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Luxury Hotels & Resorts in Countryside from NZ$195

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Check availability on Countryside Luxury Hotels

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Countryside luxury hotels

An indoor swimming pool with lounge chairs and a stone wall.
A modern living room with a large chandelier, leather sofas, and a round coffee table.
A hotel lobby with a reception desk, seating area, and a sign reading "SIP & SAVOR COCKTAILS & EATS".
A gym with treadmills, elliptical machines, and a view of an outdoor swimming pool.

1. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
NZ$243
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

2. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$650
includes taxes & fees
1 Oct - 2 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
A large hotel with a central courtyard, a lake, and a bridge.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A room with a large window, a bed, and a sofa.
A spacious, modern interior with large windows offering views of a golf course and a lake.

3. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
NZ$296
includes taxes & fees
20 Sept - 21 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NZ$370
includes taxes & fees
13 Oct - 14 Oct
The Chicago Hotel Collection Ambassador Gold Coast
A modern building with the name 'SENIORAL' prominently displayed on the facade.
A bar area with stools, a counter with bottles, and a wall with a leafy design.
A modern kitchen with a large island, bar stools, and a view of the city skyline.
A balcony with a glass railing, a table, and four chairs.

5. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
NZ$363
includes taxes & fees
27 Sept - 28 Sept
Sentral Michigan Avenue
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 hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

6. 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$413
includes taxes & fees
20 Sept - 21 Sept
The Wade
A dining table set for six with a cityscape view through large windows.
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.
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.

7. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
NZ$541
includes taxes & fees
20 Sept - 21 Sept
Swissotel - Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A man in a suit sitting by a window with a vase of red flowers.

8. River Hotel

River Hotel
Downtown Chicago
NZ$364
includes taxes & fees
20 Sept - 21 Sept
River Hotel
A cozy room with a sofa, a dining table, and a window with a view of buildings.
A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.
A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.
A lobby with two brown leather chairs, a marble table, and a large potted plant.

9. LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
NZ$351
includes taxes & fees
20 Sept - 21 Sept
LIVN - West Loop Chicago
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.
A spacious living room with a large window, a sofa, a black chair, and a coffee table.
A modern hotel room with a large bed, a chair, a small table, and a window with a view.
A modern kitchen with a central island, bar stools, a chandelier, and a large flat-screen TV.

10. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
NZ$412
includes taxes & fees
27 Sept - 28 Sept
Claridge House Chicago, Tapestry Collection by Hilton
View all properties

Top Countryside Hotel Reviews

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"Hotel located in a great area that you can walk to many places or access public transportation easily. For an older building, it is well kept and clean and friendly staff. Only thing is the room was a bit basic with no refrigerator & microwave but those are accessible on the 12th floor."
Ryan 8-night trip
Posted 1 hour ago
Travelodge by Wyndham Downtown Chicago
River Hotel

River Hotel

8/10 Good
"Location is great."
Isabella 2-night trip
Posted 3 hours ago
River Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great location. High ceilings made room feel spacious. Nice coffee amenities in lobby. Perfect location to the river walk."
Joseph 1-night trip
Posted 3 hours ago
L7 Chicago by LOTTE
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"I enjoyed my stay here. The hotel location was perfect for what I wanted to do while visiting Chicago. Staff went above and beyond for anything I needed. Room was clean. My only negative if I had to be picky was the room being small but I wasn’t in there much so didn’t really bother me. Will absolutely stay there when I visit again!"
Monio 4-night trip
Posted 4 hours ago
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Stayed at the Fairmont Chicago and it exceeded every expectation. The rooms are spacious and clean, the staff make us feel welcome, and the location puts you steps from Millennium Park and the lakefront. Five stars — we'll be back."
Claudia 1-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The room was very nice . Aury and bright. Staff, especially the bell hop were friendly and helpful. Only drawback was the construction on the floor above us and the price of food at the resturant. But overall a good experience."
Gregory 3-night trip
Posted 7 hours ago
Congress Plaza Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Awesome"
Marcos 2-night trip
Posted 1 day ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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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