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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, (2,591 reviews)
The price is AED 877
AED 1,169 total
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,473 reviews)
The price is AED 1,006
AED 1,328 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,460 reviews)
The price is AED 823
AED 1,108 total
includes taxes & fees
26 Jul - 27 Jul
Swissotel - Chicago
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is AED 1,839
AED 2,296 total
includes taxes & fees
7 Aug - 8 Aug
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,917 reviews)
The price is AED 779
AED 1,034 total
includes taxes & fees
11 Aug - 12 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (494 reviews)
The price is AED 585
AED 655 total
includes taxes & fees
12 Jul - 13 Jul
Wind Creek Southland Casino and Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,259 reviews)
The price is AED 1,120
AED 1,463 total
includes taxes & fees
9 Aug - 10 Aug
Fairmont Chicago at Millennium Park
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,709 reviews)
The price is AED 988
AED 1,306 total
includes taxes & fees
19 Jul - 20 Jul
Sheraton Grand Chicago Riverwalk
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, (1,995 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in downtown Chicago.
The price is AED 902
AED 1,186 total
includes taxes & fees
9 Aug - 10 Aug
Radisson Blu Aqua Hotel Chicago
Seasonal outdoor pool, sun loungers

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,258 reviews)
  • cleanliness
    Luxurious retreat in downtown Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
The price is AED 1,304
AED 1,672 total
includes taxes & fees
26 Jul - 27 Jul
Viceroy 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

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"We had a nice time! Clean room and luv the rooftop pool. Only down fall breakfast prices."
Candi 1-night trip
Posted less than an hour ago
Holiday Inn & Suites Chicago - Downtown by IHG

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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 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.