South Side Hotel Guide - Adventure Sport Hotels in South Side, Chicago

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Our top choices for South Side adventure hotels

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,300 reviews)
"The breakfast was good, and the shuttle bus was very convenient."
United States
Shuchen
The price is €104
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.6 out of 10, Excellent, (80 reviews)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
United States
Lizeth
The price is €74
includes taxes & fees
2 Mar - 3 Mar
Villa Dubois Guest House

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,665 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is €88
includes taxes & fees
12 Feb - 13 Feb
The Wade

Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower

Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"It was good "
United States
Ganiah J.
The price is €119
includes taxes & fees
16 Feb - 17 Feb
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower

Luxury Unit with Rooftop Lounge & Spectacular City Views

Luxury Unit with Rooftop Lounge & Spectacular City Views
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great Chicago location. Close to everything. Check in was a breeze. "
United States
Debbie F.
The price is €138
includes taxes & fees
19 Feb - 20 Feb
Luxury Unit with Rooftop Lounge & Spectacular City Views

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,669 reviews)
"Great place to stay"
United States
suleman
The price is €123
includes taxes & fees
15 Feb - 16 Feb
voco Chicago Downtown - Riverwalk by IHG

Cozy Room with Rooftop Lounge & City Views in River North

Cozy Room with Rooftop Lounge & City Views in River North
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
United States
Cathy L.
The price is €146
includes taxes & fees
22 Feb - 23 Feb
Cozy Room with Rooftop Lounge & City Views in River North

Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower

Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Perfect stay for what I needed, thanks!"
United States
Leighton M.
The price is €119
includes taxes & fees
16 Feb - 17 Feb
Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower

River North Stay | 1 Unit | Near Chicago Attractions

River North Stay | 1 Unit | Near Chicago Attractions
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was responsive with questions prior to booking and we didn’t need anything during our stay. Good location and a nice place to sleep "
United States
Cara P.
The price is €119
includes taxes & fees
16 Feb - 17 Feb
River North Stay | 1 Unit | Near Chicago Attractions

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,315 reviews)
"Really enjoyed the hotel, bar and area"
United States
Angela
The price is €158
includes taxes & fees
1 Mar - 2 Mar
Thompson Chicago, by Hyatt
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

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