Find Hotels with Bars in Kenwood, IL

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Check availability on Kenwood Hotels with Bars

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, (2665)
"It's an excellent place."
United States
Jose
The price is NT$1,839
NT$2,712 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9713)
"Wonderful stay!"
United States
Zach
The price is NT$2,463
NT$2,891 total
includes taxes & fees
Jan 3 - 2026/1/4
Congress Plaza Hotel
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, (2285)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,714
NT$4,256 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1545)
"Great staff and great location. "
United States
Joe
The price is NT$2,923
NT$3,432 total
includes taxes & fees
Jan 4 - 2026/1/5
The Wade
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, (2996)
"Great place to stay"
United States
Elisha
The price is NT$2,703
NT$3,173 total
includes taxes & fees
Jan 22 - 2026/1/23
Aloft Chicago Mag Mile
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, (3073)
"Excellent stay great location and great rooms"
United States
Joseph
The price is NT$3,133
NT$4,564 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Riu Plaza Chicago
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, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,958
NT$3,221 total
includes taxes & fees
Jan 25 - 2026/1/26
Warwick Allerton - Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2211)
"It was a beautiful stay "
United States
Donald
The price is NT$2,681
NT$3,147 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Chicago - Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3401)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,527
NT$6,236 total
includes taxes & fees
Jan 20 - 2026/1/21
Hyatt Regency Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1495)
"Nice stay"
United States
Michelle
The price is NT$1,952
NT$3,215 total
includes taxes & fees
Jan 18 - 2026/1/19
Claridge House Chicago, Tapestry Collection by Hilton
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 Kenwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet. "
Cindy 1-night trip
Posted 23 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Searching for hotels with bars in Kenwood?
Kenwood features 22 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, you can check out Lake Michigan.
What are the best hotels with bars in Kenwood?
Below are some of top hotels with bars in and around Kenwood: Hilton Chicago/Magnificent Mile Suites: Hotel with restaurant. Enjoy the bar, full-service spa, and breakfast. Palmer House a Hilton Hotel: Enjoy the bar, free WiFi, and breakfast. Silversmith Hotel Chicago Downtown: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Hilton Chicago: Enjoy the bar, free WiFi, and breakfast.
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 well-known 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. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 19.7 mi (31.7 km) away.

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