Compare and book 5 Star hotels in Westchester, Chicago

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Our top choices for Westchester 5-star hotels

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The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Phenomenal stay"
United Kingdom
Bright
The price is 14.206.178 ₫
16.890.721 ₫ total
includes taxes & fees
10 May - 11 May
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, (1,001 reviews)
"Excellent location. "
United States
Chrysostomos
The price is 14.485.350 ₫
17.005.538 ₫ total
includes taxes & fees
26 Apr - 27 Apr
The Peninsula 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, (999 reviews)
"Great location, beautiful hotel and friendly staff"
Canada
Kevin
The price is 13.826.925 ₫
16.232.810 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Four Seasons Hotel Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,846 reviews)
"Great hotel"
United States
Mark
The price is 11.357.831 ₫
13.333.896 ₫ total
includes taxes & fees
30 Apr - 1 May
Trump International Hotel & Tower Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Very nice pleasant place to stay all the mint teas that you want in the hotel in the round great staff"
United States
Leslie
The price is 13.140.846 ₫
15.426.960 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Park Hyatt Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is 12.720.771 ₫
14.934.132 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (822 reviews)
"Great location, lovely hotel "
United States
Kristin
The price is 10.383.362 ₫
12.345.504 ₫ total
includes taxes & fees
3 May - 4 May
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent service, room was very clean. The food at the on site restaurant was great as well."
United States
Nakita
The price is 13.036.815 ₫
15.304.957 ₫ total
includes taxes & fees
26 Apr - 27 Apr
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (106 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is 15.671.110 ₫
18.397.620 ₫ total
includes taxes & fees
24 Apr - 25 Apr
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 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 4.094.877 ₫ per night from 26 Apr to 27 Apr
4.094.877 ₫
4.807.029 ₫ total
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,848 reviews)
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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 4.606.342 ₫

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.