Find 5 Star Hotels in Westchester, IL from ￥20,993

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Check availability on Westchester 5 Star Hotels

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May 4 - May 5
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May 5 - May 6
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May 8 - May 10
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May 15 - May 17

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, (1,006 reviews)
"Highly recommend, super nice rooms and very polite staff."
United States
Alexander
The price is ￥79,918
￥95,020 total
includes taxes & fees
May 24 - May 25
The Langham, 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, (1,000 reviews)
"Beautiful and in walking distance to so many shops and cafes! We had a great stay. "
United States
Jazimine
The price is ￥80,075
￥95,208 total
includes taxes & fees
May 25 - May 26
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, (1,860 reviews)
"Great staff, facilities, esp the fitness & spa"
United States
Joshua
The price is ￥70,066
￥83,305 total
includes taxes & fees
May 25 - May 26
Trump International Hotel & Tower Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"A beautiful hotel with an outstanding staff in a superb location. "
United States
Rose
The price is ￥98,131
￥116,673 total
includes taxes & fees
May 24 - May 25
The Peninsula Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Enjoyed my stay and would definitely recommend to a friend."
United States
Geneva
The price is ￥65,944
￥78,405 total
includes taxes & fees
May 25 - May 26
The Ritz-Carlton, 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)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is ￥83,411
￥99,171 total
includes taxes & fees
May 25 - May 26
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (835 reviews)
"loved the property and restaurant"
United States
Kathryn
The price is ￥52,731
￥62,696 total
includes taxes & fees
May 10 - May 11
Nobu Hotel Chicago
Breakfast, lunch, dinner served; American cuisine, alfresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Great property "
United States
Kerry
The price is ￥85,570
￥101,740 total
includes taxes & fees
May 25 - May 26
Park Hyatt 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, (111 reviews)
"Great hotel, large pool - although I wish it was a bit warmer for my liking. The hot sauna though was a nice addition ( there is no hut tub in the pool area). Large gym was also great- unbelievable views of Lake Michigan and Navy Pier! "
United States
Beata
The price is ￥99,701
￥118,540 total
includes taxes & fees
May 25 - May 26
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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is ￥39,095 per night from May 9 to May 10
￥39,095
￥45,895 total
May 9 - May 10
includes taxes & fees
8.4/10 Very Good! (2,278 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Westchester?
You can find several pricing options for a 5-star hotel in Westchester on Expedia. The amount you pay will depend on your vacation dates, trip length and other factors. Compare all of the available accommodations for your chosen dates and make use of our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from ￥20,993

What makes a hotel 5 stars in Westchester?
From high-end dining venues and all-day fitness centers to pools and luxury bedding, the 5-star experience in Westchester is all about comfort and luxury. But it takes more than just top-notch amenities to receive a 5-star rating. Hotels also have to provide remarkable guest-centric services like in-room massage treatments, dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Westchester?
Find an indulgent escape that includes your room, meals, drinks and entertainment in Westchester with Expedia's filters. Search for hotels with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the upfront price. This way, you're ready to take advantage of the premium perks on offer when you arrive.