Find hotels in Winnetka, IL from 1.252.896 ₫

  • 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
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 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, (2,396 reviews)
"Great stay"
United States
Blake
The price is 3.480.119 ₫
4.976.945 ₫ total
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, (2,327 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is 2.547.033 ₫
2.989.963 ₫ total
includes taxes & fees
4 Mar - 5 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Presidential Suite, 1 King Bed | Bathroom | Separate bathtub and shower, designer toiletries, hair dryer, bathrobes

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,337 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is 4.637.020 ₫
6.209.491 ₫ total
includes taxes & fees
27 Feb - 28 Feb
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, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is 2.497.439 ₫
2.931.743 ₫ total
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, (3,195 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is 3.185.003 ₫
4.660.846 ₫ total
includes taxes & fees
24 Mar - 25 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, (3,416 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is 3.247.620 ₫
4.550.301 ₫ total
includes taxes & fees
1 Mar - 2 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, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is 3.186.985 ₫
4.505.730 ₫ total
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop
Suite, 1 Bedroom, Corner | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher

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, (2,247 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is 2.555.230 ₫
2.999.586 ₫ total
includes taxes & fees
4 Mar - 5 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, (1,195 reviews)
"I love the room + the view"
United States
Kemari
The price is 3.080.036 ₫
3.615.654 ₫ total
includes taxes & fees
6 Mar - 7 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, (1,699 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is 2.584.098 ₫
3.033.472 ₫ total
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, (3,838 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is 2.710.771 ₫
3.182.173 ₫ total
includes taxes & fees
4 Mar - 5 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, (2,837 reviews)
"Great stay "
United States
Rudy
The price is 2.589.318 ₫
3.805.693 ₫ total
includes taxes & fees
4 Mar - 5 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, (1,000 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is 2.405.299 ₫
3.283.235 ₫ total
includes taxes & fees
19 Mar - 20 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, (1,118 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is 2.894.190 ₫
3.397.489 ₫ total
includes taxes & fees
3 Mar - 4 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, (1,289 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is 2.789.260 ₫
3.274.313 ₫ total
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, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is 2.244.772 ₫
2.635.138 ₫ total
includes taxes & fees
5 Mar - 6 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, (1,493 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
The price is 4.045.288 ₫
4.748.764 ₫ total
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, (2,779 reviews)
"I enjoyed my stay"
United States
Emily
The price is 1.743.092 ₫
2.505.834 ₫ total
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, (3,695 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is 3.573.103 ₫
4.194.466 ₫ total
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, (2,400 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is 3.011.388 ₫
3.535.068 ₫ total
includes taxes & fees
27 Feb - 28 Feb
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

River Hotel

River Hotel

10/10 Excellent
"Amazing place!"
emanuela 1-night trip
Posted 7 hours ago
River 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 1.109.074 ₫ per night from 22 Mar to 23 Mar
1.109.074 ₫
1.252.896 ₫ total
22 Mar - 23 Mar
includes taxes & fees
7.8/10 Good! (1,848 reviews)

Hotels in Winnetka with star rating

Frequently asked questions

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.