Book Hotels in Winnetka, IL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Winnetka

Tonight
Check prices in Winnetka for tonight, May 12 - May 13
Tomorrow night
Check prices in Winnetka for tomorrow night, May 13 - May 14
Next weekend
Check prices in Winnetka for next weekend, May 17 - May 19

Top Winnetka hotels

Don't see what you're looking for?
See all available properties in Winnetka
View all properties
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

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.

Seize your some day

Winnetka Hotel & Travel Guide\n

If you're thinking of discovering the local culture of the Chicago region and need Winnetka hotels, you'll have a wonderful list to select from. Enjoy reading the 24 room choices on Travelocity, which are all within a 6-mile (10-kilometer) radius of the city center.

Travelocity-listed accommodation options that are close to the heart of Winnetka include the Hampton Inn & Suites Chicago-North Shore/Skokie and Renaissance Chicago North Shore Hotel.

The Chicago Downtown Condo - Michigan Ave Suite ID #14-15 is around 18 miles (28 kilometers) outside the town center of Winnetka. An alternative accommodation option is the The Peninsula Chicago, which is positioned 16 miles (25 kilometers) away. The Waldorf Astoria Chicago as well as the Trump International Hotel & Tower Chicago are some other accommodation options worth checking out around Winnetka.

Looking for more activities? Spend some time checking out Woodfield Mall and Legoland Discovery Center, in Schaumburg, 16 miles (26 kilometers) west of Winnetka. The Renaissance Schaumburg Convention Center Hotel and Residence Inn by Marriott Chicago Schaumburg/Woodfield Mall are some of the Travelocity-recommended short and long-stay options in Schaumburg. For another option, head to Algonquin, 30 miles (46 kilometers) west of Winnetka, where you have the options of the Holiday Inn Express Hotel & Suites Chicago-Algonquin and Victorian Rose Garden. While visiting Algonquin, set aside some time to explore the Terrace Hill Golf Course and Raging Buffalo Snowboard Ski Park.

Before your Winnetka trip comes to an end, why not spend an hour or two enjoying the spectacle with Chicago supporters at a community game. Wrigley Field is located 12 miles (19 kilometers) to the southeast of Winnetka. Stay in the middle of the action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.

If you are traveling through O'Hare International Airport and are hoping to book a room in the area, why not consider Loews Chicago O'Hare Hotel or The Westin O'Hare.

Winnetka hotels essential information

Accommodation
4,185 hotels
Lowest Price
$115
Highest Price
$285
Popular hotels
Congress Plaza Hotel, Warwick Allerton - Chicago, The Westin Michigan Avenue Chicago, River Hotel, Aloft Chicago Mag Mile, Eurostars Magnificent Mile, Embassy Suites by Hilton Chicago Downtown River North, Hotel Felix River North/Magnificent Mile, citizenM Chicago Downtown

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 $115. 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 4,185 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