Photo by Richard Remington

Find 5 Star Hotels in Woodlawn, IL

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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, (1484)
"Go ahead and upgrade to the suite, you won't regret it. Beautiful property with amazing views and spotlessly clean. Walkable to some of the best dining and shopping in the US. We'll absolutely be back. "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
15 Jan - 16 Jan
Trump International Hotel & Tower Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Very clean, spa was amazing. "
The price is AED 1,286
AED 1,509 total
includes taxes & fees
22 Jan - 23 Jan
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"We liked how attentive thw staff was. My date had a tag still attatched to him that we missed while heading out for brunch and shopping and the gentleman at the desk waived him over and let him know. Paid attention to the guest. We will definitely be back. Great staff "
The price is AED 1,471
AED 1,727 total
includes taxes & fees
26 Jan - 27 Jan
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great location, easy checkin and no rush check out is nice. Comfortable room, good facilities, gym / spa etc... Staff was friendly and accommodating. "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
12 Jan - 13 Jan
The Peninsula Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"The lady who helped us at check in and check out was phenomenal. Really appreciated her kindness"
The price is AED 1,359
AED 1,595 total
includes taxes & fees
16 Jan - 17 Jan
Four Seasons Hotel Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Very enjoyable…we will be back!"
The price is AED 1,327
AED 1,558 total
includes taxes & fees
23 Jan - 24 Jan
Park Hyatt Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (609)
"Amazing staff and hospitality. The room and view was absolutely fantastic. "
The price is AED 1,175
AED 1,380 total
includes taxes & fees
12 Jan - 13 Jan
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Can’t wait to return "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
23 Jan - 24 Jan
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (51)
"Best hotel in the city "
The price is AED 1,704
AED 2,001 total
includes taxes & fees
2 Feb - 3 Feb
The St. Regis Chicago
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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

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.