Woodlawn Hotel Guide - 5 Stars Hotels in Woodlawn, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Woodlawn 5 Star Hotels

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Woodlawn 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful hotel"
United States
Sean
The price is Rp6.636.000
Rp7.790.001 total
includes taxes & fees
29 Mar - 30 Mar
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is Rp7.673.400
Rp9.007.803 total
includes taxes & fees
22 Mar - 23 Mar
The Langham, Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is Rp8.471.345
Rp9.944.513 total
includes taxes & fees
5 Mar - 6 Mar
The Peninsula Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,839 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is Rp6.237.000
Rp7.321.608 total
includes taxes & fees
5 Mar - 6 Mar
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is Rp6.888.000
Rp8.085.823 total
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is Rp6.925.800
Rp8.130.197 total
includes taxes & fees
29 Mar - 30 Mar
Park Hyatt Chicago
Designer toiletries, hair dryer, bathrobes, towels

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (791 reviews)
"Everything was great about the property. Staff was super accomodating."
United States
Paulo
The price is Rp5.355.000
Rp6.286.235 total
includes taxes & fees
8 Mar - 9 Mar
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location, service, and gym "
United States
Maxim
The price is Rp6.652.800
Rp7.809.721 total
includes taxes & fees
5 Mar - 6 Mar
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (97 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is Rp7.492.800
Rp8.795.799 total
includes taxes & fees
20 Mar - 21 Mar
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Rp1.653.120 per night from 5 Mar to 6 Mar
Rp1.653.120
Rp1.940.597 total
5 Mar - 6 Mar
includes taxes & fees
8.6/10 Excellent! (5,688 reviews)
Still don't see what you're looking for?
See all properties in Woodlawn.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

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 Rp1.940.597

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.

Explore a world of travel with Expedia