Compare and book 5 Star hotels in Crestwood, Chicago

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Check availability on Crestwood 5 Star Hotels

Top Crestwood 5 Star Hotels

Our top choices for Crestwood 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, (1690)
"Location, staff and accommodations were excellent. "
The price is 12.136.871 ₫
14.247.437 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location "
The price is 13.945.890 ₫
16.371.080 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is 15.985.148 ₫
18.764.966 ₫ total
includes taxes & fees
3 Sept - 4 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"My favorite hotel"
The price is 16.445.625 ₫
19.305.519 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is 13.978.781 ₫
16.409.692 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (709)
"Beautiful, staffed with great people."
The price is 7.354.483 ₫
8.633.428 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Nobu Hotel Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is 16.182.495 ₫
18.996.933 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is 14.630.028 ₫
17.174.191 ₫ total
includes taxes & fees
19 Sept - 20 Sept
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)
"Amazing hotel"
The price is 17.182.389 ₫
20.170.406 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The St. Regis Chicago
Art Villa
Design Townhome, 3 Bedrooms, Kitchen, City View | Living area | 55-inch Smart TV with digital channels, fireplace, Netflix

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 11.473.784 ₫
21.950.546 ₫ total
includes taxes & fees
14 Sept - 15 Sept
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 Crestwood.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is 4.562.674 ₫ per night from 4 Sept to 5 Sept
4.562.674 ₫
6.013.948 ₫ total
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (1,871 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.

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.

See all hotels in Crestwood

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 can vary based on when you want to travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to land the best rate on a high-end getaway.

  • Search for the lowest price per night from 4.227.183 ₫

What makes a hotel 5 stars in Crestwood?
In Crestwood, a hotel needs to offer a certain number of upscale features to earn a 5-star rating. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Crestwood?
Find a luxurious getaway that includes your room, meals, drinks and entertainment in Crestwood with our filter tool. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Double-check what's included in the purchase price. This way, you'll be ready to maximise the many perks on offer from the moment you get there.