Westchester 5 Stars Hotels

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Check availability on Westchester 5 Star Hotels

Tonight
Feb 24 - Feb 25
Tomorrow
Feb 25 - Feb 26
This weekend
Feb 28 - Mar 2
Next weekend
Mar 7 - Mar 9

Compare Westchester 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is NT$13,430
NT$15,766 total
includes taxes & fees
Mar 2 - Mar 3
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1529)
"I stayed on the 27th floor and city views were absolutley amazing! Staff was polite and helpful. The room was clean and comfortable. I look forward to my next visit.."
The price is NT$10,441
NT$12,257 total
includes taxes & fees
Mar 9 - Mar 10
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Nice property "
The price is NT$12,824
NT$15,055 total
includes taxes & fees
Mar 23 - Mar 24
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1005)
"Very clean and upscale "
The price is NT$11,973
NT$14,055 total
includes taxes & fees
Mar 9 - Mar 10
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1012)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is NT$15,560
NT$18,265 total
includes taxes & fees
Mar 2 - Mar 3
The Peninsula Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Would come again"
The price is NT$12,112
NT$14,218 total
includes taxes & fees
Feb 25 - Feb 26
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (632)
"Great place but no refrigerator in the room"
The price is NT$13,070
NT$15,343 total
includes taxes & fees
Feb 28 - Mar 1
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is NT$10,859
NT$12,747 total
includes taxes & fees
Mar 9 - Mar 10
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (56)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is NT$15,199
NT$17,842 total
includes taxes & fees
Mar 16 - Mar 17
The St. Regis Chicago
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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.
Pendry Chicago

Pendry Chicago

230 North Michigan Avenue, Chicago, IL
The price is NT$5,405 per night from Mar 9 to Mar 10
NT$5,405
NT$7,691 total
includes taxes & fees
Mar 9 - Mar 10
9.2/10 Wonderful! (1,010 reviews)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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$4,226

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.
Are there any 5-star vacation rentals in Westchester?
Although you won’t find any 5-star vacation rentals in Westchester on our site, we have a range of escapes that promise an awesome getaway. Find one that suits your style by checking out our vacation rentals in Westchester.