Find hotels in Winnetka, IL from ₩68,412

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Feb 26 - Feb 27
Tomorrow
Feb 27 - Feb 28
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winnetka hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,396 reviews)
"Great stay"
United States
Blake
The price is ₩193,765
₩276,540 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,195 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is ₩175,315
₩256,551 total
includes taxes & fees
Mar 24 - Mar 25
Swissotel - Chicago
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ₩122,572
₩143,887 total
includes taxes & fees
Mar 5 - Mar 6
Aloft Chicago Mag Mile
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,289 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is ₩152,303
₩178,788 total
includes taxes & fees
Mar 2 - Mar 3
The Chicago Hotel Collection Ambassador Gold Coast
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,699 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is ₩141,101
₩165,638 total
includes taxes & fees
Mar 3 - Mar 4
The Wade
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,415 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is ₩166,758
₩236,373 total
includes taxes & fees
Mar 2 - Mar 3
Hotel Riu Plaza Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,317 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is ₩215,043
₩288,070 total
includes taxes & fees
Mar 7 - Mar 8
Palmer House a Hilton Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,937 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is ₩387,731
₩455,160 total
includes taxes & fees
Mar 13 - Mar 14
Congress Plaza Hotel
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is ₩198,995
₩275,446 total
includes taxes & fees
Mar 5 - Mar 6
The Blackstone, Autograph Collection
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is ₩175,630
₩247,920 total
includes taxes & fees
Mar 4 - Mar 5
Staypineapple, An Iconic Hotel, The Loop
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (471 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is ₩95,996
₩112,689 total
includes taxes & fees
Mar 2 - Mar 3
FOUND Hotel Chicago River North
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is ₩136,369
₩160,082 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown South Loop
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,695 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is ₩197,311
₩231,623 total
includes taxes & fees
Mar 17 - Mar 18
L7 Chicago by LOTTE
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,779 reviews)
"I enjoyed my stay"
United States
Emily
The price is ₩95,179
₩136,828 total
includes taxes & fees
Mar 2 - Mar 3
Freehand Chicago
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,400 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is ₩166,292
₩195,209 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,217 reviews)
"Amazing stay "
United States
Napoleon
The Chicago Hotel Collection - Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,838 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is ₩148,017
₩173,756 total
includes taxes & fees
Mar 4 - Mar 5
Hilton Chicago/Magnificent Mile Suites
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,001 reviews)
"Super clean rooms , nice down stairs , loved the bathroom "
United States
Kaiya
The price is ₩155,353
₩182,370 total
includes taxes & fees
Feb 28 - Mar 1
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,266 reviews)
"Great stay "
United States
Kylee
The price is ₩161,434
₩189,506 total
includes taxes & fees
Mar 1 - Mar 2
Eurostars Magnificent Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,144 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Winnetka attractions

Chocolate Box

Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Elder Lane Beach

This lakefront sanctuary offers a serene escape with pristine sandy shores and Lake Michigan views. Enjoy a peaceful afternoon in the adjacent park with its well-maintained picnic areas and playground.
See properties

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

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

10/10 Excellent
"Awesome stay. I love the Witt."
Jamell 2-night trip
Posted 8 hours ago
theWit Chicago, a Hilton Hotel

More cheap stays in Winnetka

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL
The price is ₩60,559 per night from Mar 22 to Mar 23
₩60,559
₩68,412 total
Mar 22 - Mar 23
includes taxes & fees
7.8/10 Good! (1,848 reviews)

Frequently asked questions

What's the best place to stay in Winnetka?
Located 17.1 mi (27.5 km) from the heart of Winnetka, Congress Plaza Hotel is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Hotel Riu Plaza Chicago and Hilton Chicago. See all available top hotels, or vacation rentals in Winnetka.
If I need to cancel my hotel reservation in Winnetka, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.
Where can I learn more about changing or cancelling my trip to Winnetka?
For additional details about rescheduling or cancelling your trip to Winnetka, click here.
What's the best place to stay close to Elder Lane Beach?
DoubleTree by Hilton Chicago - North Shore Conference Center is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers a restaurant and an outdoor pool. It's located 3.5 mi (5.6 km) from Elder Lane Beach. Other good options within 5 miles include Hampton Inn & Suites Chicago-North Shore/Skokie and Residence Inn by Marriott Chicago Wilmette/Skokie.
What's the best accommodation near O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
What is staying in Winnetka like?
Visitors can enjoy all that Winnetka has to offer including the shopping, forests, and sporting events. Tourists can also enjoy the city's restaurants and coffeehouses. Top sights around the area include Wrigley Field, Naval Base Great Lakes, and Michigan Avenue. There are 4642 hotels and other accommodations in the surrounding area. Find out more about Winnetka.
What should I do while I'm visiting Winnetka?
Favorite places to visit include Lake Michigan, Chocolate Box, and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Check out what more to see and do in Expedia's Winnetka guide.
What's the best way to get around Winnetka?
To see more of the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.
What's the seasonal weather like in Winnetka?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.