Compare and book 5 Star hotels in Westchester, Chicago

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Top Westchester 5 Star Hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1688)
"Location, staff and accommodations were excellent. "
The price is 12.118.882 ₫
14.226.355 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is 13.925.220 ₫
16.346.817 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is 14.286.488 ₫
16.770.908 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"My favorite hotel"
The price is 16.421.250 ₫
19.276.909 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is 14.181.392 ₫
16.647.535 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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, (708)
"Beautiful, staffed with great people."
The price is 12.484.091 ₫
14.655.075 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Nobu Hotel Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is 16.158.510 ₫
18.968.777 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is 12.926.808 ₫
15.174.780 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is 15.028.728 ₫
17.642.224 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The St. Regis Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 11.456.778 ₫
21.918.009 ₫ total
includes taxes & fees
14 Sept - 15 Sept
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.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is 4.555.912 ₫ per night from 2 Sept to 3 Sept
4.555.912 ₫
6.005.033 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,852 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 3.759.809 ₫

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.