Winnetka Hotels from S$75

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Our top choices for Winnetka hotels

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, (2,455 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 S$372
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,115 reviews)
"lovely hotel "
United States
alyvia
The price is S$402
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,733 reviews)
"We love staying here "
United States
Carrie
The price is S$294
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,805 reviews)
"Great hotel "
United States
Marina
The price is S$228
includes taxes & fees
26 Apr - 27 Apr
Hotel Riu Plaza Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,909 reviews)
"Overall a great stay."
United States
Joshua
The price is S$361
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,255 reviews)
"Excellent stay."
United States
Fenton
The price is S$407
includes taxes & fees
8 May - 9 May
Swissotel - 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, (2,832 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is S$263
includes taxes & fees
26 Apr - 27 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,496 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is S$410
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

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 S$170
includes taxes & fees
26 Apr - 27 Apr
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,078 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is S$169
includes taxes & fees
26 Apr - 27 Apr
River Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,654 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is S$416
includes taxes & fees
19 Apr - 20 Apr
LondonHouse Chicago, Curio Collection by Hilton

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Great staying with my family definitely coming back!!"
United States
Maria
The price is S$292
includes taxes & fees
8 May - 9 May
Residence Inn Chicago Downtown/Loop

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, (2,426 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is S$202
includes taxes & fees
19 Apr - 20 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,298 reviews)
"Nice hotel and great location "
United States
Chelsey
The price is S$201
includes taxes & fees
26 Apr - 27 Apr
Homewood Suites by Hilton Chicago Downtown South Loop

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,742 reviews)
"Great hotel"
United States
Jamal
The price is S$304
includes taxes & fees
10 May - 11 May
Omni Chicago Hotel

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, (1,015 reviews)
"Great stay "
United States
Jennifer
The price is S$174
includes taxes & fees
16 Apr - 17 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,280 reviews)
"Loved it, would stay here everytime"
United States
KARELY
The price is S$214
includes taxes & fees
30 Apr - 1 May
citizenM Chicago Downtown

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, (5,844 reviews)
"It was great stay in general w/ "
United States
Eunice
The price is S$207
includes taxes & fees
26 Apr - 27 Apr
Embassy Suites by Hilton Chicago Downtown River North

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, (1,421 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is S$183
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Chicago Downtown/Magnificent Mile

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, (2,176 reviews)
"Great stay!"
United States
Hannah
The price is S$184
includes taxes & fees
13 Apr - 14 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
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 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 Navy Pier. There are 4607 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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