Winnetka Holiday Packages

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Winnetka Accommodation

Make sure you figure out how you're going to get from A to B during your trip to Winnetka, as there are currently no lodging options located directly in the heart of the neighbourhood. However, there are 24 accommodations near Winnetka listed on Wotif.

If you're on the lookout for somewhere with good facilities and amenities, why not take a look at the Hyatt House Chicago/Evanston (1515 Chicago Avenue) and the Residence Inn by Marriott Chicago Wilmette/Skokie (3205 Old Glenview Rd)? Both have fantastic reviews and are a hit with many visitors.

Car Hire in Winnetka

It doesn't matter how many suitcases you're dragging around, because Thrifty Car Rental and Dollar Rent A Car are just minutes away from the arrivals area at O'Hare International Airport. Get hold of a baggage trolley (or two) and make the quick stroll to pick up the keys to your hire car.

If you'd like to pick up your car in the city's centre, Budget (933 Skokie Blvd, Renaissance Chicago North Shore) is just 5 kilometres away. Alternatively, Avis (933 Skokie Blvd, Renaissance Chicago North Shore) is just a hop, skip and a jump away and is sure to have something that suits your needs.

Holidays to Winnetka

It's time to quit saving all those heavenly travel pics as your background and make your travel goals a reality in Winnetka. Don't know where to start? With the essentials of course.

From downtown Chicago, you'll need to journey 25 kilometres northwest to arrive in Winnetka.

If you've heard fellow travel buddies not only speak highly of Winnetka but about Chicago in general, then you won't be at all surprised to learn that approximately 2 700 000 people call it their home.

Top Winnetka hotels

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$277 per night from 25 May to 26 May
AU$277
25 May - 26 May
includes taxes & fees
Hotel Riu Plaza Chicago: Business-friendly hotel with free breakfast and free WiFi. Located in the city centre.
"Good"

Reviewed on 21 May 2026

Opens in a new windowHotel Riu Plaza Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 25 May to 26 May
AU$222
25 May - 26 May
includes taxes & fees
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the business district.
"Good for a sleep and go. Not horrible, certainly not the best hotel i've ever stayed at."

Reviewed on 20 May 2026

Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 25 May to 26 May
AU$203
25 May - 26 May
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile: Pet-friendly hotel with free WiFi and 2 restaurants. Located near a metro station.
"Great stay"

Reviewed on 21 May 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
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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.

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