Crestwood Holidays
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Crestwood Holiday
Our pick of the best Crestwood Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$348 per night from 14 Feb to 15 Feb
NZ$348
14 Feb - 15 Feb
includes taxes & fees
8/10 Very Good! (9,882 reviews)
Great location, beautiful historic hotel with clean, updated rooms.
Reviewed on 11 Feb 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 4 Mar to 5 Mar
NZ$278
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (3,327 reviews)
The great customer service, clean room, and enjoyed the free breakfast.
Reviewed on 11 Feb 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$318 per night from 6 Mar to 7 Mar
NZ$318
6 Mar - 7 Mar
includes taxes & fees
8.4/10 Very Good! (2,613 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...
Reviewed on 8 Feb 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 Crestwood
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.
Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Crestwood
Chicago: Navy Pier Centennial Wheel Ticket
NZ$41
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
NZ$68
per adult
94% 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.
