A vast wheat field under a cloudy sky.

Luxury Hotels & Resorts in Countryside from NZ$192

  • 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
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 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$239
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$292
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$283
includes taxes & fees
11 Oct - 12 Oct
The Westin Chicago Lombard

4. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
  • Indulgent urban oasis near Rosemont Theatre offers luxury comforts with Frette Italian sheets, rainfall showers, and designer amenities.
NZ$466
includes taxes & fees
11 Sept - 12 Sept
Loews Chicago O'Hare Hotel

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$623
includes taxes & fees
27 Sept - 28 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

6. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
Downtown Chicago
NZ$497
includes taxes & fees
11 Sept - 12 Sept
Hyatt Centric The Loop Chicago

7. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
NZ$670
includes taxes & fees
11 Sept - 12 Sept
Sheraton Grand Chicago Riverwalk

8. 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$953
includes taxes & fees
13 Sept - 14 Sept
Nobu Hotel Chicago

9. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
NZ$661
includes taxes & fees
26 Sept - 27 Sept
Hyatt Regency Chicago

10. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
NZ$333
includes taxes & fees
27 Sept - 28 Sept
Embassy Suites by Hilton Chicago O'Hare Rosemont
View all properties

Top Countryside Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Everyone was so nice and attentive. It was very clean. Rooms are small but we didn’t mind. Overall, we liked it as a couple and we would stay there again."
Veronica 3-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Room was very clean but for the price you’d think more would be included without having to pay another $80"
Isabelle 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Room was clean, staff friendly and helpful, air conditioned room and great location."
Tung Hsuan 2-night trip
Posted 1 hour ago
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"nice"
Daryn 1-night trip
Posted 1 hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Great service and staff!"
Matti 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"It really is worth the extra cost to stay at this hotel if you have a very early flight or get in on a late flight and need a place to stay. It is literally across the street from the airport. There is a way to walk to the terminal undercover if it’s raining but if the weather is clear, you can walk 2 mins and be from hotel lobby to terminal. And leaving your car here while traveling is a bit pricey but you can at least cut that cost in half if you buy it through an airport parking app and it could not be more easy and you get valet service as a bonus."
Julie 1-night trip
Posted 1 hour ago
Hilton Chicago O'Hare Airport
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Stayed here for my husband’s birthday. It had been years since we’d been to Chicago and decided we wanted to spend the day at Navy Pier. Booked this hotel for its location. Rooms are small due to it being in an old building but they are nice and clean. We don’t spend much time in the hotel beyond sleeping so that doesn’t bother us. Plenty of restaurants around and a quick walk to Lake Michigan. Staff were friendly and helpful. A+ service. Didn’t use any amenities so I can’t comment on those. Ten to 15 minute walk to/from the L. Would definitely stay again."
Diana 2-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"NA"
JIMMIE 4-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
River Hotel

River Hotel

10/10 Excellent
"The person who attended us at the counter when we checked in was super nice, professional and provided very helpful advice about the hotel and surrounding areas. Our room was overlooking the river. Awesome views. The location could not be better. At the center of everything."
Viviana 1-night trip
Posted 3 hours ago
River 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.

Explore a world of travel with Expedia