Winnetka Hotels

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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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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, (2,512 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is €261
includes taxes & fees
30 Jun - 1 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,033 reviews)
"Great location nice room"
United States
Nolan
The price is €164
includes taxes & fees
29 Jun - 30 Jun
Freehand Chicago
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, (1,520 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is €159
includes taxes & fees
22 Jun - 23 Jun
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,351 reviews)
"Beautiful Hotel great location"
United States
Nereida
The price is €177
includes taxes & fees
28 Jun - 29 Jun
Hilton Chicago/Magnificent Mile Suites
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,124 reviews)
"Excellent stay"
United States
Jennifer
The price is €133
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,245 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is €189
includes taxes & fees
28 Jun - 29 Jun
Silversmith Hotel Chicago Downtown
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,611 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is €137
includes taxes & fees
30 Jun - 1 Jul
Travelodge by Wyndham Downtown Chicago
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,488 reviews)
"Great stay"
United States
Ontario
The price is €155
includes taxes & fees
28 Jun - 29 Jun
The Chicago Hotel Collection - 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, (4,288 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is €217
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago
Exterior

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was clean great location"
United States
Eric
The price is €181
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn Majestic Chicago Theatre District
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,721 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is €254
includes taxes & fees
21 Jun - 22 Jun
LondonHouse Chicago, Curio Collection by Hilton
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,593 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is €228
includes taxes & fees
30 Jun - 1 Jul
Eurostars Magnificent Mile
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,788 reviews)
"Great place at a great location."
United States
Alejandro
The price is €207
includes taxes & fees
7 Jun - 8 Jun
Omni Chicago Hotel
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,033 reviews)
"Clean room, friendly staff, nearby lots of stores and restaurants. "
United States
Nadiah
The price is €188
includes taxes & fees
29 Jun - 30 Jun
Warwick Allerton - Chicago
Exterior

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"The staff and up keep of the maintenance of the hotel was spectacular"
United States
Oziel Silva
The price is €188
includes taxes & fees
28 Jun - 29 Jun
Hotel Chicago Downtown, Autograph Collection by Marriott
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,836 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is €269
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,253 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is €195
includes taxes & fees
28 Jun - 29 Jun
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Shopping centre

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,971 reviews)
"Loved everything including location and food options. Great hotel. "
United States
Eileen
The price is €167
includes taxes & fees
28 Jun - 29 Jun
Millennium Hotel Knickerbocker 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, (1,077 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is €245
includes taxes & fees
29 Jun - 30 Jun
Staypineapple, An Iconic Hotel, The Loop
Lobby lounge

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (546 reviews)
"Nice hotel, well maintained, good breakfast, great location, spacious room."
United States
Niranjan
The price is €216
includes taxes & fees
28 Jun - 29 Jun
Residence Inn Chicago Downtown 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

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

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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"A very quick trip to Chicago and this hotel was perfect! Close to the metro, so there was no need for a car or an uber. Everything is either in walking distance or on the metro line…perfect location! The hotel itself is beautiful and the people there are lovely. We had the option to pay $25 for an early checkin which was very helpful. The room was clean with an incredible view of the river. We would absolutely stay here again!"
Ananda 2-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

More cheap stays in Winnetka

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

22 West Algonquin Road Arlington Heights IL
The price is €60 per night from 13 Jun to 14 Jun
€60
13 Jun - 14 Jun
includes taxes & fees
5.4/10 (1,003 reviews)

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 Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best holiday rentals that Winnetka has to offer?
ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Winnetka is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 Navy Pier. 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?
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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