Chicago Holidays
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Our guide on where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Chicago Holiday
Our pick of the best Chicago Hotel Deals
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 23 Dec to 24 Dec
NZ$259
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (2,073 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!
Reviewed on 18 Nov 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is NZ$182 per night from 21 Dec to 22 Dec
NZ$182
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (5,290 reviews)
All above.
Reviewed on 24 Nov 2025
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$426 per night from 1 Dec to 2 Dec
NZ$426
1 Dec - 2 Dec
includes taxes & fees
8/10 Very Good! (9,629 reviews)
Great location, nice people.
Reviewed on 22 Nov 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.
Discover the most popular places to visit in Chicago
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 Chicago
Skydeck - Willis Tower Admission
NZ$78
per adult
96% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
NZ$44
per adult
84% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
NZ$80
per adult
94% of travellers recommend
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