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Check availability on Hillside Hotels with a Bar

Top Hillside Hotels with a Bar

Lobby sitting area
Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside

3.0 star property
Hillside
7.6 out of 10, Good, (1004)
"Great Hotel"
Canada
Noor
The price is ₹8,236
₹9,223 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Chicago Hillside
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2627)
"The room was spotless and the staff where great!"
United States
Maria
The price is ₹5,556
₹8,107 total
includes taxes & fees
7 Jan - 8 Jan 2026
Freehand Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2939)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ₹8,910
₹12,995 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Riu Plaza Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2113)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2999)
"Very beautiful place to stay"
United States
FaithBrenda
The price is ₹10,257
₹14,682 total
includes taxes & fees
1 Jan - 2 Jan 2026
Swissotel - Chicago
Snack bar
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1455)
"Clean, modern, friendly/helpful staff, the perfect spot for staying for a show at The Chicago Theatre. Parking was close and easy too. "
United States
Megan
The price is ₹8,125
₹9,537 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cambria Hotel Chicago Loop - Theatre District
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ₹6,119
₹9,825 total
includes taxes & fees
4 Jan - 5 Jan 2026
Warwick Allerton - Chicago
Pool
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, (1741)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
The price is ₹6,407
₹7,522 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2120)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,224
₹13,078 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1915)
"Awesome staff and great location "
United States
Luis C
The price is ₹7,884
₹11,369 total
includes taxes & fees
29 Dec - 30 Dec
The Godfrey Hotel Chicago
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 Hillside Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Yes"
Albin 2-night trip
Posted 2 days ago
Hilton Chicago

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Frequently asked questions

Searching for hotels with bars in Hillside?
Let Expedia help you find the perfect hotel in Hillside or in the larger area that has a bar where you can enjoy a late-night cocktail. While you're in the area, you can check out Wrigley Field and Michigan Avenue.
What are the best hotels with bars in Hillside?
Below are some of top hotels with bars in and around Hillside: Palmer House a Hilton Hotel: Hotel with restaurant. Enjoy the bar, full-service spa and breakfast. Embassy Suites by Hilton Chicago Downtown River North: Hotel with restaurant. Enjoy the bar, free breakfast and WiFi. Hilton Chicago/Magnificent Mile Suites: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi and breakfast. Congress Plaza Hotel: Hotel with restaurant. Enjoy the bar, free WiFi and breakfast. CitizenM Chicago Downtown: Hotel with restaurant. Enjoy the bar, free WiFi and 24-hour fitness centre.
What is there to do in Hillside?
Absorb the local culture in the area by visiting Wrigley Field, United Center and Soldier Field, then unwind with a refreshing drink. Other places to see include Fresh Meadow Golf Club. Hillside is popular for its top-notch restaurants.
When is the best time to visit Hillside?
Visiting local bars in Hillside is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.
How can I get to Hillside and around the area?
You might want to make the most of these transportation choices in and around Hillside: Fly into Chicago O'Hare International Airport (ORD), which is located 6.9 mi (11 km) away. You can also search for flights into Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.