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Luxury Hotels & Resorts in Countryside from NZ$183

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Check availability on Countryside Luxury Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Countryside luxury hotels

An indoor swimming pool with lounge chairs and a stone wall.
A modern hotel entrance with a sign reading "Crowne Plaza."
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.

1. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
NZ$237
includes taxes & fees
26 Oct - 27 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 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.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
NZ$301
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A banquet hall with round tables, chairs, and chandeliers.
A hotel room with a large bed, a desk, a chair, a lamp, and a view of trees through the window.
A gym with treadmills, elliptical machines, and weight stations.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.

3. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
Oak Brook
  • Serene lakeside sanctuary offers spa, 2 restaurants, and wellness amenities for elevated Chicago retreat.
NZ$329
includes taxes & fees
29 Oct - 30 Oct
Hyatt Lodge Oak Brook Chicago
A multi-story hotel with a prominent "WESTIN" sign on the top.
A long corridor with a patterned carpet, large windows, and a bench on the left.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A spacious lobby with a central seating area, large wooden columns, and potted plants.

4. 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$257
includes taxes & fees
11 Oct - 12 Oct
The Westin Chicago Lombard
A spacious lobby with a central seating area, large windows, and a reception desk.
A modern lobby with a reception desk, seating area, and a bar.
A restaurant with a long wooden table, chairs, and a bar area with shelves of bottles.
An outdoor patio area with seating, a pergola, and string lights.

5. DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove

DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Downers Grove
NZ$240
includes taxes & fees
11 Oct - 12 Oct
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
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.
An outdoor patio area with seating, tables, and string lights.
A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.

6. DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport
Bedford Park
NZ$437
includes taxes & fees
30 Oct - 31 Oct
DoubleTree by Hilton Chicago Midway Airport
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
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 modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

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$313
includes taxes & fees
25 Oct - 26 Oct
The Wade
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 bar area with stools, a counter with bottles, and a wall with a leafy design.
A balcony with a glass railing, a table, and four chairs.

8. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
NZ$415
includes taxes & fees
26 Oct - 27 Oct
Sentral Michigan Avenue
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NZ$376
includes taxes & fees
25 Oct - 26 Oct
The Chicago Hotel Collection Ambassador Gold Coast
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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$632
includes taxes & fees
29 Oct - 30 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
View all properties

Top Countryside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Muy bueno todo . Excelente ubicación"
Julio 4-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

8/10 Good
"The rooms were clean and beds were comfortable. The staff were very helpful and friendly"
Richard 2-night trip
Posted less than an hour ago
River Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"Nice bed in our king room. Location was perfect for us for all we had planned and coming in the CTA from midway . Disappointed no bar just the one next door at the restaurant that wasn’t open late at all . We flew in very early in morning hoped to get into a room early even if we had to pay extra but the check in person was no help at all in regards to check in early or any of our questions . Our family came in the next morning same time and this time a different check in person actually offered them to check in early ! We had nowhere to go so we walked a lot of the city waiting to check in . I think we walked 13 miles . Our room ,once we got it ,was nice tho we didn’t get the city view just the view across to a building and parking . Location was definitely the highlight of this hotel ."
sandra 2-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great"
justin 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"Clean room"
Gordon 1-night trip
Posted 1 hour ago
Central Loop Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Very good stay the hotel was clean and the bed was comfortable, close to all the good spots as well. I’d stay here again in the future"
Gordon 2-night trip
Posted 4 hours ago
Hilton Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Traveling cross country and stayed at several hotel. This one was on point, from entering the hotel, smelling clean, the staff checking in was great, and the room was clean. I had an awesome stay."
Jose 2-night trip
Posted 5 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Everything great and everyone e great"
Holly 4-night trip
Posted 6 hours ago
The Wade

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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