Winnetka 5 Stars Hotels

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Our top choices for Winnetka 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Excellent customer service and we loved the room and accommodations."
United States
Sean
The price is NT$13,288
NT$15,599 total
includes taxes & fees
Feb 1 - Feb 2
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Love the langham!"
United States
Clayton
The price is NT$12,662
NT$14,864 total
includes taxes & fees
Feb 8 - Feb 9
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,007 reviews)
"Loved the location!"
United States
Mark
The price is NT$15,027
NT$17,640 total
includes taxes & fees
Feb 5 - Feb 6
The Peninsula Chicago
Terrace/patio
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,813 reviews)
"The location was more than perfect!! "
United States
CHRISTOPHER
The price is NT$9,413
NT$11,050 total
includes taxes & fees
Jan 18 - Jan 19
Trump International Hotel & Tower Chicago
Front of property
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is NT$12,023
NT$14,114 total
includes taxes & fees
Feb 8 - Feb 9
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, alfresco dining
Park Hyatt Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back"
United States
Christopher
The price is NT$12,504
NT$14,678 total
includes taxes & fees
Jan 22 - Jan 23
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (777 reviews)
"Room was great and spacious. Service was great. The pool and sauna were nice also. "
United States
Maria
The price is NT$9,816
NT$11,523 total
includes taxes & fees
Feb 1 - Feb 2
Nobu Hotel Chicago
Cafe
The Ritz-Carlton, Chicago

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"
United States
Curtis
The price is NT$12,214
NT$14,338 total
includes taxes & fees
Jan 31 - Feb 1
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (90 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 NT$14,109
NT$16,563 total
includes taxes & fees
Feb 5 - Feb 6
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio
Art Villa

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 NT$2,958 per night from Jan 20 to Jan 21
NT$2,958
NT$3,472 total
Jan 20 - Jan 21
includes taxes & fees
8.4/10 Very Good! (5,545 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$3,472

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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