A cityscape with a mix of modern and older buildings, a large body of water in the background, and a clear sky.

South Shore 5 Stars Hotels

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Our top choices for South Shore 5-star hotels

Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,951 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is NT$15,128
NT$17,985 total
includes taxes & fees
Aug 9 - Aug 10
Trump International Hotel & Tower Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is NT$16,943
NT$20,143 total
includes taxes & fees
Aug 9 - Aug 10
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
The price is NT$16,846
NT$20,028 total
includes taxes & fees
Aug 9 - Aug 10
The Langham, Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
United States
Charles
The price is NT$20,170
NT$23,980 total
includes taxes & fees
Aug 9 - Aug 10
The Peninsula Chicago
Exterior

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful property with great location in Chicago. Can’t wait to stay again."
United States
Steve
The price is NT$17,145
NT$20,383 total
includes taxes & fees
Aug 16 - Aug 17
Waldorf Astoria Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$18,460
NT$21,947 total
includes taxes & fees
Aug 21 - Aug 22
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (888 reviews)
"Beautiful room and property"
United States
Girlynda
The price is NT$15,334
NT$18,231 total
includes taxes & fees
Jul 26 - Jul 27
Nobu Hotel Chicago
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,003 reviews)
"Our room was wonderful"
United States
Jennifer
The price is NT$17,863
NT$21,237 total
includes taxes & fees
Aug 9 - Aug 10
Park Hyatt Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (127 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$19,912
NT$23,673 total
includes taxes & fees
Aug 16 - Aug 17
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Shore.
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL
The price is NT$8,552 per night from Aug 9 to Aug 10
NT$8,552
NT$11,323 total
Aug 9 - Aug 10
includes taxes & fees
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Top South Shore Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in South Shore?
You can find various pricing options for a 5-star hotel in South Shore on Expedia. How much you'll pay will depend on your travel dates, trip length and other factors. Compare available properties for your desired dates and use our pricing and other filters to land the ideal upscale stay.

  • Search for the lowest price per night from NT$6,698

What makes a hotel 5 stars in South Shore?
In South Shore, a hotel needs to offer a specific amount of top-notch amenities to be designated 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their exceptional service. You can expect things like concierge services, nightly turn-down services and in-room massage. Some may even offer additional touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in South Shore?
Use our filter tool to find an upscale getaway in South Shore where most of what you need is included. Next, narrow down your results for accommodations that have a 5-star rating and are described as "All inclusive." The first thing on the agenda at these stays? Pure indulgence and relaxation.

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