
Winnetka Holiday Deals

Winnetka Holiday Package Deals
Love travelling but hate paperwork, online forms and details? Let's make things a little easier. At lastminute.com.au, we can combine all your hotel bookings, hire cars, airfares and amazing activities into a simple package. You'll save tons of money and have extra time for #Winnetka experiences!
So, how about an extra ? With average savings like that, you won't need to feel too bad about getting into the minibar or picking up that last-minute airport memento.
Our huge database contains no less than 400 partner airlines and 282,000 worldwide hotels. Create a deal that's as individual as you are!
We offer some of the best-looking prices under the sun! Also, with our Price Pledge, if you find a lower price on your package or hotel within 24 hours of booking, we'll match it by refunding you the difference.Terms and conditions apply.
Holidays in Winnetka
Is your phone filled with inspirational travel quotes? Does the airport make you excited like a toddler on Christmas day? You’re a travel junkie, and it’s time to get your next hit in Winnetka, Chicago! This lively city has a population of 2,700,000 people and lures huge numbers of curious travellers each year. You'll find Winnetka 25 kilometres northwest of downtown Chicago. From O'Hare International Airport, it's 19 kilometres to the northeast.
A lot of this city's sights are sprinkled near Winnetka, and the Northwestern University and the Chicago Botanic Garden are two of the most outstanding. After taking a look at those, you'll want to continue onwards to the Glen Club and Wagner Farm. While you're here, consider going to a few other neighbourhoods to experience more of what Chicago offers. Northfield and Wilmette are some great areas that are within easy reach.
The University of Chicago is one of those places that needs to be seen in real life, not just in travel magazines. Sitting just 10 kilometres from the centre, there's no excuse to skip it.
No idea what to look at in the city centre? Feast your eyes on Navy Pier and the Lincoln Park Zoo. You can't leave the area without swinging by the Chicago Cultural Center and the Merchandise Mart as well.
Watching a top-notch show is an electrifying experience. Reserve a seat at the North Shore Center for the Performing Arts, Ravinia Park, the Oil Lamp Theater and the Writers Theatre for a special night out.
The fairways of the Willowhill Golf Course, the Glenview Park District Golf Club and the Glenview Park Golf Club are calling. Practise your putt, play a few friendly rounds with mates and attempt to knock some strokes off your scorecard.
Sometimes the easiest way to get the feel of a new place is by walking around the shops. Remember to call in to Schaefer's Wines and Liquors and The Glen Town Center.
Get ready to rock your purple and white and cheer as wildly as you can. Home of the Northwestern Wildcats football, Ryan Field is the perfect place to get your fix of college football entertainment.
Hotels in Winnetka
lastminute.com.au lists all the best digs in the one spot. With more than 24 accommodations to select from, locking in that perfect Winnetka hotel will be simple.No matter how you like to roll, there's a room for you in Winnetka. For a place that won't burn a hole in your wallet, take a look at the Super 8 Chicago (7300 North Sheridan Road) or the Rodeway Inn (9333 Skokie Blvd). But if you'd rather live a life of leisure and luxury while you're here, the Hilton Orrington / Evanston or the Renaissance Chicago North Shore Hotel may be more up your alley. Just sit back, unwind and let the friendly staff do their thing.
Top hotels for your Winnetka holiday

Silversmith Hotel Chicago Downtown
This hotel was great. In a perfect spot for walking the city and taking in all the sights. We had 3 of us in our group and we got the 1br with 2 queens beds and a pullout couch and it was perfect. The bar was fun and everyone we met in the staff were so friendly and helpful with suggestions on places ...
Reviewed on 16 Dec 2025

Hilton Chicago/Magnificent Mile Suites
Staff was very friendly and helpful. The beds were very comfortable. rooms were nice and we enjoyed the extra space with the sitting area.
Reviewed on 20 Dec 2025

Palmer House a Hilton Hotel
Friendly staff, beautiful lobby & entrance
Reviewed on 16 Dec 2025
Popular places to visit

Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed theatre scene and notable monuments in this vibrant area.
Book your Winnetka holiday package
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^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
