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Luxury Hotels & Resorts in Countryside from NZ$212

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Our top choices for Countryside luxury hotels

Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
The price is NZ$600
includes taxes & fees
7 July - 8 July
Kasa Lake Shore Chicago

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, (2,574 reviews)
The price is NZ$591
includes taxes & fees
19 July - 20 July
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,446 reviews)
The price is NZ$420
includes taxes & fees
7 July - 8 July
Swissotel - Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,893 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is NZ$352
includes taxes & fees
7 July - 8 July
The Wade

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,857 reviews)
The price is NZ$410
includes taxes & fees
9 July - 10 July
Omni Chicago Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,447 reviews)
The price is NZ$602
includes taxes & fees
7 July - 8 July
Hyatt Regency Chicago

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,203 reviews)
The price is NZ$364
includes taxes & fees
7 July - 8 July
Sentral Michigan Avenue

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,978 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in city centre Chicago.
The price is NZ$531
includes taxes & fees
7 July - 8 July
Radisson Blu Aqua Hotel Chicago

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, (482 reviews)
The price is NZ$267
includes taxes & fees
8 July - 9 July
Wind Creek Southland Casino and Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,243 reviews)
The price is NZ$614
includes taxes & fees
7 July - 8 July
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.

Top Countryside Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Countryside?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare International 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 temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.
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.