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Luxury Hotels & Resorts in Countryside from NZ$188

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Check availability on Countryside Luxury Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Countryside luxury hotels

An indoor swimming pool with lounge chairs and a stone wall.
A hotel lobby with a reception desk, seating area, and a sign reading "SIP & SAVOR COCKTAILS & EATS".
A modern living room with a large chandelier, leather sofas, and a round coffee table.
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$234
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG
A large hotel with a central courtyard, a lake, and a bridge.
A spacious, modern interior with large windows offering views of a golf course and a lake.
A room with a large window, a bed, and a sofa.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
NZ$297
includes taxes & fees
18 Oct - 19 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A multi-story hotel with a prominent "WESTIN" sign on the top.
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.
A spacious lobby with a central seating area, large wooden columns, and potted plants.

3. 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$254
includes taxes & fees
18 Oct - 19 Oct
The Westin Chicago Lombard
A modern hotel lobby with a seating area, a bar, and a kitchen.
A DoubleTree by Hilton hotel with a modern design, a covered entrance, and well-maintained landscaping.
A modern living room with a fireplace, a flat-screen TV, a pool table, and a chess table.
A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.

4. DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport
Bedford Park
NZ$478
includes taxes & fees
14 Oct - 15 Oct
DoubleTree by Hilton Chicago Midway Airport
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.
A banquet hall with round tables, chairs, and blue tablecloths.
A restaurant with a bar area, multiple dining tables, and chairs.
An outdoor dining area with brick walls, string lights, and tables set for guests.

5. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
Alsip
NZ$250
includes taxes & fees
4 Oct - 5 Oct
DoubleTree by Hilton Chicago - Alsip
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.

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$310
includes taxes & fees
27 Sept - 28 Sept
The Wade
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$665
includes taxes & fees
27 Sept - 28 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern building with the name 'SENIORAL' prominently displayed on the facade.
A modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.
A balcony with a glass railing, a table, and four chairs.
A bar area with stools, a counter with bottles, and a wall with a leafy design.

8. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
NZ$363
includes taxes & fees
27 Sept - 28 Sept
Sentral Michigan Avenue
A spacious lobby with a central coffee table, sofas, and a large mirror.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NZ$428
includes taxes & fees
27 Sept - 28 Sept
The Chicago Hotel Collection Ambassador Gold Coast
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 bed, a desk, a chair, and a view of the cityscape 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.

10. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
NZ$547
includes taxes & fees
27 Sept - 28 Sept
Swissotel - Chicago
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Top Countryside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Hotel best feature was Location!!!"
Shirley 5-night trip
Posted 5 hours ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great Stay"
Johny 1-night trip
Posted 8 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Everything was excellent"
Shaira V 4-night trip
Posted 8 hours ago
L7 Chicago by LOTTE
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great hotel in a super location. We had a room with a living area which was lovely. Wish they had coffee all day and not just until 10/11’ish We will stay there again"
Miranda 4-night trip
Posted 10 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I’ve stayed here for years. Every riot"
James 4-night trip
Posted 11 hours ago
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Excellent service! Everyone was helpful and fry! Great experience and location"
Brittany 1-night trip
Posted 13 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
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
Amanda 1-night trip
Posted 14 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great place"
James 3-night trip
Posted 16 hours 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 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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