A coastal cityscape with a prominent skyscraper and a peninsula extending into the water.

5 Stars Hotels in Grand Boulevard, Chicago from CA $193

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Check availability on Grand Boulevard 5 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Grand Boulevard 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is CA $693
CA $824 total
includes taxes & fees
Nov 22 - Nov 23
Four Seasons Hotel Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,063 reviews)
"clean room, friendly staff, great restaurants, good location"
United States
Cecille
The price is CA $646
CA $768 total
includes taxes & fees
Nov 1 - Nov 2
Trump International Hotel & Tower Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is CA $875
CA $1,041 total
includes taxes & fees
Nov 15 - Nov 16
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,007 reviews)
"Enjoyed my stay, lovely staff and great location"
United States
Saramae
The price is CA $731
CA $869 total
includes taxes & fees
Nov 22 - Nov 23
The Langham, Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is CA $684
CA $814 total
includes taxes & fees
Nov 22 - Nov 23
Waldorf Astoria Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is CA $541
CA $643 total
includes taxes & fees
Nov 25 - Nov 26
The Ritz-Carlton, Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (959 reviews)
"Great location Helpful staff"
United States
Abhay
The price is CA $444
CA $563 total
includes taxes & fees
Nov 26 - Nov 27
Nobu Hotel Chicago
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is CA $649
CA $772 total
includes taxes & fees
Nov 22 - Nov 23
Park Hyatt Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is CA $751
CA $892 total
includes taxes & fees
Nov 22 - Nov 23
The St. Regis Chicago
A rooftop dining area with checkered tablecloths, red and blue plates, and a city skyline in the background.

10. 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 Grand Boulevard.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is CA $296 per night from Nov 22 to Nov 23
CA $296
CA $348 total
Nov 22 - Nov 23
includes taxes & fees
8.6/10 Excellent! (2,575 reviews)
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Top Grand Boulevard Hotel Reviews

Find out more about Grand Boulevard

Five Star Hotels in Grand Boulevard

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Grand Boulevard so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Grand Boulevard and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Grand Boulevard

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Grand Boulevard

The results are in, and Grand Boulevard 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Grand Boulevard! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Grand Boulevard today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Grand Boulevard?
There are many different pricing options for 5-star hotels in Grand Boulevard on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare all of the available properties for your preferred dates and make use of our pricing and other filters to find the ideal high-end stay.

  • Search for the lowest price per night from CA $193

What makes a hotel 5 stars in Grand Boulevard?
From high-end restaurants and fitness centres to swimming pools and superior bedding, the 5-star experience in Grand Boulevard is all about luxury and comfort. But it takes more than just upscale conveniences to earn a 5-star rating. Hotels must also provide superb guest-centric services like in-room beauty treatments, laundry and dry cleaning and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Grand Boulevard?
Use our convenient filters to find a luxury retreat in Grand Boulevard where most of what you need is included in the price. After your initial search, refine your results for hotels that have a rating of 5 stars and are deemed "All inclusive." The first thing on the agenda at these stays? Pure relaxation and indulgence.

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