Winnetka Holiday Packages

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Top Winnetka holiday packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop
Trump International Hotel & Tower Chicago
Hilton Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is AU$513 per night from 7 Aug to 8 Aug
AU$513
7 Aug - 8 Aug
includes taxes & fees
InterContinental Chicago Magnificent Mile by IHG: Luxury hotel with free WiFi and an indoor pool. Located in the city centre.
"Excellent location, very polite and friendly staff, historic hotel which was fascinating even looking around it! I loved it, enjoyed my stay very much!"

Reviewed on 7 Jul. 2025

InterContinental Chicago Magnificent Mile by IHG
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$313 per night from 10 July to 11 July
AU$313
10 July - 11 July
includes taxes & fees
Hilton Chicago/Magnificent Mile Suites: Pet-friendly hotel with free WiFi and a fitness centre. Located near a metro station.
"The stay was excellent as always and the check-in was easy considering got there early in the morning and room was avaible and clean. Staff was friendly and helpful as well. Will stay here again"

Reviewed on 7 Jul. 2025

Hilton Chicago/Magnificent Mile Suites
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$256 per night from 4 Aug to 5 Aug
AU$256
4 Aug - 5 Aug
includes taxes & fees
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the business district.
"Perfect to a short o long stay. Great location if you are planing to visiting Museums, Parks and Iconic places."

Reviewed on 7 Jul. 2025

Congress 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.