Photo by Off The Beaten Track

Find Hotels with Bars in Hillside, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Hillside Hotels with Bars

Our top choices for Hillside hotels with a bar

Lobby sitting area
Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1005)
"Great Hotel"
Canada
Noor
The price is NT$3,292
NT$3,686 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Plus Chicago Hillside
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2664)
"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
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, (3067)
"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
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9707)
"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
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, (2992)
"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
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
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, (2281)
"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, (1543)
"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
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
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1911)
"Great hotel"
United States
Chris
The price is NT$2,683
NT$4,088 total
includes taxes & fees
Jan 4 - 2026/1/5
Arlo 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.
View all properties

Top Hillside 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 9 hours ago
Hilton Chicago/Magnificent Mile Suites

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 an evening cocktail. While you're in the area, consider a visit to Wrigley Field and Michigan Avenue.
What are the best hotels with bars in Hillside?
Here are a few of the top hotels with bars in and around Hillside: 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 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 better when you know what the weather holds. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches 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 Intl. Airport (ORD), which is located 6.9 mi (11 km) away from the heart of the city. 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.

Explore a world of travel with Expedia