A vast wheat field under a cloudy sky.

Find Luxury Hotels in Countryside, IL

  • 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 Countryside Luxury Hotels

Our top choices for Countryside luxury hotels

Terrace/patio

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, (2,600 reviews)
The price is AED 864
AED 1,154 total
includes taxes & fees
17 Aug - 18 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,005 reviews)
The price is AED 479
AED 592 total
includes taxes & fees
2 Aug - 3 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,499 reviews)
The price is AED 791
AED 1,069 total
includes taxes & fees
9 Aug - 10 Aug
Swissotel - Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,781 reviews)
The price is AED 712
AED 847 total
includes taxes & fees
3 Aug - 4 Aug
The Chicago Hotel Collection Ambassador Gold Coast
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,465 reviews)
The price is AED 970
AED 1,284 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,931 reviews)
  • cleanliness
    Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is AED 1,098
AED 1,306 total
includes taxes & fees
9 Aug - 10 Aug
The Wade
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,720 reviews)
The price is AED 988
AED 1,306 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk
Serves breakfast, lunch, and dinner

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Spa indulgence awaits in downtown Chicago where luxurious treatments and premium dining create memorable moments.
The price is AED 1,172
AED 1,524 total
includes taxes & fees
6 Aug - 7 Aug
JW Marriott Chicago
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,324 reviews)
  • cleanliness
    Downtown Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travelers.
The price is AED 640
AED 843 total
includes taxes & fees
9 Aug - 10 Aug
The Godfrey Hotel Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,264 reviews)
The price is AED 1,172
AED 1,524 total
includes taxes & fees
9 Aug - 10 Aug
Fairmont Chicago at Millennium Park
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 Countryside Hotel Reviews

The Wade

The Wade

10/10 Excellent
"The staff was so helpful. I owe a special thanks to Arthur. He gave us great local suggestions to try out. It was much appreciated. The hotel was beautiful and walkable to the Navy Pier."
Jenna Ruiz 3-night trip
Posted less than an hour ago
The Wade

Explore a world of travel with Expedia

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