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Compare and book 5 Star hotels in Woodlawn, Chicago

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Check availability on Woodlawn 5 Star Hotels

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Woodlawn 5 Star Hotels

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Amazing service!! Beautiful hotel!"
The price is 16.309.375 ₫
19.145.578 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is 14.075.643 ₫
16.523.396 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is 13.830.350 ₫
16.235.450 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1625)
"Great hotel with great staff."
The price is 12.232.031 ₫
14.359.034 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"The room service and overall staff at this property is excellent "
The price is 13.862.969 ₫
16.273.739 ₫ total
includes taxes & fees
6 Jul - 7 Jul
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, (681)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is 8.850.119 ₫
10.389.154 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Superb customer service, clean hotel!"
The price is 13.960.825 ₫
16.388.613 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Park Hyatt Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (68)
"Excellent service! Always a great time! "
The price is 14.926.340 ₫
17.522.032 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is 14.091.300 ₫
16.541.776 ₫ total
includes taxes & fees
28 Jul - 29 Jul
The Ritz-Carlton, Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
The price is 13.021.405 ₫
22.331.479 ₫ total
includes taxes & fees
9 Jul - 10 Jul
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 Woodlawn.
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 4.413.969 ₫ per night from 7 Jul to 8 Jul
4.413.969 ₫
5.181.558 ₫ total
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (4,295 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 Woodlawn?
The amount you pay for a 5-star hotel in Woodlawn depends on factors such as when you plan to travel and the length of your trip. Our insider tip for scoring an awesome deal? Use our pricing filters to compare all of the available options for your selected dates.

  • Search for the lowest price per night from 3.888.155 ₫

What makes a hotel 5 stars in Woodlawn?
From gourmet restaurants and 24-hour fitness centres to pools and superior bedding, the 5-star experience in Woodlawn is all about comfort and luxury. But it takes more than just upscale conveniences to earn a 5-star rating. Accommodation must also provide superb guest services like in-room massage treatments, laundry and dry cleaning and room service any time day or night.
Are there any 5-star all-inclusive resorts in Woodlawn?
Use our handy filters to find a luxurious escape in Woodlawn where most of what you need is included in the price. From there, narrow your results for resorts that have 5 stars and are listed as "All inclusive." The main thing on the to-do list at these stays? Pure enjoyment and indulgence.