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

9.0 out of 10, Wonderful, (3163)
The price is NZ$189
includes taxes & fees
13 Jan - 14 Jan 2026

9.6 out of 10, Exceptional, (3371)
The price is NZ$285
includes taxes & fees
1 Jan - 2 Jan 2026

The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionDowntown Chicago
8.2 out of 10, Very good, (3798)
The price is NZ$155
includes taxes & fees
16 Dec - 17 Dec

9.2 out of 10, Wonderful, (2320)
The price is NZ$279
includes taxes & fees
4 Jan - 5 Jan 2026

9.4 out of 10, Exceptional, (1009)
The price is NZ$252
includes taxes & fees
4 Jan - 5 Jan 2026

8.6 out of 10, Excellent, (1939)
The price is NZ$148
includes taxes & fees
29 Dec - 30 Dec

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1119)
The price is NZ$192
includes taxes & fees
4 Jan - 5 Jan 2026

9.2 out of 10, Wonderful, (1423)
The price is NZ$421
includes taxes & fees
16 Dec - 17 Dec
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
10/10 Excellent
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