Winnetka Holiday Packages

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Top Winnetka holiday packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Trump International Hotel & Tower Chicago
Park Hyatt Chicago
Waldorf Astoria Chicago
Viceroy Chicago

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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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 7 Dec to 8 Dec
AU$175
7 Dec - 8 Dec
includes taxes & fees
Hilton Chicago/Magnificent Mile Suites: Pet-friendly hotel with free WiFi and a fitness centre. Located near a metro station.
Room was fine. Check in was not good. Front desk not helpful

Reviewed on 9 Nov 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 25 Nov to 26 Nov
AU$171
25 Nov - 26 Nov
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North: Pet-friendly hotel with free breakfast and an indoor pool. Located in the business district.
Great stay!

Reviewed on 13 Nov 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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$241 per night from 11 Dec to 12 Dec
AU$241
11 Dec - 12 Dec
includes taxes & fees
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the business district.
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Reviewed on 8 Nov 2025

Opens in a new windowCongress Plaza Hotel
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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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