Winnetka Hotels

  • 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
28 Feb - 1 Mar
Tomorrow
1 Mar - 2 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

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, (2,377 reviews)
"Great stay"
United States
Blake
The price is €168
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,330 reviews)
"amazing stay"
United States
Anani
The price is €105
includes taxes & fees
8 Mar - 9 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,315 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is €218
includes taxes & fees
2 Mar - 3 Mar
Sofitel Chicago Magnificent Mile
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, (1,869 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is €108
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,198 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is €151
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,424 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is €136
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago
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, (1,014 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is €146
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop
Suite, 1 Bedroom, Corner | Private kitchen

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,251 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is €109
includes taxes & fees
8 Mar - 9 Mar
Homewood Suites by Hilton Chicago Downtown South Loop
Exterior

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,197 reviews)
"I love the room + the view"
United States
Kemari
The price is €126
includes taxes & fees
8 Mar - 9 Mar
Hyatt Place Chicago/Downtown - The Loop
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,700 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is €98
includes taxes & fees
2 Mar - 3 Mar
The Wade
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,843 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is €96
includes taxes & fees
8 Mar - 9 Mar
Hilton Chicago/Magnificent Mile Suites
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,810 reviews)
"Great stay "
United States
Rudy
The price is €143
includes taxes & fees
5 Mar - 6 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,001 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is €108
includes taxes & fees
2 Mar - 3 Mar
Le Méridien Essex Chicago
Lobby sitting area

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,119 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is €110
includes taxes & fees
5 Mar - 6 Mar
Homewood Suites by Hilton Chicago-Downtown
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, (1,290 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is €106
includes taxes & fees
1 Mar - 2 Mar
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,103 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is €86
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag Mile
Bar (on property)

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,477 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
The price is €154
includes taxes & fees
6 Mar - 7 Mar
Canopy by Hilton Chicago Central Loop
Interior

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,781 reviews)
"I enjoyed my stay"
United States
Emily
The price is €81
includes taxes & fees
2 Mar - 3 Mar
Freehand Chicago
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,701 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is €136
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,385 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is €131
includes taxes & fees
6 Mar - 7 Mar
Hyatt Centric The Loop Chicago
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 theatre.

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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Clean room, I’m always glad to stay here"
Masud 1-night trip
Posted 23 hours ago
Hotel Felix River North/Magnificent Mile

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 €41 per night from 29 Mar to 30 Mar
€41
29 Mar - 30 Mar
includes taxes & fees
7.8/10 Good! (1,849 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 traveller data. Other good choices for your trip to the area are Hotel Riu Plaza Chicago and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best holiday rentals that Winnetka has to offer?
Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Winnetka is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Winnetka.
If I need to cancel my hotel reservation in Winnetka, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.
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 coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. There are 4647 hotels and other accommodation options in the surrounding area. Find out more about Winnetka.
What should I see while I'm in Winnetka?
Favourite 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. Take a look at what more there is to see and do in Expedia's Winnetka guide.
How can I get around Winnetka?
To venture out into 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 in Winnetka?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.

Explore a world of travel with Expedia