Boutique Hotels & Resorts in South Side from NZ$255

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Check availability on South Side Boutique Hotels

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best South Side Boutique Hotels

The Wheeler Mansion
Classic hotel room with a large bed, bedside lamps, and ornate mirror.

The Wheeler Mansion

4.0 star property
10.0 out of 10, Exceptional, (1)
"A unique place to stay near the convention centre. "
The Wheeler Mansion
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1002)
"Great location and hotel "
The price is NZ$336
includes taxes & fees
5 Aug - 6 Aug
Ivy Boutique Hotel
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1124)
"Enjoyed staying here!"
The price is NZ$319
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
L7 Chicago by LOTTE
Stunning hotel exterior with a sleek glass canopy and modern design.

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2755)
"Great place to stay "
The price is NZ$457
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE
The Whitehall Hotel, BW Premier Collection
Relax in a spacious room with a large bed, a smaller bed, and a comfortable seating area.

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3507)
"We had a great stay! "
The price is NZ$255
includes taxes & fees
24 Aug - 25 Aug
The Whitehall Hotel, BW Premier Collection
Virgin Hotels Chicago
Relax on the rooftop with a mix of seating options and potted plants, overlooking a historic building and modern skyscrapers.

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1343)
"The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area. "
The price is NZ$605
includes taxes & fees
10 Aug - 11 Aug
Virgin Hotels Chicago
Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1664)
"Great hotel "
The price is NZ$932
includes taxes & fees
10 Aug - 11 Aug
Trump International Hotel & Tower Chicago
ACME Hotel Company
Enjoy a casual drink at the bar, where a variety of beverages are available.

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1754)
"Lovely stay! Staff was excellent!!!"
The price is NZ$285
includes taxes & fees
11 Aug - 12 Aug
ACME Hotel Company
The Talbott, Autograph Collection
Experience the classic charm of the Talbott Hotel, featuring an ornate entrance and large windows.

The Talbott, Autograph Collection

4.5 star property
9.2 out of 10, Wonderful, (26)
"Fantastic location and hotel! "
The price is NZ$478
includes taxes & fees
17 Aug - 18 Aug
The Talbott, Autograph Collection
Staypineapple, An Iconic Hotel, The Loop
Stunning interior space with ornate iron gates, marble panels, and a patterned rug.

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1002)
"I always recommend this hotel to my guests and book travel for other people here. Super friendly awesome staff, great place to stay downtown and very convenient location. "
The price is NZ$437
includes taxes & fees
13 Aug - 14 Aug
Staypineapple, An Iconic Hotel, The Loop
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
"Would have loved a pool."
Mary 2-night trip
Posted 4 days ago
Jaslin Hotel