place "
United States
Olu
Central Loop Hotel
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1119)
"Amazing hotel "
United States
Alondra
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1422)
"Staff was wonderful."
United States
Jamie
Virgin Hotels Chicago
Exterior
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1171)
"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile
Front of property
The Talbott, Autograph Collection

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (60)
"The location is great, always outstanding service."
United States
Yazmin
The Talbott, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Everything is good "
Fong Chi 1-night trip
Posted 6 days ago
Jaslin Hotel

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