Winnetka Holidays from AU$1,156
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Your Winnetka Holiday
When a city stay is calling, answer it with a holiday package to Winnetka. With all your travel needs in place before you leave, all you have to do here is focus on having the time of your life. Northwestern University, Chicago Botanic Garden and The Glen Club are just some of the many sights worth exploring during your trip to Winnetka. Expedia can help you escape your daily routine. Tailor your holiday to Winnetka to suit your style of travel, whatever that may be!
The Latest Winnetka Holiday Deals
theWit Chicago, a Hilton Hotel
Reviewed on 8 Dec 2025
Trump International Hotel & Tower Chicago
Reviewed on 8 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Reviewed on 26 Nov 2025
Hotel Riu Plaza Chicago
Reviewed on 10 Dec 2025
Pendry Chicago
Reviewed on 4 Dec 2025
Winnetka Holiday
Winnetka Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 12,500 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Rosemont Theatre, Riviera Theatre and Parkway Bank Park Entertainment District |
Our pick of the best Winnetka Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
Very nice rooms and happy hour!
Reviewed on 6 Dec 2025
Hilton Chicago/Magnificent Mile Suites
Great
Reviewed on 4 Dec 2025
Silversmith Hotel Chicago Downtown
Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks!
Reviewed on 8 Dec 2025
Discover the most popular places to visit in Winnetka
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
What to do in Winnetka
Wendella's 90-min Chicago River Architecture Tour
