Explore top 2026 5 Star Hotels in South Shore
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Top South Shore 5 Star hotels
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
$420 nightly
The price is $493 total per night from Jan 11 to Jan 12
$493 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.2/10 Wonderful! (998 reviews)
Very nice amenities and wellness facility. High end shopping within a very short walk.
Reviewed on Dec 16, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$405 nightly
The price is $475 total per night from Jan 18 to Jan 19
$475 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.6/10 Exceptional! (1,004 reviews)
Everything was great!
Reviewed on Dec 17, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$473 nightly
The price is $555 total per night from Jan 20 to Jan 21
$555 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...
9.6/10 Exceptional! (1,002 reviews)
Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing
Reviewed on Dec 16, 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$319 nightly
The price is $374 total per night from Jan 4 to Jan 5
$374 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...
9.4/10 Exceptional! (1,797 reviews)
Hotel stay was great, well kept, everyone was attentive
Reviewed on Dec 21, 2025
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$380 nightly
The price is $446 total per night from Jan 18 to Jan 19
$446 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...
9.2/10 Wonderful! (1,003 reviews)
It was so nice !
Reviewed on Dec 21, 2025
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$387 nightly
The price is $454 total per night from Jan 4 to Jan 5
$454 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.4/10 Exceptional! (1,000 reviews)
Great
Reviewed on Dec 17, 2025
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$319 nightly
The price is $374 total per night from Jan 4 to Jan 5
$374 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...
9.2/10 Wonderful! (760 reviews)
The staff were excellent!!! The atmosphere was wonderful. Amber Clinton was especially helpful. She communicated with us very well and gave great options for an itinerary to enjoy our stay. She’s the best!!
Reviewed on Dec 13, 2025
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $435 total per night from Jan 2 to Jan 3
$435 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9/10 Wonderful! (1,000 reviews)
The room was spotless and the bed super comfy. The staff was very helpful and extremely courteous.
Reviewed on Dec 15, 2025
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$446 nightly
The price is $524 total per night from Jan 8 to Jan 9
$524 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
9/10 Wonderful! (85 reviews)
All the anove
Reviewed on Dec 15, 2025
Art Villa
467 N Armour St Chicago IL
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...
10/10 Exceptional! (2 reviews)
Reviewed on Aug 12, 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.
Recent South Shore hotel reviews by fellow wanderers
Congress Plaza Hotel
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Clean and easy check-in! "
A verified traveler stayed at Congress Plaza Hotel
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