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Our top choices for Winnetka 5-star hotels

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The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Phenomenal stay"
United Kingdom
Bright
The price is 11.848.950 ₫
13.909.482 ₫ total
includes taxes & fees
26 Apr - 27 Apr
The Langham, Chicago
Front of property – evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,014 reviews)
"Excellent location. "
United States
Chrysostomos
The price is 13.823.775 ₫
16.227.728 ₫ total
includes taxes & fees
19 Apr - 20 Apr
The Peninsula Chicago
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, (1,003 reviews)
"Great location, beautiful hotel and friendly staff"
Canada
Kevin
The price is 10.795.710 ₫
12.673.084 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Four Seasons Hotel 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, (1,853 reviews)
"Great hotel"
United States
Mark
The price is 9.775.384 ₫
11.475.313 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Trump International Hotel & Tower 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)
"Very nice pleasant place to stay all the mint teas that you want in the hotel in the round great staff"
United States
Leslie
The price is 11.526.395 ₫
13.530.835 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Park Hyatt 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)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is 11.933.209 ₫
14.008.394 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (820 reviews)
"Great location, lovely hotel "
United States
Kristin
The price is 8.930.159 ₫
10.483.113 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
"Excellent service, room was very clean. The food at the on site restaurant was great as well."
United States
Nakita
The price is 10.427.076 ₫
12.240.344 ₫ total
includes taxes & fees
19 Apr - 20 Apr
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, (106 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 15.666.945 ₫
18.391.677 ₫ total
includes taxes & fees
24 Apr - 25 Apr
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 4.093.944 ₫ per night from 26 Apr to 27 Apr
4.093.944 ₫
4.805.934 ₫ total
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,848 reviews)
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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 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 4.729.575 ₫

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.