Boutique Hotels & Resorts in South Side

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Boutique Hotels

Best South Side Boutique Hotels

Our top choices for South Side boutique hotels

Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1005)
"I had a wonderful stay I will definitely be back again."
The price is NZ$320
includes taxes & fees
22 Sept - 23 Sept
Ivy Boutique Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1021)
"Great stay"
The price is NZ$377
includes taxes & fees
6 Oct - 7 Oct
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2173)
"Loved our stay"
Hotel Felix River North/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1282)
"Great location for restaurants, shopping and seeing the city"
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3044)
"Nice hotel, clean, modern room, with a great shower, and comfortable bed. great location too. "
The price is NZ$355
includes taxes & fees
2 Oct - 3 Oct
Eurostars Magnificent Mile
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1836)
"Amazing place to stay"
The price is NZ$327
includes taxes & fees
28 Sept - 29 Sept
Central Loop Hotel
ACME Hotel Company
Cocktail bar

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1809)
"Great place"
The price is NZ$282
includes taxes & fees
22 Sept - 23 Sept
ACME Hotel Company
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3572)
"Staff were friendly and location was perfect."
The price is NZ$270
includes taxes & fees
24 Sept - 25 Sept
The Whitehall Hotel, BW Premier Collection
The Talbott, Autograph Collection
Front of property

The Talbott, Autograph Collection

4.5 star property
9.2 out of 10, Wonderful, (35)
"Fantastic location and hotel! "
The price is NZ$459
includes taxes & fees
21 Sept - 22 Sept
The Talbott, Autograph Collection
The Buckingham Hotel
Lounge

The Buckingham Hotel

3.5 star property
9.0 out of 10, Wonderful, (1003)
"Great location"
The Buckingham Hotel
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.

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"A very clean property with a comfortable room. Right next to Chicago China. A short walk from the train station."
kurt 3-night trip
Posted 11 days ago
Jaslin Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia