Winnetka Hotels from S$75

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Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Winnetka hotels

The Emily Hotel
City view from property

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1117)
"Great hotel, location, friendly staff, and overall fit the bill very well!"
The price is S$602
includes taxes & fees
12 Jul - 13 Jul
The Emily Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3310)
"Friendly staff, great bar and lounge areas."
The price is S$228
includes taxes & fees
7 Aug - 8 Aug
citizenM Chicago Downtown
Sonesta ES Suites Chicago Waukegan Gurnee
Terrace/patio

Sonesta ES Suites Chicago Waukegan Gurnee

3.0 star property
9.0 out of 10, Wonderful, (1205)
"It was a great place to stay "
The price is S$170
includes taxes & fees
28 Jul - 29 Jul
Sonesta ES Suites Chicago Waukegan Gurnee
Hyatt Centric Chicago Magnificent Mile
Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1026)
"Nice hotel "
The price is S$335
includes taxes & fees
10 Jul - 11 Jul
Hyatt Centric Chicago Magnificent Mile
Hyatt Regency Chicago
1 bedroom, premium bedding, pillow-top beds, in-room safe

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3273)
"Great location and stay"
The price is S$399
includes taxes & fees
6 Aug - 7 Aug
Hyatt Regency Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1481)
"Great location and rooms "
The price is S$384
includes taxes & fees
27 Jul - 28 Jul
Loews Chicago Hotel
Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1014)
"Awesome place great time"
The price is S$389
includes taxes & fees
27 Jul - 28 Jul
Hyatt House Chicago West Loop
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2606)
"Great place!"
The price is S$308
includes taxes & fees
9 Jul - 10 Jul
L7 Chicago by LOTTE
Arlo Chicago
Exterior detail

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1787)
"We will definitely stay there again !!!"
The price is S$328
includes taxes & fees
9 Jul - 10 Jul
Arlo Chicago
Fairmont Chicago at Millennium Park
Exterior

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1808)
"Great stay, great location and very polite staff "
The price is S$381
includes taxes & fees
7 Aug - 8 Aug
Fairmont Chicago at Millennium Park
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1334)
"Very well appointed rooms and wonderful customer service!!"
The price is S$382
includes taxes & fees
13 Jul - 14 Jul
Virgin Hotels Chicago
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1007)
"Staff was very friendly and helpful. We had a great stay in every way possible!"
The price is S$405
includes taxes & fees
24 Jul - 25 Jul
Pendry Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Pool

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1014)
"Nice place to stay"
The price is S$282
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn & Suites Chicago - Downtown by IHG
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2428)
"Great hotel"
The price is S$256
includes taxes & fees
13 Jul - 14 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown
Comfort Inn & Suites Arlington Heights - Schaumburg
Lobby

Comfort Inn & Suites Arlington Heights - Schaumburg

3.0 star property
8.4 out of 10, Very good, (472)
"Great place to stay thank you so much "
The price is S$164
includes taxes & fees
9 Jul - 10 Jul
Comfort Inn & Suites Arlington Heights - Schaumburg
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1885)
"Great stay! "
The price is S$215
includes taxes & fees
27 Jul - 28 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency O'Hare Chicago
Lobby

Hyatt Regency O'Hare Chicago

4.0 star property
8.6 out of 10, Excellent, (1711)
"Great for a quick stay near airport "
The price is S$244
includes taxes & fees
4 Aug - 5 Aug
Hyatt Regency O'Hare Chicago
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2754)
"Good location, comfortable bed, staff very nice and helpful!"
The price is S$254
includes taxes & fees
9 Jul - 10 Jul
Aloft Chicago Mag Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1842)
"Great price, great location, small but nice rooms!"
Hotel Felix River North/Magnificent Mile
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1797)
"Very nice staff and great location "
The price is S$253
includes taxes & fees
9 Jul - 10 Jul
Central Loop 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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Learn more about Winnetka

Explore Winnetka: its forests, sports, dining and more!

See all hotels in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?

Located 16 mi (25.8 km) from the heart of Winnetka, InterContinental Chicago Magnificent Mile by IHG 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 Congress Plaza Hotel. 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 are some accommodation options with pools in Winnetka?

DoubleTree by Hilton Chicago - Magnificent Mile: 4-star hotel, 4-minute walk from Michigan Avenue. Features a rooftop terrace, an outdoor pool and LED TVs. Loews Chicago Hotel and Embassy Suites Chicago Downtown Magnificent Mile are two additional hotels with an on-site pool. View all hotels with pools 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?

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.