The Best Luxury Hotels in Countryside, IL from NT$3,473 in 2026

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

Tomorrow

Next weekend

In two weeks

Our top choices for Countryside luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

NT$10,258 total

includes taxes & fees

Aug 9 - Aug 10

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

NT$5,215 total

includes taxes & fees

Aug 2 - Aug 3

Swissotel - Chicago

Downtown Chicago

NT$9,724 total

includes taxes & fees

Aug 16 - Aug 17

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

NT$7,305 total

includes taxes & fees

Aug 18 - Aug 19

Hyatt Regency Chicago

Downtown Chicago

NT$11,301 total

includes taxes & fees

Aug 9 - Aug 10

The Wade

Downtown Chicago

Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.

NT$11,494 total

includes taxes & fees

Aug 9 - Aug 10

Sheraton Grand Chicago Riverwalk

Downtown Chicago

NT$11,493 total

includes taxes & fees

Aug 16 - Aug 17

JW Marriott Chicago

Downtown Chicago

Spa indulgence awaits in downtown Chicago where luxurious treatments and premium dining create memorable moments.

NT$13,415 total

includes taxes & fees

Aug 6 - Aug 7

View all properties

Top Countryside Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Wonderful location - we were right across from Buckingham Fountain. From the 11th floor, we had a great view of the lake. Old style elegance. The a/c - heating system is of a different era. I would not book a lake side room during the height of the summer - I don't think the system could keep up."

The Wade

8/10 Good

"Why book here? LOCATION and competitive price. Why not? If you care about hospitality. This isn't going to be the place. Some of the front desk staff were impatient and border line dismissive. No decaf, despite a sign saying it was available. Just plan to go to Starbucks about a block away for coffee of any quality. Check in evening staff, told us breakfast would be served (Marriott member) and then we weren't given the magic card. Morning staff said we didn't qualify and we got the signal NOT to bother them with unreasonable questions. Our room was next to elevator and I was glad I had my ear plugs. No coffee in rooms. Weird kinda sensual picture of red lips predominant art in room... not family friendly or sensitive to women's modern issues. Views of lake were great! Easy walking location to see Lake Shore Drive and Many other great attractions. LOVED the beach and lake. It is amazingly clear water. Just have realistic expectations that this is a place to sleep and the staff may not care or are burned out. Great service oriented humans are expensive. You're not paying for that here."

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Countryside?

Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. 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 temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.

What's there to see and do in Countryside?

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

Explore a world of travel with Expedia

Book Luxury Hotels in Countryside on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Countryside Luxury Hotels

Our top choices for Countryside luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton