The Best Hotels with Bars in Countryside, IL from $99 in 2026

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Our top choices for Countryside hotels with a bar

1. William Tell Hotel MOD Collection by Sonesta

Countryside

Ronnie

$108 nightly

$121 total

Sep 10 - Sep 11

Total with taxes and fees

2. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

Roslyn

$179 nightly

$213 total

Sep 7 - Sep 8

Total with taxes and fees

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

Downtown Chicago

Ashraf

$214 nightly

$251 total

Sep 8 - Sep 9

Total with taxes and fees

4. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Diane

$159 nightly

$185 total

Sep 7 - Sep 8

Total with taxes and fees

5. Congress Plaza Hotel

Downtown Chicago

Manuel

$112 nightly

$133 total

Sep 8 - Sep 9

Total with taxes and fees

6. Carleton of Oak Park

Oak Park

Alan

$89 nightly

$99 total

Sep 13 - Sep 14

Total with taxes and fees

7. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

$134 nightly

$159 total

Sep 7 - Sep 8

Total with taxes and fees

8. The Wade

Downtown Chicago

Allison

$144 nightly

$171 total

Sep 7 - Sep 8

Total with taxes and fees

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Top Countryside Hotel Reviews

The Wade

10/10 Excellent

"Great"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Nice stay"

L7 Chicago by LOTTE

10/10 Excellent

"Very pleasant and helpful staff, great location, clean hotel.Great dinning."

Congress Plaza Hotel

8/10 Good

"I can see why this place is rated 8/10. I would agree with that overall. Some pros: it is excellent for location, as it is in a prime area of the city, close to a lot of sites and accessible by transit. We didn't drive but parking is a nightmare in Chicago. I wouldn't blame the hotel for that. The room was very spacious, huge ceilings, giant closet, comfortable bed, lots of windows, renovated, and clean. It is a very nice, art-deco style of building, well maintained with some old charm. The cons: the light woke us up every day, as there were no internal curtains, just decorative ones. This needs to be changed immediately. Also, there was no climate control. It was either on or off. You could control the fan speed but that's it. A lot of people complained that the toilet was running. Ours wasn't. The room got noisy at times but that's also not the hotel's fault, as we faced a main road. Keep that in mind while choosing a room. The staff weren't overly friendly but were professional and seemed helpful. For what we paid, it was well-worth the price, as Chicago can get very expensive. Kanye West happened to be performing there for two of the three nights we were there. I think we booked before this announcement or we would've had to pay triple. So, we can't really complain about value."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Jason who was the night shift front desk personnel was accommodating and was able to help me with all my questions and early check in. Wonderful customer support I would book this hotel again."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Had a good stay."

Hilton Chicago

10/10 Excellent

"Thank you Noel! Check-in was AMAZING. The security was a bonus. Location was perfect!"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Clean and comfortable"

Hyatt Regency Chicago

10/10 Excellent

"Staff was excellent. All questions or requests answered with ease and speed. Great location"

Frequently asked questions

Searching for hotels with bars in Countryside?

Let Expedia help you find the perfect hotel in Countryside 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 Soldier Field and Navy Pier.

What are the best hotels with bars in Countryside?

Here are some favorite hotels with bars in and around Countryside: Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. The Chicago Hotel Collection Ambassador Gold Coast: Hotel with restaurant. Enjoy the bar, free WiFi, and 24-hour fitness center. Kasa Magnificent Mile Chicago: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. River Hotel: Hotel with 4 restaurants. Enjoy the 2 bars, free WiFi, and 2 coffee shops. Hampton Inn Chicago Downtown/Magnificent Mile: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.

What is there to do in Countryside?

Absorb the local culture by visiting Soldier Field, Wrigley Field, and United Center, then unwind with a refreshing drink. Other places to see in the area include Navy Pier and Michigan Avenue. Countryside is widely-known for its top-notch restaurants.

When is the best time to visit Countryside?

Visiting local bars in Countryside is more fun in good weather. 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 temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.

How can I get to Countryside and around the area?

You might want to make the most of these transportation options in and around Countryside: Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) away from the city center. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 14.6 mi (23.5 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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Check availability on Countryside Hotels with Bars

Our top choices for Countryside hotels with a bar

1. William Tell Hotel MOD Collection by Sonesta

2. ACME Hotel Chicago, Outset Collection by Hilton

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