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Luxury Hotels & Resorts in Countryside from NZ$191

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Check availability on Countryside Luxury Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Countryside luxury hotels

A multi-story hotel with a prominent "WESTIN" sign on the top.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A long corridor with a patterned carpet, large windows, and a bench on the left.

1. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Luxury pillow-top beds, refined dining, and pool relaxation define this 4-star Chicago hotel near premier shopping.
NZ$277
includes taxes & fees
25 Oct - 26 Oct
The Westin Chicago Lombard
An outdoor patio area with tables and chairs, umbrellas, and a fire pit.
A modern lobby with contemporary furniture, a large abstract mural, and a glass coffee table.
A modern hotel room with a large bed, a flat-screen TV, a dining table, a sofa, and a coffee table.
A restaurant with yellow chairs, wooden tables, and a bar area in the background.

2. Le Méridien Chicago - Oakbrook Center

Le Méridien Chicago - Oakbrook Center
Oak Brook
  • Luxurious escape with spa indulgence and dining excellence awaits at this Oak Brook hotel connected to upscale shopping.
NZ$330
includes taxes & fees
29 Oct - 30 Oct
Le Méridien Chicago - Oakbrook Center
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
NZ$407
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A person sitting by a window with a cityscape view.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • Elegant city centre sanctuary boasts historic charm, luxury spa treatments, and a stunning indoor pool.
NZ$512
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

5. The Wade

The Wade
Downtown Chicago
  • Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
NZ$269
includes taxes & fees
12 Nov - 13 Nov
The Wade
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern room with a view of a river and high-rise buildings.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

6. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
  • Unwind in city centre Chicago's LondonHouse with rejuvenating spa treatments and riverfront luxury.
NZ$548
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton
A modern rooftop lounge with white seating, a glass ceiling, and city views.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.
A rooftop bar with a city skyline view, wooden flooring, and bar stools.
A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.

7. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
  • City centre Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travellers.
NZ$360
includes taxes & fees
12 Nov - 13 Nov
The Godfrey Hotel Chicago
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.
A rooftop bar with seating areas, large windows, and a city view.
A spacious lobby with a large window, a central floral arrangement, and modern seating.

8. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
  • Luxuriate in city centre Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
NZ$540
includes taxes & fees
30 Oct - 31 Oct
theWit Chicago, a Hilton Hotel
An outdoor seating area with modern furniture and potted plants.
A corridor with a brick wall, hanging wicker light fixture, and potted plants.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

9. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
  • Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in city centre Chicago.
NZ$519
includes taxes & fees
13 Nov - 14 Nov
Radisson Blu Aqua Hotel Chicago
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

10. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
  • City centre Chicago luxury with pillowtop beds, designer bathrooms, and sophisticated ambiance just steps from Millennium Park.
NZ$281
includes taxes & fees
11 Nov - 12 Nov
Ivy Boutique Hotel
View all properties

Top Countryside Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Wonderful hotel, bed are lower to the ground but really comfortable! Staff is great and the location is amazing."
Jessica 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Staff was nice, friendly, and helpful. Hotel was clean, and centrally located to many different attractions. There were different modes of public transportation and restaurants nearby. Would recommend this place."
Xing 4-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
River Hotel

River Hotel

8/10 Good
"Great location with excellent staff!"
David 2-night trip
Posted 3 hours ago
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great value and location, comfortable bed with nice bathroom and useful exercise room."
Andrew 2-night trip
Posted 4 hours ago
Congress Plaza Hotel
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 18 hours ago
The Godfrey Hotel Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Always a lovely stay"
Susan 2-night trip
Posted 21 hours ago
Hyatt Regency Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Room was clean and as described in photos"
Joanna 3-night trip
Posted 22 hours ago
Sports Illustrated Resorts 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 Soldier Field, Navy Pier and Wrigley Field. If you have some spare time during your trip, you might want to check out United Center and Michigan Avenue.

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