Luxury Hotels & Resorts in Countryside from NZ$195

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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, (2,503 reviews)
The price is NZ$443
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,836 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is NZ$308
includes taxes & fees
25 May - 26 May
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, (2,165 reviews)
The price is NZ$512
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,462 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
The price is NZ$423
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,335 reviews)
The price is NZ$399
includes taxes & fees
25 May - 26 May
Swissotel - Chicago
Couples treatment room(s), 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, (384 reviews)
The price is NZ$290
includes taxes & fees
26 May - 27 May
Wind Creek Southland Casino and Hotel
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,481 reviews)
The price is NZ$350
includes taxes & fees
10 June - 11 June
The Chicago Hotel Collection Ambassador Gold Coast
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,126 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$637
includes taxes & fees
26 May - 27 May
Pendry Chicago
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,169 reviews)
The price is NZ$354
includes taxes & fees
25 May - 26 May
Sentral Michigan Avenue
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 reviews)
The price is NZ$515
includes taxes & fees
26 May - 27 May
Sheraton Grand Chicago Riverwalk
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

6/10 Okay
"Small room, good for short term stay"
Maegan 2-night trip
Posted 2 hours ago
Freehand Chicago

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 Navy Pier, Wrigley Field and United Center. If you have some spare time during your trip, you might want to check out Soldier Field and Michigan Avenue.