Crestwood 5 Stars Hotels

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Our top choices for Crestwood 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is NT$13,102
NT$15,381 total
includes taxes & fees
Dec 28 - Dec 29
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1001)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is NT$12,892
NT$15,134 total
includes taxes & fees
Jan 4 - 2026/1/5
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Excellent service throughout the hotel"
United States
Karen
The price is NT$14,194
NT$16,662 total
includes taxes & fees
Dec 22 - Dec 23
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1780)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is NT$8,626
NT$10,126 total
includes taxes & fees
Jan 4 - 2026/1/5
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is NT$11,854
NT$13,916 total
includes taxes & fees
Jan 11 - 2026/1/12
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is NT$13,570
NT$15,930 total
includes taxes & fees
Jan 2 - 2026/1/3
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is NT$9,944
NT$11,673 total
includes taxes & fees
Jan 11 - 2026/1/12
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is NT$11,558
NT$13,568 total
includes taxes & fees
Jan 2 - 2026/1/3
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is NT$13,913
NT$16,333 total
includes taxes & fees
Dec 25 - Dec 26
The St. Regis Chicago

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
Art Villa
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Learn more about Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Top Crestwood Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Crestwood?
The amount you pay for a 5-star hotel in Crestwood depends on factors like when you want to go and the length of your trip. An insider tip for landing the best deal? Use our pricing filters to compare the available hotels for your selected dates.

  • Search for the lowest price per night from NT$3,662

What makes a hotel 5 stars in Crestwood?
In Crestwood, a hotel must provide a specific amount of top-notch amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Crestwood?
Find an upscale retreat that includes your lodging, meals, drinks and entertainment in Crestwood with the help of our filter tool. Search for hotels rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you're ready to take advantage of the many perks on offer when you get there.

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