An aerial view of a circular plaza with a central monument, surrounding pathways, and a waterfront.

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

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Our top choices for Near South Side adventure hotels

Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,915 reviews)
"Everything is great, valet parking great!,easy access to the shores, food many options available."
United States
Hector
The price is €207
includes taxes & fees
19 Jul - 20 Jul
The Wade
Property grounds

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (85 reviews)
"Great place to stay. Within walking distance to breweries and restaurants. "
United States
Carrie K.
The price is €319
includes taxes & fees
13 Jul - 14 Jul
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Interior

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (102 reviews)
"Everything was good!"
United States
Brio
The price is €278
includes taxes & fees
13 Jul - 14 Jul
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Bar (on property)

Luxury Unit with Rooftop Lounge & Spectacular City Views

Luxury Unit with Rooftop Lounge & Spectacular City Views
Downtown Chicago
9.4 out of 10, Exceptional, (8 reviews)
"Easy check in, great restaurants nearby and easy access to transit and downtown "
United States
Brian H.
The price is €232
includes taxes & fees
19 Jul - 20 Jul
Luxury Unit with Rooftop Lounge & Spectacular City Views
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is €297
includes taxes & fees
13 Jul - 14 Jul
Cozy, Comfortable and Convenient apartment. Close to everything!
Interior

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is €298
includes taxes & fees
13 Jul - 14 Jul
Cozy Home by O'Hare + EV Plug
2 restaurants; breakfast, lunch, dinner and brunch served

The Hoxton, Chicago

The Hoxton, Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Great hotel!!"
United States
Stacey
The price is €348
includes taxes & fees
19 Jul - 20 Jul
The Hoxton, Chicago
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is €535
includes taxes & fees
19 Jul - 20 Jul
River North Rooftop With In and Out Parking 3
Terrace/patio

Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium

Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
Downtown Chicago
The price is €211
includes taxes & fees
27 Jul - 28 Jul
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
Bar (on property)

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 €264
includes taxes & fees
19 Jul - 20 Jul
Cozy Room with Rooftop Lounge & City Views in River North
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 Near South Side Hotel Reviews

Omni Chicago Hotel

Omni Chicago Hotel

10/10 Excellent
"Great hotel with perfect and safe location. I loved the suite room with separate coach very roomy! The staff are the best, and the breakfast is great. Highly recommend this hotel!"
Tom 2-night trip
Posted less than an hour ago
Omni Chicago Hotel

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