Compare and book 5 Star hotels in Westchester, Chicago

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Check availability on Westchester 5 Star Hotels

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Westchester 5 Star Hotels

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Amazing service!! Beautiful hotel!"
The price is 16.325.000 ₫
19.163.918 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is 13.861.884 ₫
16.272.466 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is 13.728.225 ₫
16.115.563 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1623)
"Great hotel with great staff."
The price is 12.243.750 ₫
14.372.791 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"The room service and overall staff at this property is excellent "
The price is 13.891.656 ₫
16.307.416 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (680)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is 8.858.598 ₫
10.399.108 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Superb customer service, clean hotel!"
The price is 13.728.225 ₫
16.115.890 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Park Hyatt Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (68)
"Excellent service! Always a great time! "
The price is 14.957.228 ₫
17.558.291 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is 12.433.120 ₫
14.595.240 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Ritz-Carlton, Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
The price is 13.033.880 ₫
22.352.871 ₫ total
includes taxes & fees
9 Jul - 10 Jul
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 Westchester.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is 4.272.187 ₫ per night from 29 Jun to 30 Jun
4.272.187 ₫
5.015.119 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (4,279 reviews)
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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.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Westchester?
How much you pay for a 5-star hotel in Westchester can vary according to what time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to find the best rate on an indulgent stay.

  • Search for the lowest price per night from 3.891.880 ₫

What makes a hotel 5 stars in Westchester?
In Westchester, a hotel must offer a certain level of upscale conveniences to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Westchester?
Use our convenient filters to find an upmarket retreat in Westchester where most of what you need is included. After your initial search, narrow your results for hotels that have a rating of 5 stars and are categorised as "All inclusive." The main thing on the to-do list at these stays? Relaxation and indulgence.