Find 5 Star Hotels in Countryside, IL from $111

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside 5 Star Hotels

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Countryside 5-star hotels

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1002)
"Excellent customer service and we loved the room and accommodations."
United States
Sean
$420 nightly
The price is $493
Jan 11 - Jan 12, 2026
Total with taxes and fees
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Amazing stay. Definitely our favorite hotel in Chicago! The staff was so kind and our room was absolutely spotless. 20/10 as our daughter would say!"
United States
Amela
$413 nightly
The price is $485
Jan 18 - Jan 19, 2026
Total with taxes and fees
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1008)
"Our stay "
United States
Tashauannea
$475 nightly
The price is $558
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1809)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
$319 nightly
The price is $374
Jan 4 - Jan 5, 2026
Total with taxes and fees
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1003)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
$356 nightly
The price is $418
Jan 4 - Jan 5, 2026
Total with taxes and fees
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
$364 nightly
The price is $427
Jan 27 - Jan 28, 2026
Total with taxes and fees
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (764)
"Staff was amazing, room was spotless and the whole vibe of the hotel is relaxing. Celebrated our anniversary and it was intimate and perfect. "
United States
Filjelaine
$287 nightly
The price is $337
Jan 18 - Jan 19, 2026
Total with taxes and fees
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
"Festive, staff, food and bar all a perfect 10!"
United States
Angela
$371 nightly
The price is $435
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (86)
"Nice place "
United States
John
$473 nightly
The price is $555
Jan 12 - Jan 13, 2026
Total with taxes and fees
The St. Regis Chicago
Interior
Art Villa

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Countryside.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
$94 nightly
The price is $111 total per night from Jan 4 to Jan 5
$111 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (5,456 reviews)
Still don't see what you're looking for?
See all properties in Countryside.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

See all hotels in Countryside
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.

Explore a world of travel with Expedia