Find 5 Star Hotels in Countryside, IL from $111

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Compare Countryside 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
$420 nightly
The price is $493
Dec 28 - Dec 29
Total with taxes and fees
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
$413 nightly
The price is $485
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Langham, Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Excellent service throughout the hotel"
United States
Karen
$475 nightly
The price is $558
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Peninsula Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1788)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
$296 nightly
The price is $348
Jan 4 - Jan 5, 2026
Total with taxes and fees
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1003)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
$396 nightly
The price is $465
Dec 21 - Dec 22
Total with taxes and fees
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
$435 nightly
The price is $511
Jan 2 - Jan 3, 2026
Total with taxes and fees
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (756)
"Great location, amenities and staff. "
United States
Nicholas
$319 nightly
The price is $374
Jan 4 - Jan 5, 2026
Total with taxes and fees
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1004)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
$371 nightly
The price is $435
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
$446 nightly
The price is $524
Dec 22 - Dec 23
Total with taxes and fees
The St. Regis Chicago

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
Art Villa
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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.

Learn more about Countryside

This small suburban village offers peaceful parks like Countryside Park where families gather for weekend picnics and softball games. Locals recommend visiting the nearby Brookfield Zoo in Brookfield for its impressive wildlife exhibits and seasonal light displays.

Farmfield rows & clouds

Top Countryside Hotel Reviews

Find out more about Countryside

You enjoy the finer things in life, both at home and on vacation. Why not demand complete opulence on your jaunt to Countryside? There's no reason to delay a getaway to Countryside any longer. You'll join the multitudes of vacationers who have made Countryside so fashionable in the last few seasons. Additionally, the hotels in this area receive noteworthy marks for customer service, so you know you'll be well cared for during your getaway. Don't wait any longer. Reserve one of our 5-star hotels in Countryside and indulge in the finer things in life for a while.

5-Star Hotels in Countryside

Don't be afraid to request the best service from your hotel, along with pristine rooms. Exceptional service, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. Not only that, the hotels in this area receive fantastic marks for guest services, so you know you'll want for nothing during your getaway. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even spectacular views...these hotels will leave you amazed. Don't want to take our word for it? Explore the review section and see what previous visitors have said. You're sure to find exactly what you're looking for!

You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Countryside are waiting for you to relax after a busy day.

Make Your Escape

The results are in, and Countryside 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Choose one of the 5-star hotels in Countryside today and relax in complete comfort tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Countryside?
The amount you pay for a 5-star hotel in Countryside depends on things like when you plan to travel and the length of your vacation. An insider tip for landing the best deal? Use our pricing filters to compare the available options for your preferred dates.

  • Search for the lowest price per night from $111

What makes a hotel 5 stars in Countryside?
In Countryside, a hotel is required to offer a certain number of upscale conveniences to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may even offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Countryside?
Use Expedia's filters to find an upscale escape in Countryside where most of what you need is included in the price. Next, refine your results for properties that have a 5-star rating and are deemed "All inclusive." The first thing on the itinerary at these stays? Pure indulgence and relaxation.

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