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Check availability on Countryside Luxury Hotels

Next weekend
12 Jun - 14 Jun
In two weeks
19 Jun - 21 Jun

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, (2,526 reviews)
The price is AED 817
AED 1,098 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.0 star property
East Hazel Crest
9.4 out of 10, Exceptional, (415 reviews)
The price is AED 486
AED 544 total
includes taxes & fees
8 Jun - 9 Jun
Wind Creek Southland Casino and Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,367 reviews)
The price is AED 644
AED 894 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,477 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
The price is AED 823
AED 1,087 total
includes taxes & fees
2 Jul - 3 Jul
Palmer House a Hilton Hotel
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,122 reviews)
  • cleanliness
    Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
The price is AED 863
AED 1,177 total
includes taxes & fees
30 Jun - 1 Jul
Pendry 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, (2,177 reviews)
The price is AED 1,603
AED 2,037 total
includes taxes & fees
8 Jun - 9 Jun
Fairmont Chicago at Millennium Park
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
The price is AED 541
AED 752 total
includes taxes & fees
1 Jul - 2 Jul
The Blackstone, Autograph Collection
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,654 reviews)
The price is AED 732
AED 1,001 total
includes taxes & fees
2 Jul - 3 Jul
Sheraton Grand Chicago Riverwalk
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,791 reviews)
The price is AED 585
AED 818 total
includes taxes & fees
1 Jul - 2 Jul
Omni Chicago Hotel
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,955 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in downtown Chicago.
The price is AED 773
AED 1,032 total
includes taxes & fees
1 Jul - 2 Jul
Radisson Blu Aqua Hotel 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.
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Top Countryside Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Staff very easy to talk with and happy to help Useful amenities, location was even better than anticipated."
John 2-night trip
Posted 1 hour ago
Freehand Chicago

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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.