Hotels in Winnetka

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Winnetka?

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, (1,359 reviews)
  • cleanliness
    Stay steps from Lake Michigan in this Gold Coast gem with a 24-hour fitness center.
The price is $111
$131 total
includes taxes & fees
Apr 26 - Apr 27
The Chicago Hotel Collection Ambassador Gold Coast
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (542 reviews)
  • cleanliness
    Stylish River North hotel near Merchandise Mart, walking distance to Michigan Avenue.
The price is $80
$94 total
includes taxes & fees
Apr 12 - Apr 13
FOUND Hotel Chicago River North
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, (2,452 reviews)
  • cleanliness
    Perched directly on Navy Pier with Lake Michigan views from every corner.
The price is $210
$280 total
includes taxes & fees
Apr 26 - Apr 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,156 reviews)
  • cleanliness
    Upscale escape near Michigan Avenue with rooftop terrace and full-service spa.
The price is $119
$163 total
includes taxes & fees
Apr 12 - Apr 13
The Godfrey Hotel Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,375 reviews)
  • cleanliness
    Explore Chicago's historic charm minutes from parks and State Street attractions.
The price is $159
$212 total
includes taxes & fees
May 9 - May 10
Palmer House a Hilton Hotel
Freehand Chicago
Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,860 reviews)
  • cleanliness
    Art Deco retreat in downtown Chicago with Red Line steps from your door.
The price is $72
$102 total
includes taxes & fees
Apr 14 - Apr 15
Freehand Chicago
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $169
$228 total
includes taxes & fees
Apr 12 - Apr 13
The Hoxton Chicago
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,167 reviews)
  • cleanliness
    Comfortable rooms at Chicago's Mag Mile with pool and bar, steps from top attractions.
The price is $114
$134 total
includes taxes & fees
Apr 26 - Apr 27
Aloft Chicago Mag Mile
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,281 reviews)
  • cleanliness
    Located steps from Magnificent Mile with urban views and 24-hour fitness access.
The price is $110
$129 total
includes taxes & fees
Apr 13 - Apr 14
The Chicago Hotel Collection - Magnificent Mile
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,514 reviews)
  • cleanliness
    Tranquil retreat near Lake Michigan with cafe-to-cocktail bar and spa services.
The price is $89
$134 total
includes taxes & fees
Apr 28 - Apr 29
Claridge House Chicago, Tapestry Collection by Hilton
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,235 reviews)
  • cleanliness
    Step into Chicago's historic Art Deco gem with exquisite design and central location.
The price is $135
$189 total
includes taxes & fees
Apr 26 - Apr 27
Silversmith Hotel Chicago Downtown
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,172 reviews)
  • cleanliness
    Enjoy riverside charm and city culture just steps from the Chicago Riverwalk.
The price is $116
$136 total
includes taxes & fees
Apr 12 - Apr 13
Club Quarters Hotel Wacker at Michigan, Chicago
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,893 reviews)
  • cleanliness
    Boutique retreat with Korean cuisine and river views in Chicago's entertainment district.
The price is $170
$200 total
includes taxes & fees
Apr 26 - Apr 27
L7 Chicago by LOTTE
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,042 reviews)
The price is $133
$185 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,725 reviews)
  • cleanliness
    Explore historic elegance near Millennium Park with an indoor pool and lake views.
The price is $163
$221 total
includes taxes & fees
May 8 - May 9
Hilton Chicago
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,615 reviews)
  • cleanliness
    Experience Chicago from a boutique hotel close to Michigan Avenue and State Street.
The price is $89
$135 total
includes taxes & fees
Apr 16 - Apr 17
Hotel Felix River North/Magnificent Mile
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (443 reviews)
  • cleanliness
    Stylish getaway moments from downtown with rooftop pool and Fulton Market charm.
The price is $178
$233 total
includes taxes & fees
Apr 26 - Apr 27
Level Chicago Fulton Market
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,080 reviews)
  • cleanliness
    Lakeside elegance in historic Chicago with stunning views of Lake Michigan and easy access to attractions.
The price is $116
$137 total
includes taxes & fees
Apr 26 - Apr 27
Congress Plaza Hotel
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,787 reviews)
The price is $122
$172 total
includes taxes & fees
Apr 27 - Apr 28
Hotel Riu Plaza Chicago
The Chicago Hotel Collection River North
The Chicago Hotel Collection River North
3.0 star property
Downtown Chicago
7.4 out of 10, Good, (641 reviews)
  • cleanliness
    Discover a downtown Chicago escape with fitness center and steps to Michigan Avenue.
The price is $100
$117 total
includes taxes & fees
Apr 26 - Apr 27
The Chicago Hotel Collection River North
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.

Top landmarks in Winnetka

Learn more about Winnetka

Winnetka is well-known for its attractions such as Lake Michigan and Chocolate Box.

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.

Check out reviews of Winnetka hotels guests love

Frequently asked questions

Can I book refundable accommodations in Winnetka?
If you need the flexibility to change your plans to Winnetka, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winnetka be like during my visit?
The warmest months in Winnetka are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are May and June.
Why should I book my Winnetka hotel through Hotels.com?
There are plenty of reasons to book your Winnetka travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.