Photo by Richard Remington

Find 5 Star Hotels in Woodlawn, IL from AED 428

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Compare Woodlawn 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, (1451)
"I had to pay fomy upgrade "
The price is AED 1,446
AED 1,698 total
includes taxes & fees
1 Dec - 2 Dec
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1027)
"The room had a balcony, fireplace, and the bathroom had a beautiful luxurious bathtub. Room service was very kind!! Front desk check-in was effortless, and the agent was kind.."
The price is AED 1,455
AED 1,707 total
includes taxes & fees
8 Dec - 9 Dec
Waldorf Astoria Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"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 AED 1,678
AED 1,969 total
includes taxes & fees
22 Dec - 23 Dec
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)
"Wonderful property. Amazing service. "
The price is AED 1,928
AED 2,264 total
includes taxes & fees
26 Nov - 27 Nov
The Peninsula Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1021)
"Excellent everything "
The price is AED 1,513
AED 1,776 total
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1021)
"Needs an update "
The price is AED 1,469
AED 1,725 total
includes taxes & fees
26 Dec - 27 Dec
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (573)
"Excellent property"
The price is AED 1,154
AED 1,354 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1034)
"Was perfect "
The price is AED 1,418
AED 1,665 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 AED 1,671
AED 1,962 total
includes taxes & fees
18 Dec - 19 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 Woodlawn.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL
The price is AED 529 per night from Dec 16 to Dec 17
AED 529
AED 713 total
includes taxes & fees
16 Dec - 17 Dec
8.6/10 Excellent! (1,007 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?
How much you pay for a 5-star hotel in Woodlawn can vary depending on the time of year you travel and how long you plan to be away, among other factors. Take advantage of our price per night filter and other search tools to find the best rate on a luxurious getaway.

  • Search for the lowest price per night from AED 428

What makes a hotel 5 stars in Woodlawn?
Outstanding guest service is at the heart of every 5-star hotel in Woodlawn. From the instant you arrive, staff are at your beck and call, whether arranging valet parking or providing in-room massage treatments. In addition, hotels must offer upscale conveniences to obtain a 5-star rating. These can include luxury bathrooms, saunas or spas, swimming pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Woodlawn?
Use our handy filters to find a high-end escape in Woodlawn where most of what you need is included in the price. Next, refine your results for accommodations that have 5 stars and are deemed “All inclusive.” The most important thing on the schedule at these stays? Relaxation and enjoyment.
Are there any 5-star vacation rentals in Woodlawn?
Although there aren’t any 5-star vacation rentals in Woodlawn on our site, we have a range of properties that promise a memorable getaway. Discover one that suits your style by checking out our vacation rentals in Woodlawn.