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Tonight
Check prices in Winnetka for tonight, Aug 21 - Aug 22
Aug 21 - Aug 22
Tomorrow night
Check prices in Winnetka for tomorrow night, Aug 22 - Aug 23
Aug 22 - Aug 23
This weekend
Check prices in Winnetka for this weekend, Aug 21 - Aug 23
Aug 21 - Aug 23

Most frequently booked Winnetka hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
27.48 km from city center
The price is CA $144 per night
CA $144
CA $171 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free cancellation
Reserve now, pay when you stay
24.17 km from city center
The price is CA $197 per night
CA $197
CA $234 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Free cancellation
Reserve now, pay when you stay
20.09 km from city center
The price is CA $345 per night
CA $345
CA $405 total
Sep 11 - Sep 12
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
Free airport shuttle
Pet-friendly
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
25.27 km from city center
Get rates
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kitchen
Washer
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
30.09 km from city center
The price is CA $269 per night
CA $269
CA $360 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Free WiFi
Restaurant
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free cancellation
Reserve now, pay when you stay
26.13 km from city center
The price is CA $177 per night
CA $177
CA $210 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Free cancellation
Reserve now, pay when you stay
26.27 km from city center
The price is CA $242 per night
CA $242
CA $332 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pet-friendly
Free WiFi
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Free cancellation
Reserve now, pay when you stay
17.43 km from city center
The price is CA $233 per night
CA $233
CA $266 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Free airport shuttle
Pet-friendly
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Free cancellation
Reserve now, pay when you stay
26.44 km from city center
The price is CA $365 per night
CA $365
CA $483 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Spa
Pet-friendly
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See all available properties in Winnetka
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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.

Top hotels in Winnetka for Extended Stay

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

1431 W Taylor St Chicago IL
9.6/10 Exceptional! (313 reviews)
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.

Winnetka hotels essential information

Accommodation
4,409 hotels
Lowest Price
CA $171
Highest Price
CA $483
Popular hotels
Congress Plaza Hotel, The Chicago Hotel Collection Ambassador Gold Coast, Hilton Chicago O'Hare Airport, Kasa Magnificent Mile Chicago, Hyatt Regency McCormick Place Chicago , River Hotel, The Allegro Royal Sonesta Hotel Chicago Loop, Hyatt Regency O'Hare Chicago, Fairmont Chicago at Millennium Park

Frequently asked questions

What are the top kid-friendly hotels in Winnetka?
Cozy ranch house in wilmette is a great option for families vacationing in Winnetka. With handy amenities like pet-friendly facilities, this kid-friendly hotel will make you and your loved ones feel at home.
Where can I find cheap hotels in Winnetka?
At Travelocity you'll find really nice hotels in Winnetka at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winnetka rather than in Winnetka. We may find you even better rates, too.
How do I find the best Winnetka hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winnetka then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winnetka?
The cheapest hotel in Winnetka is CA $171 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winnetka?
There are 4,409 hotels in Winnetka on Travelocity.
What are the best hotels in Winnetka?
Winnetka has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winnetka for you!
When is the best time to visit Winnetka?
If you want the joy of a fun-filled trip in peak season, visit Winnetka during March, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Winnetka?
Based on historic data is usually the cheapest month to visit Winnetka. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winnetka?
There are multiple hotels in Winnetka that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winnetka. We have plenty of kid-friendly hotels in Winnetka to choose from on Travelocity!
Why book a hotel in Winnetka through Travelocity?
Because we have the top hotels in Winnetka! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winnetka on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winnetka hotel reviews by fellow wanderers

River Hotel

River Hotel

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Our stay at the River Hotel was fantastic! Check-in was easy and fast, the staff was friendly and welcoming, and the location was perfect. It’s within walking distance of so many great places, which made exploring the area incredibly convenient. Overall, we had a wonderful stay and would definitely come back!"
A verified traveller stayed at River Hotel
River Hotel