Does Winnetka have any 4-star all-inclusive resorts?

Use our convenient filters to search for all-inclusive Winnetka escapes where your accommodations, food, daily activities and most other things are included in the one upfront fee. Can't see anything available? You can also kick back and relax in upscale surroundings at other excellent 4-star stays in the city. DoubleTree by Hilton Chicago - North Shore Conference Center and Renaissance Chicago North Shore Hotel are two popular options.

The Best 4 Star Hotels in Winnetka, IL from AED 525

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Our top choices for Winnetka 4-star hotels

55-inch TV with cable channels, video-game console, pay movies

Hilton Chicago O'Hare Airport

O'Hare

Hannah

AED 1,095 total

includes taxes & fees

4 Jul - 5 Jul

Hyatt Regency O'Hare Chicago

Rosemont

Jason

AED 533 total

includes taxes & fees

28 Jun - 29 Jun

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Zhiwen

AED 538 total

includes taxes & fees

1 Jul - 2 Jul

Palmer House a Hilton Hotel

Downtown Chicago

Charles Otto

AED 1,087 total

includes taxes & fees

2 Jul - 3 Jul

Omni Chicago Hotel

Downtown Chicago

Bruce

AED 790 total

includes taxes & fees

5 Jul - 6 Jul

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Sabrina

AED 1,072 total

includes taxes & fees

6 Jul - 7 Jul

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Alondra

AED 738 total

includes taxes & fees

3 Jul - 4 Jul

Hyatt Regency Chicago

Downtown Chicago

Marianne

AED 983 total

includes taxes & fees

1 Jul - 2 Jul

Warwick Allerton - Chicago

Downtown Chicago

Peter Anthony

AED 611 total

includes taxes & fees

7 Jul - 8 Jul

River Hotel

Downtown Chicago

Jody

AED 690 total

includes taxes & fees

5 Jul - 6 Jul

The Royal Sonesta Chicago Downtown

Downtown Chicago

Feng

AED 921 total

includes taxes & fees

2 Jul - 3 Jul

Hotel Riu Plaza Chicago

Downtown Chicago

Kyle

AED 886 total

includes taxes & fees

5 Jul - 6 Jul

Renaissance Chicago North Shore Hotel

Northbrook

Michael

AED 525 total

includes taxes & fees

19 Jul - 20 Jul

Fairmont Chicago at Millennium Park

Downtown Chicago

Michele

AED 1,201 total

includes taxes & fees

6 Jul - 7 Jul

Pendry Chicago

Downtown Chicago

lumumba T.

AED 1,439 total

includes taxes & fees

30 Jun - 1 Jul

Arlo Chicago

Downtown Chicago

Justin

AED 827 total

includes taxes & fees

2 Jul - 3 Jul

Hotel Felix River North/Magnificent Mile

Downtown Chicago

catherine

AED 639 total

includes taxes & fees

8 Jul - 9 Jul

Sofitel Chicago Magnificent Mile

Downtown Chicago

Karolina

AED 1,245 total

includes taxes & fees

2 Jul - 3 Jul

Hilton Chicago

Downtown Chicago

Jose saul

AED 964 total

includes taxes & fees

2 Jul - 3 Jul

55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

Downtown Chicago

Joel

AED 953 total

includes taxes & fees

1 Jul - 2 Jul

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winnetka.

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

AED 1,722

AED 2,047 total

12 Jul - 13 Jul

includes taxes & fees

9.6/10 Exceptional! (1,904 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

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

A suburban street with a stone house, a tree, and a clear sky.

Top Winnetka Hotel Reviews

Hotel Felix River North/Magnificent Mile

8/10 Good

"Would have liked coffeemaker in the room and some glasses or cups for water. The bathroom was nice, but for the price, we felt the room was cramped and the window small. Location was convenient."

Hotel Riu Plaza Chicago

10/10 Excellent

"The hotel room cleanliness is of a very high standard. The complementary breakfast is extraordinary with a different majority of food and with a good procedure to take care of guests. The rooftop bar was sophisticated and attracts high class clientele. The room space is big enough to feel comfortable. There is individual Wi-Fi for each room that allows you to connect your phone to the TV. And the location downtown was excellent."

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"Very clean rooms. Housekeeping doesn't clean rooms daily. Every few days, so I had to ask for clean towels. No big deal. Breakfast was awesome! Kiss the cook! Staff was friendly and hotel in the heart of it all. Great bagels next door. Will definitely stay there again."

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Somehow I lucked out and arrived on a very slow weekend, which is nice but can also be very bad in terms of service. This wasn't the case at all. Service was top notch and readily available. My room was clean, comfortable and had a little balcony looking out on the airport. Despite this, my room was adequately quiet. As for the ambiance of the hotel, it was welcoming and uniquely elegant. Based on my experience, I would recommend a stay here."

Freehand Chicago

10/10 Excellent

"Loved this place. I was traveling for work and needed a hotel that was centrally located, safe, and within walking distance of restaurants, attractions, and the areas where I’d be working. Freehand checked all the boxes. The rooms were clean, the hotel was well maintained, and it had a character that’s hard to find in chain hotels. I especially loved the eclectic vibe, Art Deco details, and the way they’ve preserved many of the building’s original features; from the beautiful woodwork and fixtures to the old mail chute. This is definitely a place for travelers who enjoy experiences that are a little off the beaten path. It’s unique, stylish, and full of personality while still being comfortable and practical. A great spot to explore Chicago during the day and rest your head comfortably at night."

Frequently asked questions

What are the best 4-star hotels in Winnetka?

If you're looking for high-quality comfort and plenty of amenities on your Winnetka retreat, consider Renaissance Chicago North Shore Hotel. This leading 4-star hotel comes with limousine services and proposal/romance packages. DoubleTree by Hilton Chicago - North Shore Conference Center also gets rave reviews from Expedia travelers. A pillowtop mattress and a swimming pool are among its conveniences.

How much does it cost to stay in a 4-star hotel in Winnetka?

Expedia can help you easily find the ideal 4-star hotel for your trip to Winnetka. Use our filter tool to tailor your search by things like price, conveniences and star rating and get access to terrific deals in a few clicks.

Search for the lowest price from AED 2,047

What's the difference between 5-star and 4-star hotels in Winnetka?

Treat yourself to luxury during your Winnetka vacation by staying at a 4-star hotel. As well as featuring upscale accommodations, these properties are typically packed with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. Concierge assistance, elegant décor and gourmet dining are just the start of the exclusive conveniences and services you'll likely have access to.

Find 4 Star Hotels in Winnetka, IL from AED 525

Change your mind

Treat yourself

Be picky

Check availability on Winnetka 4 Star Hotels

Our top choices for Winnetka 4-star hotels

Hilton Chicago O'Hare Airport

Hyatt Regency O'Hare Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Palmer House a Hilton Hotel

Omni Chicago Hotel

InterContinental Chicago Magnificent Mile by IHG

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Hyatt Regency Chicago

Warwick Allerton - Chicago

River Hotel

The Royal Sonesta Chicago Downtown

Hotel Riu Plaza Chicago

Renaissance Chicago North Shore Hotel

Fairmont Chicago at Millennium Park

Pendry Chicago

Arlo Chicago

Hotel Felix River North/Magnificent Mile

Sofitel Chicago Magnificent Mile

Hilton Chicago

L7 Chicago by LOTTE

Explore similar 5-star hotels

Trump International Hotel & Tower Chicago

Learn more about Winnetka

Top Winnetka Hotel Reviews

Hotel Felix River North/Magnificent Mile

Frequently asked questions

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