South Side Beach Vacations
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Top Beach South Side Hotels
The Wheeler Mansion
2020 South Calumet Avenue, Chicago, IL
Stroll along the shore in Chicago, as you'll be near the beach with a holiday at this luxury, boutique hotel. Amenities at The Wheeler Mansion include a ...
10/10 Exceptional! (1 review)
"A unique place to stay near the convention centre."
Reviewed on Jun 23, 2025
Marriott Marquis Chicago
2121 South Prairie Avenue, Chicago, IL
Enjoy your stay at this hotel and enjoy the sunsets on the beach in Chicago, as you'll be close to the beach. Amenities at Marriott Marquis Chicago include 9 ...
9.2/10 Wonderful! (1,000 reviews)
"The property was nice, quiet and clean. We stayed for a concert and were able to walk back along a path and then through a neighborhood after the show which was nice. The room was comfy and spacious."
Reviewed on Jul 1, 2025
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,008 reviews)
"Clean, modern rooms"
Reviewed on Jun 28, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.