A cityscape with a prominent skyscraper, a large bridge, and a distant body of water.

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Check availability on Douglas Hotels with Bars

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Douglas hotels with a bar

A large, historic building with a central courtyard surrounded by trees.

1. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,341 reviews)
"Great stay!"
United States
Alan
The price is AED 609
AED 832 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

2. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,156 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is AED 468
AED 557 total
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,235 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is AED 631
AED 750 total
includes taxes & fees
3 Nov - 4 Nov
Hilton Vacation Club Hotel Blake Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.

4. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,308 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is AED 621
AED 870 total
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

5. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,174 reviews)
"Great place to stay at"
United States
Aran
The price is AED 696
AED 828 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chicago Downtown South Loop
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,709 reviews)
"Amazing place to stay"
United States
Shanequa
The price is AED 841
AED 1,127 total
includes taxes & fees
4 Oct - 5 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

7. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,004 reviews)
"Amazing location, super helpful staff, and clean/comfortable rooms. I stay here every time I am in town."
United States
Kayla Rene
The price is AED 852
AED 1,079 total
includes taxes & fees
31 Oct - 1 Nov
Le Méridien Essex Chicago
A dining table set for six with a cityscape view through large windows.

8. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,537 reviews)
"Great stay!"
United States
Michael
The price is AED 702
AED 965 total
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago
A spacious living area with a pool table, comfortable seating, a fireplace, and large windows.

9. Hyatt Place Chicago Medical/University District

Hyatt Place Chicago Medical/University District
3.0 star property
Near West Side
9.0 out of 10, Wonderful, (1,483 reviews)
"Room was perfect and breakfast was great"
United States
chad
The price is AED 643
AED 764 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago Medical/University District
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

10. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,117 reviews)
"Had a wonderful stay here"
United States
Erin
The price is AED 522
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
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.
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Top Douglas Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Hotel was old but nice. Most of the staff was nice. Just the one front desk women wasnt very nice. The gentleman at the front door were so kind and helpful for us out of towners"
megan 1-night trip
Posted less than an hour ago
Congress Plaza Hotel

Frequently asked questions

Searching for hotels with bars in Douglas?
Douglas features 24 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, you can check out Lake Michigan.
What are the best hotels with bars in Douglas?
Here are a few of the top hotels with bars in and around Douglas: River Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Congress Plaza Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and rooftop terrace. Hampton Inn Chicago Downtown/Magnificent Mile: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. The Chicago Hotel Collection - Magnificent Mile: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.
What is there to do in Douglas?
Absorb the local culture in the area by visiting Soldier Field, Wrigley Field, and United Center, then unwind with a refreshing drink. Other places to see include Lake Michigan. Douglas is recognized for its Chinatown district and top-notch restaurants.
How can I get to Douglas and around the area?
You might want to make the most of these transportation choices in and around Douglas: Fly into Chicago Midway Airport (MDW), which is located 7.1 mi (11.4 km) away. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 17.7 mi (28.5 km) away. Head over to 35th-Bronzeville-IIT Station to catch metro.

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