Find 5 Star Hotels in Westchester, IL from ￥22,205

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Check availability on Westchester 5 Star Hotels

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

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

Our top choices for Westchester 5-star hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1702)
"Location, staff and accommodations were excellent. "
The price is ￥67,827
￥79,622 total
includes taxes & fees
Sep 7 - Sep 8
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is ￥84,554
￥99,258 total
includes taxes & fees
Sep 21 - Sep 22
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Location can’t be beat. Hotel is excellent! "
The price is ￥79,958
￥93,862 total
includes taxes & fees
Sep 21 - Sep 22
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1009)
"Fantastic hotel "
The price is ￥91,906
￥107,889 total
includes taxes & fees
Sep 1 - Sep 2
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location "
The price is ￥78,120
￥91,705 total
includes taxes & fees
Sep 21 - Sep 22
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"The hotel was amazing. The staff were friendly. There is so much to do in the area. "
The price is ￥90,436
￥106,164 total
includes taxes & fees
Sep 1 - Sep 2
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, (714)
"Great location, amenities and staff. "
The price is ￥49,850
￥58,519 total
includes taxes & fees
Sep 21 - Sep 22
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is ￥79,407
￥93,216 total
includes taxes & fees
Oct 1 - Oct 2
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is ￥93,377
￥109,614 total
includes taxes & fees
Sep 28 - Sep 29
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is ￥110,288
￥182,405 total
includes taxes & fees
Sep 1 - Sep 2
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.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is ￥22,205 per night from Sep 4 to Sep 5
￥22,205
￥26,066 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,156 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.

Top Westchester Hotel 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 ￥22,205

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.