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Westchester 5 Stars Hotels

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Our top choices for Westchester 5-star hotels

Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,895 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is NT$14,801
NT$17,597 total
includes taxes & fees
Jul 5 - Jul 6
Trump International Hotel & Tower 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)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is NT$16,735
NT$19,897 total
includes taxes & fees
Jul 5 - Jul 6
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"Very good hotel"
United States
Sanjay
The price is NT$17,307
NT$20,576 total
includes taxes & fees
Jul 12 - Jul 13
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, (1,000 reviews)
"Great stay!"
United States
Dennis
The price is NT$18,946
NT$22,524 total
includes taxes & fees
Jun 28 - Jun 29
The Peninsula 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)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is NT$16,183
NT$19,240 total
includes taxes & fees
Jul 5 - Jul 6
Waldorf Astoria Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$14,091
NT$16,753 total
includes taxes & fees
Jul 1 - Jul 2
The Ritz-Carlton, Chicago
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
United States
Claire
The price is NT$15,914
NT$18,921 total
includes taxes & fees
Jun 30 - Jul 1
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, (870 reviews)
"Beautiful room and property"
United States
Girlynda
The price is NT$9,978
NT$11,863 total
includes taxes & fees
Jul 2 - Jul 3
Nobu Hotel Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (122 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$20,335
NT$24,176 total
includes taxes & fees
Jul 5 - Jul 6
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 NT$8,020 per night from Jul 3 to Jul 4
NT$8,020
NT$9,415 total
Jul 3 - Jul 4
includes taxes & fees
8.4/10 Very Good! (2,349 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$5,723

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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