Westchester 5 Stars Hotels

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Check availability on Westchester 5 Star Hotels

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

Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1638)
"Great hotel "
The price is NT$13,724
NT$16,110 total
includes taxes & fees
Jul 27 - Jul 28
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Excellent very clean Quiet great location"
The price is NT$18,298
NT$21,480 total
includes taxes & fees
Jul 20 - Jul 21
The Peninsula Chicago
The Langham, Chicago
Relax in our spacious lobby with a central seating area, reception desk, and stunning city views.

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1010)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is NT$15,297
NT$17,957 total
includes taxes & fees
Aug 10 - Aug 11
The Langham, Chicago
Four Seasons Hotel Chicago
Experience the grandeur of our lobby, featuring a grand staircase and elegant floral arrangements.

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"great hotel and close to all the activite"
The price is NT$15,956
NT$18,731 total
includes taxes & fees
Aug 10 - Aug 11
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Relax by the pool with steps leading into the water and comfortable seating.

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (694)
"Always a great stay! Staff are amazing and attentive! Will be back. Also great neighborhood for walking and amazing food options. "
The price is NT$13,911
NT$16,330 total
includes taxes & fees
Jul 27 - Jul 28
Nobu Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"The room service and overall staff at this property is excellent "
The price is NT$16,798
NT$19,719 total
includes taxes & fees
Aug 10 - Aug 11
Waldorf Astoria Chicago
Park Hyatt Chicago
Enjoy dining on the rooftop with a city view.

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Superb customer service, clean hotel!"
The price is NT$15,956
NT$18,731 total
includes taxes & fees
Aug 12 - Aug 13
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Relax in the contemporary lobby with a central bar area, featuring a geometric patterned floor and comfortable seating.

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is NT$17,420
NT$20,449 total
includes taxes & fees
Jul 20 - Jul 21
The Ritz-Carlton, Chicago
The St. Regis Chicago
Enjoy a sophisticated dining experience with unobstructed views of the city.

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (71)
"Excellent service! Always a great time! "
The price is NT$17,553
NT$20,606 total
includes taxes & fees
Aug 10 - Aug 11
The St. Regis Chicago
Art Villa
Experience the city's vibrant skyline with breathtaking views from a rooftop.

Art Villa

5.0 star property
The price is NT$13,187
NT$24,974 total
includes taxes & fees
Aug 6 - Aug 7
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.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
The price is NT$6,423 per night from Aug 8 to Aug 9
NT$6,423
NT$8,478 total
Aug 8 - Aug 9
includes taxes & fees
9/10 Wonderful! (2,047 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 NT$5,253

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.