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! (2 reviews)
"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 ...
9/10 Wonderful! (1,007 reviews)
"Solo female traveler. Came to town for a metal show. Hotel was four blocks from the venue. Area felt safe and friendly enough to walk back to the hotel by myself after midnight. The room had a lovely view, also very quiet and well maintained. 10/10 would stay again"
Reviewed on Oct 5, 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! (1,003 reviews)
"Big busy hotel. Well appointed. Conveniently located to downtown. Front desk could be a little more informative about reimbursement fee holds. The Starbucks staff really really needs a class on consumer interaction! Blatantly rude. The restaurants and staff were definitely a go to and with great ..."
Reviewed on Sep 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.
