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Hillside Holiday
Our pick of the best Hillside Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 25 Jan to 26 Jan
NZ$192
includes taxes & fees
25 Jan - 26 Jan
7.8/10 Good! (8,414 reviews)
"Loved this place"
Reviewed on 23 Jan. 2025
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 23 Feb to 24 Feb
NZ$159
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (3,719 reviews)
"Great location! We loved the view of the River Walk and were easily able to walk to restaurants, shops, attractions (the Bean, Art Institute). Bed was super comfy. Only downfall was the room was quite small and actually kind of beat up looking...could've used some TLC. Overall, happy and would recommend, ..."
Reviewed on 24 Jan. 2025
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$179 per night from 23 Feb to 24 Feb
NZ$179
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (2,802 reviews)
"The hotel was very clean and the staff was very friendly"
Reviewed on 22 Jan. 2025
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.
Frequently asked questions
Discover the most popular places to visit in Hillside
Wrigley Field
4.5/5(21 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
McCormick Place
4.5/5(21 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Navy Pier
4.5/5(64 reviews)
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Hillside
Flyover in Chicago
NZ$68
per adult
96% of travellers recommend
Architecture River Tour
NZ$87
per adult
94% of travellers recommend
Color Factory Chicago Ticket
NZ$61
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.