Hotels in Winnetka

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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

Where to stay in Winnetka?

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, (2,375 reviews)
  • cleanliness
    Perched directly on Navy Pier with Lake Michigan views from every corner.
The price is $136
$194 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining
The Wade
The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,699 reviews)
  • cleanliness
    Lakeside luxury just steps from Michigan Avenue, with an indoor pool to refresh in.
The price is $99
$116 total
includes taxes & fees
Mar 1 - Mar 2
The Wade
Indoor wedding
Swissotel - Chicago
Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,195 reviews)
  • cleanliness
    Luxurious riverside retreat with two stylish bars and rejuvenating spa treatments.
The price is $122
$178 total
includes taxes & fees
Mar 24 - Mar 25
Swissotel - Chicago
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, (2,328 reviews)
  • cleanliness
    Enjoy skyline views and stroll to Michigan Avenue from this downtown Chicago retreat.
The price is $98
$115 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2,809 reviews)
  • cleanliness
    Steps from Michigan Avenue, featuring a complimentary breakfast and downtown location.
The price is $103
$151 total
includes taxes & fees
Mar 5 - Mar 6
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lunch and dinner served
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,861 reviews)
  • cleanliness
    Luxury escape with indoor and outdoor pools steps from Michigan Avenue and Millennium Park.
The price is $175
$232 total
includes taxes & fees
Mar 29 - Mar 30
Radisson Blu Aqua Hotel Chicago
Executive lounge
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,069 reviews)
  • cleanliness
    Enjoy peaceful slumbers steps from Millennium Park with spa treatments and skyline views.
The price is $169
$234 total
includes taxes & fees
Feb 28 - Mar 1
Fairmont Chicago at Millennium Park
Lobby
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,100 reviews)
  • cleanliness
    Comfortable rooms at Chicago's Mag Mile with pool and bar, steps from top attractions.
The price is $86
$101 total
includes taxes & fees
Mar 5 - Mar 6
Aloft Chicago Mag Mile
Bar (on property)
Ivy Boutique Hotel
Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,134 reviews)
The price is $99
$116 total
includes taxes & fees
Mar 3 - Mar 4
Ivy Boutique Hotel
Lobby
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,399 reviews)
The price is $108
$127 total
includes taxes & fees
Mar 19 - Mar 20
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Exterior
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,839 reviews)
The price is $104
$122 total
includes taxes & fees
Mar 5 - Mar 6
Hilton Chicago/Magnificent Mile Suites
Ballroom
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,000 reviews)
  • cleanliness
    Immerse in Chicago's historical charm and walk to Michigan Avenue attractions.
The price is $85
$123 total
includes taxes & fees
Mar 1 - Mar 2
Millennium Knickerbocker Chicago
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,464 reviews)
  • cleanliness
    Experience the Chicago riverfront from a central hotel just minutes from Michigan Avenue.
The price is $171
$230 total
includes taxes & fees
Mar 29 - Mar 30
Hyatt Regency Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,078 reviews)
The price is $127
$178 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,777 reviews)
The price is $114
$134 total
includes taxes & fees
Mar 2 - Mar 3
Courtyard by Marriott Chicago Magnificent Mile
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, (1,218 reviews)
  • cleanliness
    Located steps from Magnificent Mile with urban views and 24-hour fitness access.
The price is $107
$125 total
includes taxes & fees
Mar 1 - Mar 2
The Chicago Hotel Collection - Magnificent Mile
Exterior
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (1,403 reviews)
  • cleanliness
    Energize your Chicago adventure at this downtown oasis steps from Michigan Avenue.
The price is $89
$105 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,418 reviews)
The price is $113
$161 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago
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)
  • cleanliness
    Historical elegance in downtown Chicago, near the Art Institute and public transit.
The price is $140
$193 total
includes taxes & fees
Feb 28 - Mar 1
The Blackstone, Autograph Collection
Lobby
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,890 reviews)
  • cleanliness
    Lakeside elegance in historic Chicago with stunning views of Lake Michigan and easy access to attractions.
The price is $93
$109 total
includes taxes & fees
Feb 28 - Mar 1
Congress Plaza 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.
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Top landmarks in Winnetka

Chocolate Box

Chocolate Box is in the heart of Winnetka, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Chocolate Box, you'll love Adagio Teas and Kohl Children's Museum, both located nearby.
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Elder Lane Beach

Lake Michigan's shoreline shines at this quiet Winnetka beach with its sandy stretch and scenic views. The adjacent park offers picnic areas and a beach house perfect for summer gatherings.
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Learn more about Winnetka

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

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.

Check out reviews of Winnetka hotels guests love

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great suite, friendly breakfast staff"
Claudia 2-night trip
Posted 7 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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.