Hotels in Winnetka

your current months are February, 2025 and March, 2025.
February 2025
March 2025
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Where to stay in Winnetka?

Heart O' Chicago
Reception

Heart O' Chicago

2.0 star property
7.8 out of 10, Good, (1001)
The price is $125
$147 total
includes taxes & fees
Mar 4 - Mar 5
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

Home Alone House is in the heart of Winnetka, so why not stop by during your stay. If you have fun at Home Alone House, you'll love Chocolate Box, just a short walk away.

See properties in Home Alone House
Home Alone House

Learn more about Winnetka

Winnetka is well-known for its attractions such as Lake Michigan and Chocolate Box.

See all hotels in Winnetka

Frequently asked questions

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.