Winnetka 5 Stars Hotels

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 Winnetka 5 Star Hotels

Next weekend
In two weeks

Compare Winnetka 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, (1001)
"Amazing hotel"
United States
David
The price is NT$13,198
NT$15,493 total
includes taxes & fees
Dec 14 - Dec 15
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1005)
"Spa ,pool are awesome "
United States
jared
The price is NT$14,352
NT$16,848 total
includes taxes & fees
Dec 21 - Dec 22
The Langham, Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1007)
"Great rooms, location and top flight service"
United States
Andrew
The price is NT$15,893
NT$18,656 total
includes taxes & fees
Dec 8 - Dec 9
The Peninsula Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1777)
"Excellent place to stay in Chicago. "
United States
Tom
The price is NT$11,548
NT$13,556 total
includes taxes & fees
Dec 7 - Dec 8
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"Simply love this hotel"
United States
laura
The price is NT$12,755
NT$14,973 total
includes taxes & fees
Dec 14 - Dec 15
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"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 NT$14,140
NT$16,600 total
includes taxes & fees
Dec 8 - Dec 9
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (749)
"Great location, amenities and staff. "
United States
Nicholas
The price is NT$8,469
NT$9,941 total
includes taxes & fees
Nov 25 - Nov 26
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
"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 NT$12,132
NT$14,242 total
includes taxes & fees
Dec 22 - Dec 23
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (79)
"Nice place "
United States
John
The price is NT$14,015
NT$16,452 total
includes taxes & fees
Dec 14 - Dec 15
The St. Regis Chicago

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
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 Winnetka.
Still don't see what you're looking for?
See all properties in Winnetka.
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 Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theater.

Stinson Memorial Library Anna Illinois Listed on the National Register  Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winnetka?
There are various pricing options for a 5-star hotel in Winnetka on Expedia. How much you'll pay will depend on when you travel, length of your trip and other factors. Compare available accommodations for your preferred dates and use our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from NT$3,216

What makes a hotel 5 stars in Winnetka?
Faultless guest service is integral to every 5-star hotel in Winnetka. From the second you arrive, staff attend to your every need, whether arranging valet parking or providing in-room massage treatments. Plus, hotels must feature top-rate conveniences to qualify for a 5-star rating. These can include deluxe baths, a wellness center, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winnetka?
Find a luxury getaway that includes your lodging, food, activities and entertainment in Winnetka with Expedia's filter tool. Search for resorts rated 5 stars and click on the "All inclusive" filter. Make sure you check what's included in the purchase price. That way, you'll be ready to maximize all the perks on offer from the moment you get there.

Explore a world of travel with Expedia