Westchester 5 Stars Hotels

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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, (1,000 reviews)
"Beautiful hotel"
United States
Sean
The price is NT$13,254
NT$15,559 total
includes taxes & fees
Feb 1 - Feb 2
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 NT$12,355
NT$14,503 total
includes taxes & fees
Feb 8 - Feb 9
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, (1,003 reviews)
"Loved the location!"
United States
Mark
The price is NT$14,990
NT$17,596 total
includes taxes & fees
Feb 1 - Feb 2
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, (1,819 reviews)
"The location was more than perfect!! "
United States
CHRISTOPHER
The price is NT$9,388
NT$11,021 total
includes taxes & fees
Jan 25 - Jan 26
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, (1,002 reviews)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is NT$11,992
NT$14,077 total
includes taxes & fees
Feb 8 - Feb 9
Waldorf Astoria 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)
"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 NT$12,473
NT$14,642 total
includes taxes & fees
Jan 22 - Jan 23
Park Hyatt 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, (779 reviews)
"Room was great and spacious. Service was great. The pool and sauna were nice also. "
United States
Maria
The price is NT$10,059
NT$11,808 total
includes taxes & fees
Feb 1 - Feb 2
Nobu Hotel Chicago
Cafe

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 NT$11,692
NT$13,725 total
includes taxes & fees
Feb 8 - Feb 9
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 NT$14,074
NT$16,522 total
includes taxes & fees
Feb 1 - Feb 2
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 NT$3,493 per night from Jan 25 to Jan 26
NT$3,493
NT$4,101 total
Jan 25 - Jan 26
includes taxes & fees
8.4/10 Very Good! (5,548 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?
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 NT$4,101

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.

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