A vast wheat field under a cloudy sky.

Luxury Hotels & Resorts in Countryside from NZ$223

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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, (2,592 reviews)
The price is NZ$532
includes taxes & fees
17 Aug - 18 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Golf

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,000 reviews)
The price is NZ$276
includes taxes & fees
16 Aug - 17 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,496 reviews)
The price is NZ$515
includes taxes & fees
9 Aug - 10 Aug
Swissotel - Chicago
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, (1,774 reviews)
The price is NZ$374
includes taxes & fees
19 July - 20 July
The Chicago Hotel Collection Ambassador Gold Coast
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,457 reviews)
The price is NZ$598
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,927 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is NZ$608
includes taxes & fees
9 Aug - 10 Aug
The Wade
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,718 reviews)
The price is NZ$608
includes taxes & fees
16 Aug - 17 Aug
Sheraton Grand Chicago Riverwalk
Serves breakfast, lunch and dinner

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
The price is NZ$710
includes taxes & fees
6 Aug - 7 Aug
JW Marriott Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,322 reviews)
  • cleanliness
    City centre Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travellers.
The price is NZ$377
includes taxes & fees
16 Aug - 17 Aug
The Godfrey Hotel 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, (2,258 reviews)
The price is NZ$711
includes taxes & fees
9 Aug - 10 Aug
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.
View all properties

Top Countryside Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Todo bueno"
Joan 2-night trip
Posted less than an hour ago
Hyatt Regency 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 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.