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Luxury Hotels & Resorts in Countryside from NZ$188

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Check availability on Countryside Luxury Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Countryside luxury hotels

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 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.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
NZ$278
includes taxes & fees
22 Nov - 23 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 swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

2. 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$443
includes taxes & fees
22 Nov - 23 Nov
InterContinental Chicago Magnificent Mile by IHG
A modern building with a glass facade and a sign reading "Le MERIDIEN".
A modern lobby with contemporary furniture, a large abstract mural, and a glass coffee table.
A restaurant with yellow chairs, wooden tables, and a bar area in the background.
An outdoor patio area with tables and chairs, umbrellas, and a fire pit.

3. 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$326
includes taxes & fees
30 Oct - 31 Oct
Le Méridien Chicago - Oakbrook Center
A modern hotel lobby with a glass ceiling, white seating areas, and a view of the city.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.
A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.
A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.

4. 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$250
includes taxes & fees
24 Nov - 25 Nov
The Godfrey Hotel Chicago
A cityscape with tall buildings, a busy street, and a Water Tower Place sign.
A bar area with multiple stools and a bar counter stocked with bottles.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
A modern lobby with a curved staircase, comfortable seating, and decorative lamps.

5. The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
Downtown Chicago
  • Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
NZ$363
includes taxes & fees
22 Nov - 23 Nov
The Westin Michigan Avenue Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A hotel room with a sofa, a small table, a bed, a desk with a laptop, and a coffee machine.
A modern room with a view of a river and high-rise buildings.
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$352
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
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 hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

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$248
includes taxes & fees
23 Nov - 24 Nov
The Wade
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

8. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Luxury boutique indulgence meets Chicago vibrancy at this River North hotel with indoor pool and restaurant.
NZ$338
includes taxes & fees
24 Nov - 25 Nov
Hotel 505 River North
An elevator area with directional signs to Sky Terrace, Balcony, and Divine Lounge.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.

9. 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$262
includes taxes & fees
22 Nov - 23 Nov
Ivy Boutique Hotel
A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.
A dining table set for six with a cityscape view through large windows.
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.

10. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
NZ$406
includes taxes & fees
22 Nov - 23 Nov
Swissotel - Chicago
View all properties

Top Countryside Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"All-day quality coffee service on the first floor was an excellent idea. I had some difficulty using the streaming service on the room TV. The technician had to come to the room and helped me. The next day, it did not work as explained. I wish the system were simpler to follow."
David 4-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"The mattress was a little uncomfortable and pillows to high and small, but otherwise good."
Vivian 1-night trip
Posted 1 hour ago
Warwick Allerton - Chicago
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Absolutely amazing location. Staff very friendly + accommodating, and were great about me needing a middle of the night check-in. Room was clean, beds comfortable, would definitely stay here again."
Laneia 2-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Staff was friendly and helpful."
joseph 3-night trip
Posted 2 hours ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Cool old hotel with a nice lobby The restaurant prices were high for what you get The room was ok but old Bed and pillows were comfy No real way to adjust the temperature in the room"
Derek 1-night trip
Posted 7 hours ago
Congress Plaza 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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