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Winnetka 5 Stars Hotels

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Our top choices for Winnetka 5-star hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,903 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is NT$14,805
NT$17,602 total
includes taxes & fees
Jul 5 - Jul 6
Trump International Hotel & Tower Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is NT$16,740
NT$19,902 total
includes taxes & fees
Jun 28 - Jun 29
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
"Very good hotel"
United States
Sanjay
The price is NT$17,782
NT$21,141 total
includes taxes & fees
Jul 5 - Jul 6
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Great stay!"
United States
Dennis
The price is NT$18,951
NT$22,531 total
includes taxes & fees
Jun 28 - Jun 29
The Peninsula Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is NT$16,187
NT$19,245 total
includes taxes & fees
Jul 5 - Jul 6
Waldorf Astoria Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is NT$14,095
NT$16,757 total
includes taxes & fees
Jun 28 - Jun 29
The Ritz-Carlton, Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
United States
Claire
The price is NT$16,061
NT$19,095 total
includes taxes & fees
Jun 30 - Jul 1
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (873 reviews)
"Beautiful room and property"
United States
Girlynda
The price is NT$12,177
NT$14,478 total
includes taxes & fees
Jun 28 - Jun 29
Nobu Hotel Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (122 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is NT$20,341
NT$24,183 total
includes taxes & fees
Jul 5 - Jul 6
The St. Regis Chicago

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
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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.

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$4,579

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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