Luxury Hotels & Resorts in Countryside from NZ$188

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Check availability on Countryside Luxury Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Countryside luxury hotels

Exterior
Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
3.5 star property
La Grange
8.6 out of 10, Excellent, (1254)
"Clean rooms and excellent breakfast."
United States
Edin
The price is NZ$188
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Plus Chicagoland - Countryside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Countryside Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Clean room. Separate bedroom from living room. Booked stay as my son had early appt at children’s hospital. Very accessible location. "
Rebecca 1-night trip
Posted 4 hours ago
Hilton Chicago/Magnificent Mile Suites

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 Michigan Avenue, Wrigley Field and United Center. If you have some spare time during your trip, you might want to check out Soldier Field and Navy Pier.