Hillside Holidays
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Your Hillside Holiday
The stress-free way to experience this interesting city is with a tailor-made Hillside holiday package. Base yourself in the neighbourhood of Wicker Park, which is great for nightlife, bars and pubs and cafes or go someplace else — our packages are all about you. Any trip to Hillside needs a well-planned itinerary. Fill yours with famous sights like Brookfield Zoo, Oakbrook Centre Mall and Ernest Hemingway Museum and House. Don't delay your visit to this destination any longer. Your perfect Hillside holiday is a few clicks away with Expedia.
Hillside Holiday
Hillside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 8,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Rosemont Theatre, Brookfield Zoo and Parkway Bank Park Entertainment District |
Our pick of the best Hillside Hotel Deals
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 17 Jan to 18 Jan
AU$287
17 Jan - 18 Jan
includes taxes & fees
8.4/10 Very Good! (2,494 reviews)
I paid for a king room and had that for the first half of my stay, but something went wrong with the water heater for the floor(?). It wasn't explained well to us, but we were moved into another room on a higher level which I assumed would have been similar but it was much smaller and had a queen ...
Reviewed on 5 Jan 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 18 Jan to 19 Jan
AU$157
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (3,684 reviews)
Nice locale and east access to many restaurants and downtown.
Reviewed on 10 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 12 Jan to 13 Jan
AU$146
12 Jan - 13 Jan
includes taxes & fees
8.6/10 Excellent! (2,035 reviews)
Everything was clean. Room was wonderful with an amazing view of the river. Its in the middle of either main areas. Staff was more than friendly and always had a smile. Highly recomend for a night or two in the city.
Reviewed on 4 Jan 2026
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.
Discover the most popular places to visit in Hillside
Navy Pier
4.5/5(64 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
4.5/5(73 reviews)
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Chicago Riverwalk
4.5/5(26 reviews)
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.
What to do in Hillside
Skydeck - Willis Tower Admission
AU$66
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
AU$37
per adult
88% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
