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Luxury Hotels & Resorts in Countryside from NZ$211

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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, (2,549 reviews)
The price is NZ$496
includes taxes & fees
30 June - 1 July
Sable at Navy Pier Chicago, Curio Collection by Hilton
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,809 reviews)
The price is NZ$318
includes taxes & fees
1 July - 2 July
Omni Chicago Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,385 reviews)
The price is NZ$419
includes taxes & fees
1 July - 2 July
Swissotel - Chicago
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, (1,023 reviews)
  • cleanliness
    Luxuriate in city centre Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
The price is NZ$440
includes taxes & fees
30 June - 1 July
theWit Chicago, a Hilton Hotel
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,132 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$549
includes taxes & fees
30 June - 1 July
Pendry Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,513 reviews)
The price is NZ$475
includes taxes & fees
2 July - 3 July
Hyatt Regency Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,198 reviews)
The price is NZ$499
includes taxes & fees
7 July - 8 July
Fairmont Chicago at Millennium Park
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, (1,607 reviews)
The price is NZ$319
includes taxes & fees
29 June - 30 June
The Chicago Hotel Collection Ambassador Gold Coast
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,667 reviews)
The price is NZ$467
includes taxes & fees
2 July - 3 July
Sheraton Grand Chicago Riverwalk
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,647 reviews)
The price is NZ$323
includes taxes & fees
2 July - 3 July
Eurostars Magnificent Mile
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very happy with my stay. The location was ideal, as it was right next to millennium Park. And definitely within walking distance to Michigan Avenue, where all of the shops and attractions can be found. Front desk staff was friendly from check-in to check out. Would highly recommend, and look forward to staying here when I travel to Chicago again."
Maria 3-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park

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.