Search Hotels with a Bar in Kenwood

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Check availability on Kenwood Hotels with a Bar

Our top choices for Kenwood hotels with a bar

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2635)
"The room was spotless and the staff where great!"
United States
Maria
The price is 1.575.393 ₫
2.313.548 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2947)
"Great location and great staff!!"
United States
lynne
The price is 2.029.874 ₫
2.382.869 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Aloft Chicago Mag Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2269)
"Smooth check in and beautiful hotel"
United States
Monique
The price is 2.356.951 ₫
3.664.725 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3002)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.687.680 ₫
2.755.138 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2962)
"Excellent stay great location and great rooms"
United States
Joseph
The price is 2.478.174 ₫
3.652.235 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3398)
"I always love staying at this place when I visit"
Canada
William
The price is 3.586.320 ₫
4.983.941 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2110)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2132)
"Loved and enjoyed our stay"
United States
Luis
The price is 2.919.159 ₫
4.086.051 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3787)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is 2.017.975 ₫
2.368.900 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Whitehall Hotel, BW Premier Collection
Pool
Hilton Garden Inn Chicago Downtown South Loop

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, (1748)
"Clean and staff was courteous. "
United States
HANNAH
The price is 1.877.544 ₫
2.203.741 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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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Frequently asked questions

Searching for hotels with bars in Kenwood?
Kenwood features 21 hotels and other accommodation options to choose from, and likely many will have a bar where you can enjoy an evening cocktail after exploring the city. While you're here, you can check out Lake Michigan.
What is there to do in Kenwood?
Absorb the local culture in the area by visiting Wrigley Field, Soldier Field and United Center, then unwind with a refreshing drink. Other places to see include Lake Michigan. Kenwood is popular for its top-notch restaurants.
How can I get to Kenwood and around the area?
You might want to make the most of these transportation choices in and around Kenwood: Fly into Chicago Midway Airport (MDW), which is located 7.6 mi (12.2 km) away. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 19.7 mi (31.7 km) away.