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Compare and book 5 Star hotels in Woodlawn, Chicago

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Top Woodlawn 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, (1693)
"Location, staff and accommodations were excellent. "
The price is 12.117.960 ₫
14.225.274 ₫ 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, (1001)
"Great location "
The price is 13.924.160 ₫
16.345.571 ₫ 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 14.285.400 ₫
16.769.632 ₫ total
includes taxes & fees
7 Sept - 8 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, (1001)
"My favorite hotel"
The price is 16.420.000 ₫
19.275.438 ₫ total
includes taxes & fees
17 Aug - 18 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 14.247.306 ₫
16.724.913 ₫ 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, (708)
"Beautiful, staffed with great people."
The price is 7.343.024 ₫
8.619.974 ₫ total
includes taxes & fees
24 Aug - 25 Aug
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 16.157.280 ₫
18.967.032 ₫ total
includes taxes & fees
21 Aug - 22 Aug
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 12.925.824 ₫
15.173.625 ₫ total
includes taxes & fees
14 Sept - 15 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, (72)
"Amazing hotel"
The price is 15.027.584 ₫
17.640.881 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The St. Regis Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 11.455.906 ₫
21.916.341 ₫ 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 Woodlawn.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is 4.555.565 ₫ per night from 2 Sept to 3 Sept
4.555.565 ₫
6.004.577 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,852 reviews)
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Top Woodlawn Hotel Reviews

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 3.523.075 ₫

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.