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Luxury Hotels & Resorts in Countryside from NZ$193

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Check availability on Countryside Luxury Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Countryside luxury hotels

A multi-story hotel with a prominent "WESTIN" sign on the top.
A modern hotel room with a large bed, a desk, a chair, and a TV.
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.

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$259
includes taxes & fees
18 Oct - 19 Oct
The Westin Chicago Lombard
An outdoor patio area with tables and chairs, umbrellas, and a fire pit.
A restaurant with yellow chairs, wooden tables, and a bar area in the background.
A modern lobby with contemporary furniture, a large abstract mural, and a glass coffee table.
A modern building with a glass facade and a sign reading "Le MERIDIEN".

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$348
includes taxes & fees
29 Oct - 30 Oct
Le Méridien Chicago - Oakbrook Center
A dining table set for six with a cityscape view through large windows.
A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.
The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.
A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

3. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
NZ$468
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

4. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
NZ$422
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
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.

5. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
NZ$389
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 bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

6. 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$511
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 modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
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.

7. 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$301
includes taxes & fees
1 Nov - 2 Nov
The Wade
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A rooftop bar with seating areas, large windows, and a city view.
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.
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$520
includes taxes & fees
30 Oct - 31 Oct
theWit Chicago, a Hilton Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.
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.

9. 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$555
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton
A restaurant with tables and chairs arranged under a large open space with a view of the sea.
Sports facility
A spacious hall with high ceilings, large wooden pillars, and a view of the sea through expansive windows.
Exterior

10. Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
  • Historic Chicago landmark with designer rooms and rooftop terrace invites guests into elegant luxury steps from Millennium Park.
NZ$629
includes taxes & fees
31 Oct - 1 Nov
Chicago Athletic Association, a Hyatt Hotel
View all properties

Top Countryside Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"H"
Ernesto 2-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Jasmine at the front desk was amazing. Jasmine considered our concerns and was able to accommodate all of our needs. The Congress is dated and some areas need help. We love the location to Soldier Field. We would stay in the North Tower again!"
Daniel 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Excellent I love the place!!!!"
Jose A 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really enjoyed my stay"
hermon 2-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"clean room/staff/location"
Rosario 3-night trip
Posted 1 hour ago
Eurostars Magnificent Mile
River Hotel

River Hotel

10/10 Excellent
"We loved it"
Victor 3-night trip
Posted 1 hour ago
River Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room was clean, guest services and front desk staff were always friendly and helpful. I would definitely stay here again!"
Sherell 2-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Midland hotel was clean and tidy, and the staff were accommodating, friendly, and helpful throughout our stay. We had a pleasant experience and would definitely return in the future!"
Shiyabel 1-night trip
Posted 4 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"Nice room and great location…need a restaurant and real bar-bar is sort of open…would like to see it after they really rebrand everything"
Matthew 1-night trip
Posted 19 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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