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Our top choices for Winnetka hotels

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (532 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is ฿2,619
฿3,074 total
includes taxes & fees
13 Apr - 14 Apr
FOUND Hotel Chicago River North

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, (1,949 reviews)
"Hotel was really nice"
United States
LaCarr
The price is ฿4,317
฿5,068 total
includes taxes & fees
27 Apr - 28 Apr
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,852 reviews)
"Was nice! "
Canada
Emilie
The price is ฿2,396
฿3,386 total
includes taxes & fees
14 Apr - 15 Apr
Freehand Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (1,415 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is ฿3,981
฿4,673 total
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Chicago Downtown/Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
"Great stay "
United States
Jennifer
The price is ฿3,501
฿4,110 total
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,060 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is ฿3,018
฿3,543 total
includes taxes & fees
9 Apr - 10 Apr
Central Loop Hotel

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, (1,361 reviews)
"Very beautiful place to stay"
United States
angie
The price is ฿3,706
฿4,351 total
includes taxes & fees
21 Apr - 22 Apr
The Chicago Hotel Collection Ambassador Gold Coast

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,168 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is ฿3,942
฿4,629 total
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile

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, (2,807 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is ฿4,208
฿5,899 total
includes taxes & fees
12 Apr - 13 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,409 reviews)
"Loved this hotel!"
United States
Ellen
The price is ฿4,167
฿4,891 total
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,034 reviews)
"Excellent service, clean, comfortable, and a great location. "
United States
Lisa
The price is ฿3,046
฿4,533 total
includes taxes & fees
13 Apr - 14 Apr
Warwick Allerton - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,747 reviews)
"Great hotel "
United States
Marina
The price is ฿4,203
฿5,852 total
includes taxes & fees
12 Apr - 13 Apr
Hotel Riu Plaza Chicago

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,972 reviews)
"Very small shower, cleanish"
United States
Riley
The price is ฿3,030
฿4,322 total
includes taxes & fees
19 Apr - 20 Apr
Millennium Hotel Knickerbocker Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,052 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is ฿3,750
฿4,402 total
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel

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, (2,154 reviews)
"Great stay!"
United States
Hannah
The price is ฿3,573
฿4,194 total
includes taxes & fees
8 Apr - 9 Apr
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,429 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
The price is ฿3,399
฿3,990 total
includes taxes & fees
28 Apr - 29 Apr
Club Quarters Hotel, Central Loop, Chicago

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,163 reviews)
"Great stafff great breakfast great location "
United States
Nancy
The price is ฿3,989
฿4,683 total
includes taxes & fees
26 Apr - 27 Apr
Homewood Suites by Hilton Chicago-Downtown

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, (2,444 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is ฿6,653
฿8,919 total
includes taxes & fees
13 Apr - 14 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,516 reviews)
"Great place to stay"
United States
Anthony
The price is ฿2,912
฿4,375 total
includes taxes & fees
13 Apr - 14 Apr
Claridge House Chicago, Tapestry Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,077 reviews)
"Excellent stay overall"
United States
Emre
The price is ฿4,466
฿5,243 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago/Magnificent Mile Suites
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Stay near popular Winnetka attractions

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.

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

More cheap stays in Winnetka

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 Hilton Chicago/Magnificent Mile Suites and Embassy Suites by Hilton Chicago Downtown River North. 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! 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 4558 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.

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