Hotels in Winnetka

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Tonight
Jul 3 - Jul 4
Tomorrow
Jul 4 - Jul 5
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Where to stay in Winnetka?

Heart O' Chicago
Reception

Heart O' Chicago

2.0 star property
7.8 out of 10, Good, (999)
$128 nightly
The price is $151
Jul 6 - Jul 7
Total includes taxes and fees
Heart O' 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.

Top landmarks in Winnetka

Home Alone House

Enjoy an outing to Home Alone House during your stay in Winnetka. Amble around the area's forest or visit its shops.

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Home Alone House

Learn more about Winnetka

Wander tree-lined streets past stately mansions and charming boutiques in this affluent North Shore suburb. Picnic on the beach at Tower Road Park or catch a show at the historic Winnetka Community House.

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Check out the Winnetka hotels guests love right now

River Hotel

River Hotel

10/10 Excellent
"This was unique in that it was a hotel offering for a family of five, or six. The two bathrooms were something that is hard to find even in an Airbnb. I would recommend this to anyone going to Chicago. "
Jessica 6-night trip
Posted 9 hours ago
River Hotel

Frequently asked questions

What accommodations do travelers like in Winnetka?
Guests like Chicago Marriott Suites Deerfield.
Can I book refundable accommodations in Winnetka?
If you need the flexibility to change your plans to Winnetka, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winnetka be like during my visit?
The warmest months in Winnetka are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are May and June.
Why should I book my Winnetka hotel through Hotels.com?
There are plenty of reasons to book your Winnetka travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winnetka

Find out more about Winnetka

If you're looking to discover somewhere new, look no further than Winnetka. Whether you're planning to stay for a night or for the week, the area around Winnetka has accommodations to fit every need. Search for hotels in Winnetka with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winnetka hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winnetka hotel deals are here with our lowest price guarantee.