South Shore
Chicago
Visit South Shore
Stay near popular South Shore attractions
Things to do
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
LEGOLAND® Discovery Center Chicago
CA $37
per adult
92% of travellers recommend
Museum of Illusions Chicago Admission Ticket
CA $60
per adult
South Shore Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $165 per night from Nov 5 to Nov 6
CA $165
CA $197 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very good! (10,230 reviews)
"Incredibly dated property. Only one of the two elevators worked. TV in the room was at least 15 years old and the whole picture didn’t fit on the screen. AC was not able to be control effectively."
Reviewed on Oct 8, 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is CA $225 per night from Nov 2 to Nov 3
CA $225
CA $268 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $204 per night from Nov 1 to Nov 2
CA $204
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $195 per night from Nov 1 to Nov 2
CA $195
CA $232 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very good! (2,344 reviews)
"The front desk staff were not particularly friendly or welcoming during our stay. Our room was supposed to be cleaned every third night, but it was not serviced as scheduled. We contacted the front desk to request that the rooms be cleaned. The morning agent told us she would look into it, but when ..."
Reviewed on Oct 8, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CA $236 per night from Oct 30 to Oct 31
CA $236
CA $323 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Eurostars Magnificent Mile
660 North State Street Chicago IL
The price is CA $205 per night from Nov 1 to Nov 2
CA $205
CA $244 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (3,948 reviews)
"Not as updated as this pictures look. Quiet which was a plus but the windows were super dirty, the air wasn’t the best which is not as big of a deal in the winter I guess. No microwaved"
Reviewed on Oct 7, 2026
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.
Where to stay in South Shore
Find the best South Shore areas and neighborhoods for the activities you enjoy most.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
