Compare and book 5 Star hotels in Winnetka, Chicago

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Check availability on Winnetka 5 Star Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Winnetka 5 Star Hotels

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Always love our stay at The Peninsula! "
The price is 16.362.500 ₫
19.207.940 ₫ total
includes taxes & fees
6 Jul - 7 Jul
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is 14.121.492 ₫
16.577.220 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is 14.006.300 ₫
16.441.996 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1631)
"Great hotel with great staff."
The price is 12.271.875 ₫
14.405.807 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"The room service and overall staff at this property is excellent "
The price is 13.908.125 ₫
16.326.748 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (684)
"Always a great stay! Staff are amazing and attentive! Will be back. Also great neighborhood for walking and amazing food options. "
The price is 12.439.427 ₫
14.602.642 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Nobu Hotel Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Superb customer service, clean hotel!"
The price is 14.006.300 ₫
16.442.349 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Park Hyatt Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (69)
"Excellent service! Always a great time! "
The price is 15.917.440 ₫
18.685.482 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The St. Regis Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Best hotel in Chicago "
The price is 12.671.120 ₫
14.874.627 ₫ total
includes taxes & fees
3 Aug - 4 Aug
The Ritz-Carlton, Chicago
Art Villa
Design Townhome, 3 Bedrooms, Kitchen, City View | Living area | 55-inch Smart TV with digital channels, fireplace, Netflix

Art Villa

5.0 star property
The price is 9.424.800 ₫
18.132.372 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Art Villa
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Explore similar 4-star hotels

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is 4.921.840 ₫ per night from 7 Jul to 8 Jul
4.921.840 ₫
5.777.749 ₫ total
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (4,357 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winnetka?
You can find many different pricing options for 5-star hotels in Winnetka on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare available properties for your desired dates and use our pricing and other filters to lock in the ideal upscale stay.

  • Search for the lowest price per night from 4.424.420 ₫

What makes a hotel 5 stars in Winnetka?
Outstanding guest service is integral to every 5-star hotel in Winnetka. From the minute you arrive, staff attend to your every need, whether recommending activities and tours or providing in-room massage treatments. Plus, hotels have to feature superior amenities to obtain a 5-star rating. These can include deluxe baths, on-site spa facilities, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winnetka?
Use Expedia's filters to find an upscale getaway in Winnetka where everything you need is included in the price. From there, narrow down your results for resorts that have 5 stars and are categorised as "All inclusive." The most important thing on the to-do list at these stays? Pure enjoyment and indulgence.