Farmfield rows & clouds

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Check availability on Countryside Luxury Hotels

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

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, (2,543 reviews)
The price is AED 697
AED 955 total
includes taxes & fees
1 Jul - 2 Jul
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, (3,434 reviews)
The price is AED 717
AED 983 total
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,405 reviews)
The price is AED 526
AED 755 total
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,675 reviews)
The price is AED 804
AED 1,087 total
includes taxes & fees
2 Jul - 3 Jul
Sheraton Grand Chicago Riverwalk
2 bars/lounges, rooftop bar

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Luxuriate in downtown Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
The price is AED 702
AED 942 total
includes taxes & fees
1 Jul - 2 Jul
theWit Chicago, a Hilton Hotel
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,817 reviews)
The price is AED 479
AED 692 total
includes taxes & fees
8 Jul - 9 Jul
Omni Chicago Hotel
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,125 reviews)
  • cleanliness
    Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
The price is AED 1,084
AED 1,439 total
includes taxes & fees
2 Jul - 3 Jul
Pendry Chicago
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,866 reviews)
  • cleanliness
    Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is AED 590
AED 702 total
includes taxes & fees
28 Jun - 29 Jun
The Wade
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,206 reviews)
The price is AED 905
AED 1,207 total
includes taxes & fees
6 Jul - 7 Jul
Fairmont Chicago at Millennium Park
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, (1,954 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
5 Jul - 6 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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The staff is fabulous"
Arnold 6-night trip
Posted 8 hours ago
Hilton 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.