Find 5 Star Hotels in Westchester, IL from SAR 261

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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
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
22 Dec - 23 Dec
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)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is SAR 1,971
SAR 2,314 total
includes taxes & fees
23 Dec - 24 Dec
The Peninsula Chicago
The Langham, Chicago
Exterior
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 SAR 1,877
SAR 2,204 total
includes taxes & fees
1 Dec - 2 Dec
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 SAR 1,408
SAR 1,653 total
includes taxes & fees
19 Dec - 20 Dec
Waldorf Astoria Chicago
Nobu Hotel Chicago
Reception
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (573)
"Nice "
The price is SAR 1,179
SAR 1,384 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Room
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Needs an update "
The price is SAR 1,558
SAR 1,829 total
includes taxes & fees
15 Dec - 16 Dec
Four Seasons Hotel Chicago
Park Hyatt Chicago
Exterior
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1021)
"Top notch hotel in a great location. Home away from home feel. Stellar customer service. Restaurant onsite with a great bar and stunning views. For discerning travelers this is about as good as it gets in Chicago. "
The price is SAR 1,546
SAR 1,815 total
includes taxes & fees
22 Dec - 23 Dec
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 SAR 1,450
SAR 1,702 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior
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 SAR 1,776
SAR 2,085 total
includes taxes & fees
23 Dec - 24 Dec
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 SAR 444 per night from Dec 8 to Dec 9
SAR 444
SAR 521 total
includes taxes & fees
8 Dec - 9 Dec
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?
The amount you pay for a 5-star hotel in Westchester depends on things like when you plan to go and the length of your escape. Our top tip for scoring an awesome deal? Use our pricing filters to compare all of the available hotels for your preferred dates.

  • Search for the lowest price per night from SAR 261

What makes a hotel 5 stars in Westchester?
Flawless guest service is the defining feature of every 5-star hotel in Westchester. From the instant you arrive, staff attend to your every need, whether recommending activities and tours or providing in-room massage treatments. Plus, hotels must feature upscale conveniences to be considered for a 5-star rating. These can include luxury toiletries, a wellness center, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Westchester?
Use Expedia’s filter tool to find a luxurious escape in Westchester where everything you need is included. After your initial search, narrow down your results for properties that have 5 stars and are deemed “All inclusive.” The main thing on the itinerary at these stays? Pure enjoyment and indulgence.
Are there any 5-star vacation rentals in Westchester?
Our site doesn’t offer any 5-star vacation rentals in Westchester. However, you can still find a few top-rated stays where the only item on your agenda will be to unpack and have fun. See what’s available by checking out our vacation rentals in Westchester.