Find 5 Star Hotels in Winnetka, IL from AED 555

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    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.

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Staff and service are extraordinarily!! "
The price is AED 1,917
AED 2,251 total
includes taxes & fees
15 Jun - 16 Jun
The Langham, Chicago

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1601)
"Great property with friendly and helpful staff"
The price is AED 1,694
AED 1,989 total
includes taxes & fees
8 Jun - 9 Jun
Trump International Hotel & Tower Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Beautiful property, fantastic stay! "
The price is AED 2,204
AED 2,587 total
includes taxes & fees
15 Jun - 16 Jun
The Peninsula Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"We enjoyed everything about this property and the spa was great also"
The price is AED 1,837
AED 2,156 total
includes taxes & fees
29 Jun - 30 Jun
Waldorf Astoria Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel and service! Excellent for kids ! "
The price is AED 1,855
AED 2,177 total
includes taxes & fees
8 Jun - 9 Jun
Four Seasons Hotel Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (676)
"We had an excellent experience staying at the Nobu and was treated like royalty!"
The price is AED 1,633
AED 1,917 total
includes taxes & fees
13 Jun - 14 Jun
Nobu Hotel Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"Great hotel! "
The price is AED 1,708
AED 2,005 total
includes taxes & fees
1 Jul - 2 Jul
Park Hyatt Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Best hotel in Chicago "
The price is AED 1,748
AED 2,052 total
includes taxes & fees
30 Jun - 1 Jul
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (66)
"Great stay for a beautiful amazing view of the lake, river and Navy Pier "
The price is AED 2,068
AED 2,428 total
includes taxes & fees
1 Jul - 2 Jul
The St. Regis Chicago
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

Explore Winnetka: its forests, sports, food, and more!

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winnetka?
You can find a variety of pricing options for a 5-star hotel in Winnetka on Expedia. How much you’ll pay will depend on your travel dates, trip length and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from AED 555

What makes a hotel 5 stars in Winnetka?
Exceptional guest service is integral to every 5-star hotel in Winnetka. From the second you arrive, staff attend to your every need, whether answering room service calls 24/7 or providing a nightly turn-down service. On top of that, hotels must offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury bath products, spas or saunas, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winnetka?
Expedia’s filter tool is the quickest way to find exactly what you’re looking for. Check the “All inclusive” and “5-star” boxes to see the most luxurious properties in Winnetka where your meals, lodging, activities and entertainment are included in the price. At these getaways, your trip is absolute indulgence from the moment you enter the lobby.