Explore top 2025 5 Star Hotels in Winnetka

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Top Winnetka 5 Star hotels

The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$457 nightly
The price is $536 total per night from Dec 11 to Dec 12
$536 total
Dec 11 - Dec 12
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.6/10 Exceptional! (1,004 reviews)
Everything was great.

Reviewed on Nov 11, 2025

Opens in a new windowThe Langham, Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $462 total per night from Dec 7 to Dec 8
$462 total
Dec 7 - Dec 8
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...
9.4/10 Exceptional! (1,769 reviews)
The staff was very kind and the hotel was amazing

Reviewed on Nov 10, 2025

Opens in a new windowTrump International Hotel & Tower Chicago
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$445 nightly
The price is $522 total per night from Dec 7 to Dec 8
$522 total
Dec 7 - Dec 8
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.4/10 Exceptional! (998 reviews)
staff very professional

Reviewed on Nov 9, 2025

Opens in a new windowFour Seasons Hotel Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$469 nightly
The price is $551 total per night from Dec 8 to Dec 9
$551 total
Dec 8 - Dec 9
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...
9.6/10 Exceptional! (1,002 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious

Reviewed on Nov 7, 2025

Opens in a new windowThe Peninsula Chicago
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$431 nightly
The price is $505 total per night from Dec 15 to Dec 16
$505 total
Dec 15 - Dec 16
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...
9.2/10 Wonderful! (1,000 reviews)
Beautiful place and service

Reviewed on Oct 29, 2025

Opens in a new windowWaldorf Astoria Chicago
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$327 nightly
The price is $384 total per night from Nov 23 to Nov 24
$384 total
Nov 23 - Nov 24
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...
9.2/10 Wonderful! (747 reviews)
Nice room, professional staff, nice welcome, perfect location

Reviewed on Nov 9, 2025

Opens in a new windowNobu Hotel Chicago
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
800 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$465 nightly
The price is $546 total per night from Dec 7 to Dec 8
$546 total
Dec 7 - Dec 8
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.4/10 Exceptional! (999 reviews)
the stay was wonderful. Hospitality along with the room was great. thank you!

Reviewed on Nov 4, 2025

Opens in a new windowPark Hyatt Chicago
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $462 total per night from Dec 14 to Dec 15
$462 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9/10 Wonderful! (1,004 reviews)
It was very nice. Staff was great

Reviewed on Nov 10, 2025

Opens in a new windowThe Ritz-Carlton, Chicago
The St. Regis Chicago

The St. Regis Chicago

5 out of 5
401 East Upper Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
$446 nightly
The price is $524 total per night from Dec 14 to Dec 15
$524 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
9/10 Wonderful! (79 reviews)
Room was wonderful

Reviewed on Nov 6, 2025

Opens in a new windowThe St. Regis Chicago
Art Villa

Art Villa

5 out of 5
467 N Armour St, Chicago, IL
$533 nightly
The price is $659 total per night from Dec 14 to Dec 15
$659 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...
10/10 Exceptional! (2 reviews)

Reviewed on Aug 12, 2025

Opens in a new windowArt Villa
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Winnetka Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Winnetka to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Winnetka 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Winnetka before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Winnetka hotel reviews by fellow wanderers

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Beautiful and very clean"
A verified traveler stayed at Palmer House a Hilton Hotel
Palmer House a Hilton Hotel

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