
Winnetka Vacations from $473
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Your Winnetka Vacation
When a city adventure is calling, answer it with a Winnetka vacation package. With all your travel needs in place before you leave, all you have to do here is focus on making unforgettable memories. Fill your free time with tours of Chicago Botanic Garden, The Glen Club and North Shore Center for the Performing Arts, some of the attractions you simply have to see during your trip to Winnetka. Browse Expedia's wide range of travel options and begin planning your perfect vacation to Winnetka now.
The Latest Winnetka vacation packages

Hotel Felix River North/Magnificent Mile
Reviewed on Jul 14, 2025


LondonHouse Chicago, Curio Collection by Hilton
Reviewed on Jul 15, 2025

Hilton Garden Inn Chicago Downtown South Loop
Reviewed on Jul 15, 2025

The French Country Inn Lake Geneva
Reviewed on Jun 29, 2025
Discover the most popular places to visit in Winnetka

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
What to do in Winnetka

Wendella's 90-min Chicago River Architecture Tour

Chicago By Night River & Lake Cruise
Winnetka Hotel Deals

Congress Plaza Hotel
Reviewed on Jul 15, 2025

InterContinental Chicago Magnificent Mile by IHG
Reviewed on Jul 15, 2025

Hilton Chicago/Magnificent Mile Suites
Reviewed on Jul 14, 2025
Find the Best Winnetka Vacation Packages
Winnetka Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 12,500 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Rosemont Theatre, Parkway Bank Park Entertainment District and Montrose Beach |
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