Find 5 Star Hotels in Winnetka, IL from $108

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Nov 30 - Dec 1
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Dec 12 - Dec 14

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

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Amazing hotel"
United States
David
$420 nightly
The price is $493
Dec 14 - Dec 15
Total with taxes and fees
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1007)
"Spa ,pool are awesome "
United States
jared
$457 nightly
The price is $536
Dec 21 - Dec 22
Total with taxes and fees
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, (1017)
"Great rooms, location and top flight service"
United States
Andrew
$506 nightly
The price is $594
Dec 8 - Dec 9
Total with taxes and fees
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1786)
"Excellent place to stay in Chicago. "
United States
Tom
$394 nightly
The price is $462
Dec 7 - Dec 8
Total with taxes and fees
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1007)
"Simply love this hotel"
United States
laura
$396 nightly
The price is $465
Dec 14 - Dec 15
Total with taxes and fees
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1002)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
$450 nightly
The price is $528
Dec 8 - Dec 9
Total with taxes and fees
Park Hyatt 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, (752)
"Great location, amenities and staff. "
United States
Nicholas
$250 nightly
The price is $294
Dec 21 - Dec 22
Total with taxes and fees
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1005)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
$386 nightly
The price is $453
Dec 30 - Dec 31
Total with taxes and fees
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, (83)
"Nice place "
United States
John
$446 nightly
The price is $524
Dec 14 - Dec 15
Total with taxes and fees
The St. Regis Chicago
Interior
Art Villa

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
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
$92 nightly
The price is $108 total per night from Dec 7 to Dec 8
$108 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (5,334 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.

Top Winnetka Hotel Reviews

Find out more about Winnetka

There's nothing wrong with enjoying the finer things in life. Indulge your every whim on your impending break. There's no reason to delay a getaway to Winnetka any longer. You'll join the multitudes of vacationers who have made Winnetka so fashionable in the last few seasons. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Winnetka and indulge in the finer things in life for a while.

Get a Great Deal on 5-Star Hotels in Winnetka

You'll have a wonderful time at one of these 5-star hotels. Excellent service, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. What creature comforts do you want in your lodging? A concierge to help you suggest the next attraction to visit? A rejuvenating facial treatment to help your cares fall away? Comfortable beds, piping hot coffees, and even spectacular views...these hotels will astonish you. Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winnetka are the perfect place to relax after a busy day.

Your Getaway Starts Today

The results are in, and Winnetka 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Select one of our Winnetka 5-star hotels today and relax in luxe surroundings tomorrow.

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 $108

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.

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