A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Woodlawn 5 Stars Hotels

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Our top choices for Woodlawn 5-star hotels

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

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is NT$16,875
NT$20,062 total
includes taxes & fees
Aug 30 - Aug 31
Four Seasons Hotel Chicago
Terrace/patio

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,990 reviews)
"It was a great place to stay"
United States
Jorge
The price is NT$14,925
NT$17,744 total
includes taxes & fees
Aug 30 - Aug 31
Trump International Hotel & Tower Chicago
Lobby

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,007 reviews)
"Location is perfect! Sooooo much to do within a 1/2 mile of the hotel :)"
United States
Christopher
The price is NT$18,836
NT$22,394 total
includes taxes & fees
Sep 7 - Sep 8
The Langham, Chicago
Front of property - evening/night

4. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Incredible hotel. Truly what all hotels should aspire to be. Not one bad experience while there. This hotel is phenomenal."
United States
Justin
The price is NT$19,899
NT$23,658 total
includes taxes & fees
Aug 23 - Aug 24
The Peninsula Chicago
Exterior

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,004 reviews)
"Beautiful property and excellent service from all staff."
United States
Jim
The price is NT$16,914
NT$20,110 total
includes taxes & fees
Aug 30 - Aug 31
Waldorf Astoria Chicago
Cafe

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Enjoyed my stay and would definitely recommend to a friend."
United States
Geneva
The price is NT$18,944
NT$22,523 total
includes taxes & fees
Aug 23 - Aug 24
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (914 reviews)
"incredible staff and stay here. The team here crushed it and the rooms were fantastic"
Canada
Jordan
The price is NT$13,946
NT$17,376 total
includes taxes & fees
Sep 7 - Sep 8
Nobu Hotel Chicago
Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Our room was wonderful"
United States
Jennifer
The price is NT$17,623
NT$20,952 total
includes taxes & fees
Aug 30 - Aug 31
Park Hyatt Chicago
2 restaurants; breakfast, lunch, dinner, and brunch served

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (129 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$19,899
NT$23,659 total
includes taxes & fees
Aug 23 - Aug 24
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
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.
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL
The price is NT$5,922 per night from Sep 1 to Sep 2
NT$5,922
NT$7,976 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,281 reviews)
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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 things such as when you want to go and the length of your break. An insider tip for bagging the best deal? Use our pricing filters to check out the available accommodations for your chosen dates.

  • Search for the lowest price per night from NT$5,412

What makes a hotel 5 stars in Woodlawn?
In Woodlawn, a hotel needs to offer a certain level of upscale features to earn 5 stars. These may include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Woodlawn?
Use our filters to find a high-end retreat in Woodlawn where everything you need is included. Next, refine your results for accommodations that have 5 stars and are deemed "All inclusive." The main thing on the agenda at these stays? Pure enjoyment and indulgence.

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