A vast wheat field under a cloudy sky.

Luxury Hotels & Resorts in Countryside from NZ$152

  • 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
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Countryside luxury hotels

1. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
NZ$245
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Chicago SW - Burr Ridge by IHG

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
NZ$290
includes taxes & fees
13 Sept - 14 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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$298
includes taxes & fees
20 Sept - 21 Sept
The Westin Chicago Lombard

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$463
includes taxes & fees
8 Sept - 9 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

5. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
NZ$654
includes taxes & fees
8 Sept - 9 Sept
The Hoxton, Chicago

6. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
NZ$515
includes taxes & fees
8 Sept - 9 Sept
Swissotel - Chicago

7. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
  • Indulgent Chicago escape featuring upscale dining, indoor pool, and a tranquil steam room in the heart of downtown's vibrant atmosphere.
NZ$937
includes taxes & fees
13 Sept - 14 Sept
Nobu Hotel Chicago

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$291
includes taxes & fees
8 Sept - 9 Sept
The Wade

9. LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
NZ$284
includes taxes & fees
8 Sept - 9 Sept
LIVN - West Loop Chicago

10. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NZ$344
includes taxes & fees
5 Oct - 6 Oct
The Chicago Hotel Collection Ambassador Gold Coast
View all properties

Top Countryside Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"We liked everything"
Dwayne 4-night trip
Posted 1 hour ago
Hilton Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great location, clean room, quiet. Great water pressure! Comfortable beds and pillows!"
Wanda M 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The hotel was well located and beautiful."
Patricia 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

10/10 Excellent
"Loved the refilling water stations they had on each floor. The front desk staff was super quick to assist you from the moment you stepped in the building."
Dami 2-night trip
Posted 2 hours ago
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"Front desk staff was nice. Had trouble with the parking garage and the did everything they could to help. Cleaning staff were really nice and did amazing jobs. Rooms are kinda tight and sink faucet was hard to wash hands, water goes everywhere. Hallway was a little noisy. You can hear elevator dings and some movement."
Donna 3-night trip
Posted 2 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Classy place and so convenient!"
Mildred INEZ 3-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Perfectly sufficient for the age of the property."
Benjamin 1-night trip
Posted 3 hours ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Excellent airport location. Very convenient access to all terminals, including the farthest T5. The staff was very friendly and knowledgeable. Restaurant couls use less AC - it was very cold my likeness."
Alexandre 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Buena hubicacion, hotel limpio y habitaciones cómodas."
Jonairy 2-night trip
Posted 3 hours ago
Club Quarters Hotel, Central Loop, 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