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Check availability on Winnetka 5 Star Hotels

Our top choices for Winnetka 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful hotel"
United States
Sean
The price is 10.258.150 ₫
12.042.043 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is 11.183.981 ₫
13.128.876 ₫ total
includes taxes & fees
15 Mar - 16 Mar
The Langham, Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is 13.634.250 ₫
16.005.248 ₫ total
includes taxes & fees
1 Mar - 2 Mar
The Peninsula Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,848 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is 8.277.938 ₫
9.717.455 ₫ total
includes taxes & fees
22 Feb - 23 Feb
Trump International Hotel & Tower Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is 10.541.223 ₫
12.374.341 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is 10.926.877 ₫
12.827.062 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Park Hyatt Chicago
Designer toiletries, hair dryer, bathrobes, towels

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (788 reviews)
"Everything was great about the property. Staff was super accomodating."
United States
Paulo
The price is 8.277.937 ₫
9.717.471 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location, service, and gym "
United States
Maxim
The price is 10.284.120 ₫
12.072.529 ₫ total
includes taxes & fees
1 Mar - 2 Mar
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (96 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is 11.582.620 ₫
13.596.838 ₫ total
includes taxes & fees
2 Mar - 3 Mar
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
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 2.448.971 ₫ per night from 22 Feb to 23 Feb
2.448.971 ₫
2.874.848 ₫ total
22 Feb - 23 Feb
includes taxes & fees
8.4/10 Very Good! (5,659 reviews)
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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 theatre.

See all hotels in Winnetka
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?
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 2.874.848 ₫

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.