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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$348 per night from 22 Sept to 23 Sept
NZ$348
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very Good! (4,927 reviews)
First time exploring
"To start this hotel is extraordinary, the location is key if you want to explore Chicago. There is a Starbucks conveniently located outside and the grocery store across the street as well as multiple restaurants down the block. I would definitely rebook and consider this hotel as my first pick any ..."
Reviewed on 15 Sept 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,188 reviews)
"Clean room, Confortable bed"
Reviewed on 16 Sept 2025
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$304 per night from 22 Sept to 23 Sept
NZ$304
22 Sept - 23 Sept
includes taxes & fees
8.2/10 Very Good! (2,915 reviews)
"Didn’t like the price of the room and cost of parking. Night traffic (sirens)very loud"
Reviewed on 15 Sept 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.
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.
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.
What to do in Chicago
Wendella's 90-min Chicago River Architecture Tour
NZ$76
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
NZ$76
per adult
96% of travellers recommend
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