The Best Luxury Hotels in Countryside, IL from NT$3,896 in 2026

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Our top choices for Countryside luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

NT$9,530 total

includes taxes & fees

Jul 2 - Jul 3

Omni Chicago Hotel

Downtown Chicago

NT$5,867 total

includes taxes & fees

Jul 1 - Jul 2

Swissotel - Chicago

Downtown Chicago

NT$7,733 total

includes taxes & fees

Jul 1 - Jul 2

theWit Chicago, a Hilton Hotel

Downtown Chicago

Luxuriate in downtown Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.

NT$8,117 total

includes taxes & fees

Jun 30 - Jul 1

Pendry Chicago

Downtown Chicago

Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.

NT$10,137 total

includes taxes & fees

Jun 30 - Jul 1

Hyatt Regency Chicago

Downtown Chicago

NT$9,221 total

includes taxes & fees

Jul 9 - Jul 10

Fairmont Chicago at Millennium Park

Downtown Chicago

NT$9,214 total

includes taxes & fees

Jul 7 - Jul 8

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

NT$5,878 total

includes taxes & fees

Jun 29 - Jun 30

View all properties

Top Countryside Hotel Reviews

Congress Plaza Hotel

8/10 Good

"The room had been updated, but the halls and some other areas have definitely seen better days. The room was comfortable and the bed was great. You could easily hear the street noise from inside the room with the windows closed. The lobby is still beautifully maintained. Great location with public transportation and great restaurants nearby."

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"When we arrived our room was dirty. There were used wine glasses, hair beads and rubber bands, and used water bottles. We called and the staff rectified immediately by moving us rooms. Valet was great and so was Micheal Jordan’s Steakhouse. Our bathroom shower had black mold and the vanity was broken and appeared to be glued back together, otherwise nice stay."

The Chicago Hotel Collection Ambassador Gold Coast

4/10 Poor

"This review reflects both the hotel and Expedia’s handling of the booking. The good: The location is excellent and very accessible. The common areas, including the lobby and bar, are pleasant and well maintained. The bad: The hotel is showing its age. The AC struggled to keep the room comfortable (both temperature and sound wise), and the carpet and floors felt dirty. Housekeeping did not refill basic toiletries before our stay. The restaurant was disappointing, especially considering the many better dining options nearby. The ugly: Expedia failed to clearly disclose a mandatory “recreation fee” charged by the hotel. In our case, it added $142 to the cost of the stay. After seeing similar complaints in guest reviews, I called Expedia before arrival to clarify. The representative told me that the amount I paid through Expedia should be the only amount due and that I should contact Expedia immediately if the hotel attempted to charge additional mandatory fees. Upon arrival, the hotel presented the extra charge exactly as described by other reviewers. I called Expedia again and, after a lengthy conversation, was told someone would call me back within five minutes and that I would receive a follow-up email. Neither ever happened. Whether the responsibility lies with the hotel or Expedia, the result was the same: unexpected charges, conflicting information, and no follow-through from customer support. Based on this experience, I will not be using Expedia again."

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Countryside?

Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Countryside has to offer. During your visit, you might want to enjoy the restaurants which Countryside is known for.

When can I expect good weather in Countryside?

Planning for the weather is an important factor for making your trip to Countryside a success, especially when you're splurging. 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.

What's there to see and do in Countryside?

Enjoy Countryside and visit Soldier Field, Michigan Avenue, and Navy Pier. If you have some spare time during your trip, you might want to check out Wrigley Field and United Center.

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Book Luxury Hotels in Countryside on Expedia.com

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Change your mind

Treat yourself

Be picky

Check availability on Countryside Luxury Hotels

Our top choices for Countryside luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Swissotel - Chicago

theWit Chicago, a Hilton Hotel

Pendry Chicago

Hyatt Regency Chicago

Fairmont Chicago at Millennium Park

The Chicago Hotel Collection Ambassador Gold Coast

Sheraton Grand Chicago Riverwalk

Eurostars Magnificent Mile

Top Countryside Hotel Reviews

Congress Plaza Hotel

Freehand Chicago

The Chicago Hotel Collection - Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

Warwick Allerton - Chicago

Eurostars Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

Frequently asked questions

Explore a world of travel with Expedia

Find Luxury Hotels in Countryside, IL

Change your mind

Treat yourself

Be picky

Check availability on Countryside Luxury Hotels

Our top choices for Countryside luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Swissotel - Chicago

theWit Chicago, a Hilton Hotel

Pendry Chicago

Hyatt Regency Chicago

Fairmont Chicago at Millennium Park

The Chicago Hotel Collection Ambassador Gold Coast

Sheraton Grand Chicago Riverwalk

Eurostars Magnificent Mile

Top Countryside Hotel Reviews

Congress Plaza Hotel

Frequently asked questions

Explore a world of travel with Expedia