Westchester 5 Stars Hotels

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

Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1437)
"I had to pay fomy upgrade "
The price is NT$12,795
NT$15,020 total
includes taxes & fees
Dec 18 - Dec 19
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"Wonderful property. Amazing service. "
The price is NT$17,060
NT$20,027 total
includes taxes & fees
Dec 23 - Dec 24
The Peninsula Chicago
The Langham, Chicago
Lobby lounge
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is NT$14,842
NT$17,423 total
includes taxes & fees
Dec 23 - Dec 24
The Langham, Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Felt like royalty during my stay thank you "
The price is NT$12,998
NT$15,258 total
includes taxes & fees
Dec 23 - Dec 24
Waldorf Astoria 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, (573)
"Nice "
The price is NT$10,207
NT$11,982 total
includes taxes & fees
Dec 15 - Dec 16
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1017)
"Needs an update "
The price is NT$13,485
NT$15,831 total
includes taxes & fees
Dec 23 - Dec 24
Four Seasons Hotel Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1021)
"Great Breakfast and amazing room with a view of the lake."
The price is NT$13,405
NT$15,736 total
includes taxes & fees
Dec 22 - Dec 23
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1005)
"A beautiful hotel with lovely amenities!! 10/10 "
The price is NT$12,546
NT$14,728 total
includes taxes & fees
Dec 23 - Dec 24
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is NT$15,104
NT$17,730 total
includes taxes & fees
Dec 15 - Dec 16
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.
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$3,846 per night from Dec 8 to Dec 9
NT$3,846
NT$4,515 total
includes taxes & fees
Dec 8 - Dec 9
8.2/10 Very Good! (3,227 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$2,266

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.