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Our top choices for Winnetka hotels

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2688)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is NZ$132
includes taxes & fees
8 Jan - 9 Jan
Freehand Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4897)
"Would stay there again"
United States
Zach
The price is NZ$166
includes taxes & fees
18 Jan - 19 Jan
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3021)
"Great place to stay"
United States
Elisha
The price is NZ$169
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag 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, (2225)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is NZ$174
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4318)
"Amazing staff and perfect location "
United States
Brandi
The price is NZ$159
includes taxes & fees
13 Jan - 14 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3668)
"Great hotel"
United States
Jeanette
The price is NZ$182
includes taxes & fees
11 Jan - 12 Jan
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1574)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is NZ$189
includes taxes & fees
11 Jan - 12 Jan
The Wade

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5530)
"Nice rooms and friendly staff "
United States
Brad Mitchell
The price is NZ$199
includes taxes & fees
12 Jan - 13 Jan
Embassy Suites by Hilton Chicago Downtown River North

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3023)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NZ$178
includes taxes & fees
25 Jan - 26 Jan
Warwick Allerton - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9770)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3359)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is NZ$181
includes taxes & fees
18 Jan - 19 Jan
Club Quarters Hotel, Central Loop, Chicago

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, (2034)
"Great stay"
United States
Kramer
The price is NZ$166
includes taxes & fees
18 Jan - 19 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3188)
"stunning hotel"
Canada
Yiwei
The price is NZ$190
includes taxes & fees
3 Feb - 4 Feb
Eurostars Magnificent Mile

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3857)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is NZ$156
includes taxes & fees
6 Jan - 7 Jan
The Whitehall Hotel, BW Premier Collection

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, (1508)
"Very nice and quiet, excellent location"
United States
Anthony
The price is NZ$174
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3562)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NZ$234
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3111)
"Second time to stay here, everything is great!"
United States
Wei
The price is NZ$252
includes taxes & fees
6 Jan - 7 Jan
Hotel Riu Plaza Chicago

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, (2808)
"Great hotel staff and location. "
United States
Jacqueline
The price is NZ$235
includes taxes & fees
13 Jan - 14 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4155)
"Stay was great and in a great location!! "
United States
Ashley
The price is NZ$206
includes taxes & fees
9 Jan - 10 Jan
citizenM Chicago Downtown

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1067)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NZ$250
includes taxes & fees
11 Jan - 12 Jan
Hyatt Centric Chicago Magnificent Mile
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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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 accommodation in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.5 mi (25 km) from the heart of Winnetka, Hilton Chicago/Magnificent Mile Suites is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Palmer House a Hilton Hotel and Hilton Chicago. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best holiday rentals that Winnetka has to offer?
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!: This holiday home rental outside of Winnetka is located on a lake, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a rooftop terrace, a garden and a selection of books so that you can immerse yourself in your holiday. 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. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.
What should I see while I'm in Winnetka?
The picturesque setting of Lake Michigan and Elder Lane Beach exemplify the area's natural beauty. You'll also 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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