Book the Best Hotels with BARS in Countryside in 2026

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Our top choices for Countryside hotels with a bar

William Tell Hotel MOD Collection by Sonesta

Countryside

susana

CA $183 total

includes taxes & fees

Aug 9 - Aug 10

Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

anilkumar

CA $207 total

includes taxes & fees

Aug 9 - Aug 10

Carleton of Oak Park

Oak Park

Barbara

CA $166 total

includes taxes & fees

Jul 26 - Jul 27

Hyatt Place Chicago Midway Airport

Bedford Park

Estalin

CA $289 total

includes taxes & fees

Aug 3 - Aug 4

DoubleTree by Hilton Lisle Naperville

Naperville

Rebecca Alicia

CA $134 total

includes taxes & fees

Aug 3 - Aug 4

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Julie

CA $427 total

includes taxes & fees

Aug 17 - Aug 18

Freehand Chicago

Downtown Chicago

Clifton

CA $256 total

includes taxes & fees

Aug 10 - Aug 11

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Jordan Leigh

CA $334 total

includes taxes & fees

Aug 16 - Aug 17

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Top Countryside Hotel Reviews

Omni Chicago Hotel

10/10 Excellent

"Staff was great! Room was clean and spacious"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"This was a great place to stay for a quick weekend trip. This was convenient to get to off the interstate and was so convenient to walk to all the shops along magnificent mile. Raymond was such a bright welcoming and the two valet drivers were great as well. They even let me keep my vehicle parked later than check out so we could explore some more of the city before we left town. I would stay here again. I wish we could have made it up to the rooftop bar but timing wasn’t our friend. Rooms were slightly outdated and I’ve stayed at places with softer sheets but I’m easy to please!"

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 United Center and Soldier Field.

What are the best hotels with bars in Countryside?

Here are some favorite hotels with bars in and around Countryside: Hyatt Regency O'Hare Chicago: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. The Chicago Hotel Collection Ambassador Gold Coast: Hotel with restaurant. Enjoy the bar, free WiFi, and 24-hour fitness center. Omni Chicago Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Hilton Chicago O'Hare Airport: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast.

What is there to do in Countryside?

Absorb the local culture by visiting United Center, Soldier Field, and Wrigley Field, then unwind with a refreshing drink. Other places to see in the area include Michigan Avenue and Navy Pier. 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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Change your mind

Treat yourself

Be picky

Check availability on Countryside Hotels with Bar

Our top choices for Countryside hotels with a bar

William Tell Hotel MOD Collection by Sonesta