Countryside Hotel Guide - 5 Stars Hotels in Countryside, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside 5 Star Hotels

Our top choices for Countryside 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is Rp7.003.920
Rp8.221.902 total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is Rp6.891.357
Rp8.089.764 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Excellent service throughout the hotel"
United States
Karen
The price is Rp7.921.100
Rp9.298.578 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1778)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is Rp4.610.914
Rp5.412.753 total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is Rp6.737.104
Rp7.908.685 total
includes taxes & fees
21 Dec - 22 Dec
Waldorf Astoria Chicago

Park Hyatt 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
The price is Rp7.254.060
Rp8.515.541 total
includes taxes & fees
2 Jan - 3 Jan 2026
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is Rp5.315.475
Rp6.239.836 total
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is Rp6.178.458
Rp7.252.891 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is Rp7.437.496
Rp8.730.875 total
includes taxes & fees
23 Dec - 24 Dec
The St. Regis Chicago

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

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Countryside.
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.
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

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 can vary depending on when you want to travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to score the best rate on a luxurious stay.

  • Search for the lowest price per night from Rp1.816.650

What makes a hotel 5 stars in Countryside?
Exceptional guest service characterises every 5-star hotel in Countryside. From the instant you arrive, staff ensure your every need is met, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels have to offer upscale conveniences to be eligible for a 5-star rating. These can include luxury toiletries, an on-site spa, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Countryside?
Find a luxurious stay that includes your lodging, meals, drinks and entertainment in Countryside with the help of our filter tool. Search for properties rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you're ready to take advantage of all the premium perks when you get there.