Luxury Hotels & Resorts in Countryside from NZ$213

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Check availability on Countryside Luxury Hotels

This weekend
12 Jun - 14 Jun
Next weekend
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, (2,531 reviews)
The price is NZ$515
includes taxes & fees
6 July - 7 July
Sable at Navy Pier Chicago, Curio Collection by Hilton
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
The price is NZ$353
includes taxes & fees
1 July - 2 July
The Blackstone, Autograph Collection
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, (1,013 reviews)
  • cleanliness
    Luxuriate in city centre Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
The price is NZ$443
includes taxes & fees
30 June - 1 July
theWit Chicago, a Hilton Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,370 reviews)
The price is NZ$420
includes taxes & fees
5 July - 6 July
Swissotel - Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,794 reviews)
The price is NZ$384
includes taxes & fees
1 July - 2 July
Omni Chicago Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,624 reviews)
The price is NZ$328
includes taxes & fees
1 July - 2 July
Eurostars Magnificent Mile
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,125 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
The price is NZ$553
includes taxes & fees
2 July - 3 July
Pendry Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,658 reviews)
The price is NZ$470
includes taxes & fees
2 July - 3 July
Sheraton Grand Chicago Riverwalk
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,256 reviews)
The price is NZ$285
includes taxes & fees
5 July - 6 July
Silversmith Hotel Chicago Downtown
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,504 reviews)
The price is NZ$457
includes taxes & fees
2 July - 3 July
Hyatt Regency 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.
View all properties

Top Countryside Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

8/10 Good
"Checking in and out is very smooth. Building is definitely older and although it has been renovated the age shows. The cleanliness of the room was fine, not terrible but not great. Location is great; in a quieter part of the city right near the hustle and bustle. It is right near public transport options."
Andrew 2-night trip
Posted less than an hour ago
Hotel Felix River North/Magnificent Mile

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 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.