
Winnetka Holidays from AU$3,142
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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

The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on 10 Aug. 2025


Level Chicago - River North
Reviewed on 27 Jul. 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Reviewed on 9 Aug. 2025

LondonHouse Chicago, Curio Collection by Hilton
Reviewed on 10 Aug. 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

Congress Plaza Hotel
Reviewed on 11 Aug. 2025

Palmer House a Hilton Hotel
Reviewed on 11 Aug. 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Reviewed on 10 Aug. 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.

Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Winnetka

Chicago By Night River & Lake Cruise
