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Our top choices for Westchester 5-star hotels

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, (1,004 reviews)
"Beautiful hotel"
United States
Sean
The price is 11.030.880 ₫
12.949.148 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Love the langham!"
United States
Clayton
The price is 10.285.488 ₫
12.074.135 ₫ total
includes taxes & fees
15 Feb - 16 Feb
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, (1,005 reviews)
"Loved the location!"
United States
Mark
The price is 12.475.400 ₫
14.644.873 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Peninsula 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, (1,825 reviews)
"The location was more than perfect!! "
United States
CHRISTOPHER
The price is 7.813.540 ₫
9.172.315 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is 9.983.360 ₫
11.719.466 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Waldorf Astoria 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, (1,000 reviews)
"Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back"
United States
Christopher
The price is 10.380.846 ₫
12.186.076 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Park Hyatt 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, (781 reviews)
"Room was great and spacious. Service was great. The pool and sauna were nice also. "
United States
Maria
The price is 8.371.650 ₫
9.827.480 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"great location"
United States
Curtis
The price is 9.733.776 ₫
11.426.480 ₫ total
includes taxes & fees
8 Feb - 9 Feb
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, (90 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 11.713.744 ₫
13.750.762 ₫ total
includes taxes & fees
12 Feb - 13 Feb
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 2.778.206 ₫ per night from 9 Feb to 10 Feb
2.778.206 ₫
3.261.337 ₫ total
9 Feb - 10 Feb
includes taxes & fees
8.4/10 Very Good! (5,575 reviews)
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Schiller Woods view in Chicago of Illinois

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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 3.261.337 ₫

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.