Winnetka 5 Stars Hotels

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Check availability on Winnetka 5 Star Hotels

Tonight
Apr 26 - Apr 27
Tomorrow
Apr 27 - Apr 28
Next weekend
May 1 - May 3
In two weeks
May 8 - May 10

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, (1,000 reviews)
"Beautiful and in walking distance to so many shops and cafes! We had a great stay. "
United States
Jazimine
The price is NT$18,120
NT$21,544 total
includes taxes & fees
May 3 - May 4
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Highly recommend, super nice rooms and very polite staff."
United States
Alexander
The price is NT$14,394
NT$17,114 total
includes taxes & fees
May 25 - May 26
The Langham, 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, (1,851 reviews)
"Great staff, facilities, esp the fitness & spa"
United States
Joshua
The price is NT$14,063
NT$16,720 total
includes taxes & fees
May 25 - May 26
Trump International Hotel & Tower Chicago
Front of property - evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,001 reviews)
"Beautiful hotel, I will be returning "
United States
Shawntae
The price is NT$19,696
NT$23,418 total
includes taxes & fees
May 25 - May 26
The Peninsula Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Enjoyed my stay and would definitely recommend to a friend."
United States
Geneva
The price is NT$13,235
NT$15,737 total
includes taxes & fees
May 25 - May 26
The Ritz-Carlton, Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is NT$16,150
NT$19,202 total
includes taxes & fees
May 25 - May 26
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (828 reviews)
"loved the property and restaurant"
United States
Kathryn
The price is NT$12,162
NT$14,461 total
includes taxes & fees
May 25 - May 26
Nobu Hotel Chicago
Breakfast, lunch, dinner served; American cuisine, alfresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Great property "
United States
Kerry
The price is NT$17,175
NT$20,420 total
includes taxes & fees
May 25 - May 26
Park Hyatt 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, (108 reviews)
"Great hotel, large pool - although I wish it was a bit warmer for my liking. The hot sauna though was a nice addition ( there is no hut tub in the pool area). Large gym was also great- unbelievable views of Lake Michigan and Navy Pier! "
United States
Beata
The price is NT$20,011
NT$23,792 total
includes taxes & fees
May 25 - May 26
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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL
The price is NT$2,735 per night from Apr 28 to Apr 29
NT$2,735
NT$4,173 total
Apr 28 - Apr 29
includes taxes & fees
8.2/10 Very Good! (2,646 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 theater.

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.

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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$4,108

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.

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