A vast wheat field under a cloudy sky.

Luxury Hotels & Resorts in Countryside from NZ$202

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside Luxury Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Countryside luxury hotels

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 modern hotel room with a large bed, a desk, a chair, and a TV.
A long corridor with a patterned carpet, large windows, and a bench on the left.

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$293
includes taxes & fees
1 Nov - 2 Nov
The Westin Chicago Lombard
An outdoor patio area with tables and chairs, umbrellas, and a fire pit.
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".
A modern hotel room with a large bed, a flat-screen TV, a dining table, a sofa, and a coffee table.

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$328
includes taxes & fees
29 Oct - 30 Oct
Le Méridien Chicago - Oakbrook Center
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.
An outdoor patio area with seating, a pergola, and string lights.
A large indoor swimming pool with clear glass walls, allowing views of the outdoors. There are lounge chairs and a lifebuoy near the pool.

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

DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Downers Grove
NZ$233
includes taxes & fees
15 Nov - 16 Nov
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
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 bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

4. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
NZ$293
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A modern rooftop lounge with white seating, a glass ceiling, and city views.
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.
A rooftop bar with a city skyline view, wooden flooring, and bar stools.

5. 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$337
includes taxes & fees
12 Nov - 13 Nov
The Godfrey Hotel Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.
A modern room with a view of a river and high-rise buildings.

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$517
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
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.

7. 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$508
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 rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
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 bar area with high stools, a bar counter, and shelves of liquor bottles.

8. 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$300
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
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.

9. 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$377
includes taxes & fees
15 Nov - 16 Nov
Hotel 505 River North
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.

10. 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$294
includes taxes & fees
8 Nov - 9 Nov
Ivy Boutique Hotel
View all properties

Top Countryside Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"Good property but a very small bathroom and no ho water."
Gabe 1-night trip
Posted less than an hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Nice hotel, there’s only maid service every three days. It was a nuisance to have garbage. I had to call to get more towels. But it was marathon weekend and everyone was friendly. A few things in the room were annoying. But overall, a nice place to stay. I also wished they had a sundries store"
Ellen 2-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Quaint lil spot that we came back to after our South Bend visit. Great value and location. Comfy beds and quiet. Also amazing food finds with in walking distance."
Andrea 1-night trip
Posted 5 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great hotel. Clean , centralized in the city , from hotel you can walk everywhere with great restaurants in the area. Very friendly staff"
Tanya 3-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Godfrey is a beautiful hotel in a great location. I had the deluxe King room that was very spacious and it had an amazing view. Staff was friendly and attentive. I will definitely be staying here when I am back in Chicago."
Makenzie 1-night trip
Posted 2 days ago
The Godfrey Hotel Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 2 days ago
Freehand 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.

Explore a world of travel with Expedia