Compare and book 5 Star hotels in Westchester, Chicago

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Top Westchester 5 Star Hotels

Bar (on property)
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1763)
"Very accommodating and friendly staff, brilliant location"
The price is 11.365.594 ₫
13.342.219 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Trump International Hotel & Tower Chicago
Lobby
The Langham, Chicago
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1011)
"Great place to stay. "
The price is 14.330.531 ₫
16.822.611 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Langham, Chicago
Front of property – evening/night
The Peninsula Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1010)
"Great weekend get away"
The price is 16.471.875 ₫
19.336.334 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Peninsula Chicago
Reception
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1008)
"Amazing hotel"
The price is 13.968.150 ₫
16.397.211 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Four Seasons Hotel Chicago
Exterior
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1004)
"Simply love this hotel"
The price is 14.231.700 ₫
16.706.592 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds
Park Hyatt Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1007)
"beautiful room and hotel great bar!"
The price is 14.363.475 ₫
16.861.665 ₫ total
includes taxes & fees
2 Nov - 3 Nov
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
9.4 out of 10, Exceptional, (736)
"Great location, amenities and staff. "
The price is 13.164.322 ₫
15.453.598 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1004)
"Great location"
The price is 14.627.025 ₫
17.170.810 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago
The St. Regis Chicago
5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
The price is 15.312.255 ₫
17.975.057 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio
Art Villa
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 14.199.416 ₫
27.152.290 ₫ total
includes taxes & fees
28 Oct - 29 Oct
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 4.009.913 ₫ per night from 9 Nov to 10 Nov
4.009.913 ₫
4.707.238 ₫ total
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (5,096 reviews)
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Top Westchester Hotel Reviews

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 4.325.677 ₫

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.

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