Find 5 Star Hotels in Winnetka, IL from SAR 399

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Compare Winnetka 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1467)
"Great hotel"
The price is SAR 1,197
SAR 1,405 total
includes taxes & fees
2 Jan - 3 January 2025
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Needs an update "
The price is SAR 1,296
SAR 1,521 total
includes taxes & fees
12 Jan - 13 January 2025
Four Seasons Hotel Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Very nice hotel."
The price is SAR 1,314
SAR 1,543 total
includes taxes & fees
7 Jan - 8 January 2025
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"The staff is wonderful at the Waldorf. "
The price is SAR 1,605
SAR 1,884 total
includes taxes & fees
19 Jan - 20 January 2025
Waldorf Astoria Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very Nice property. Helpful friendly staff. "
The price is SAR 1,356
SAR 1,592 total
includes taxes & fees
23 Jan - 24 January 2025
Park Hyatt Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is SAR 1,783
SAR 2,094 total
includes taxes & fees
5 Jan - 6 January 2025
The Peninsula Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (598)
"I absolutely loved my stay at this hotel. The Japanese minimalism shown in their rooms and lobby was absolutely stunning. The rooms were so clean and it was in a safe area. The staff were so friendly and accommodating. Would stay here again. The only down side was the sauna was out of order but other than that it was beautiful. Highly recommend! "
The price is SAR 1,333
SAR 1,565 total
includes taxes & fees
12 Jan - 13 January 2025
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful lobby and rooms! Beds are so soft can’t wait to come back again soon."
The price is SAR 1,197
SAR 1,405 total
includes taxes & fees
23 Jan - 24 January 2025
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (50)
"I loved it "
The price is SAR 1,776
SAR 2,085 total
includes taxes & fees
16 Jan - 17 January 2025
The St. Regis Chicago
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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 SAR 399 per night from Jan 12 to Jan 13
SAR 399
SAR 468 total
includes taxes & fees
12 Jan - 13 January 2025
8.2/10 Very Good! (3,373 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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winnetka?
You can find a variety of pricing options for a 5-star hotel in Winnetka on Expedia. How much you’ll pay will depend on your travel dates, trip length and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from SAR 399

What makes a hotel 5 stars in Winnetka?
Exceptional guest service is integral to every 5-star hotel in Winnetka. From the second you arrive, staff attend to your every need, whether answering room service calls 24/7 or providing a nightly turn-down service. On top of that, hotels must offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury bath products, spas or saunas, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winnetka?
Expedia’s filter tool is the quickest way to find exactly what you’re looking for. Check the “All inclusive” and “5-star” boxes to see the most luxurious properties in Winnetka where your meals, lodging, activities and entertainment are included in the price. At these getaways, your trip is absolute indulgence from the moment you enter the lobby.
Are there any 5-star vacation rentals in Winnetka?
Although you won’t find any 5-star vacation rentals in Winnetka on our site, we have a range of stays that promise a memorable getaway. Find one that matches your style by searching our vacation rentals in Winnetka.