
The Loop Holidays
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Our guide on where to stay in The Loop
Find the best The Loop areas and neighborhoods for the activities you enjoy most. Learn more about The Loop

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.
Our pick of the best The Loop Hotel Deals

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$333 per night from 14 Jan to 15 Jan
NZ$333
14 Jan - 15 Jan
includes taxes & fees
8.4/10 Very Good! (2,206 reviews)
The hotel restaurant was delicious
Reviewed on 2 Jan 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$332 per night from 14 Jan to 15 Jan
NZ$332
14 Jan - 15 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

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 19 Jan to 20 Jan
NZ$166
19 Jan - 20 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.
Frequently asked questions
Discover the most popular places to visit in The Loop

Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.

Willis Tower
The Willis Tower is at its best when you're dangled over one of its glass-bottomed balconies 396 metres above Chicago.

Art Institute of Chicago
The Art Institute Of Chicago's far-ranging and brilliant collections make it one of the world’s finest art museums.
Activities

Skydeck - Willis Tower Admission
NZ$76
per adult
100% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
NZ$42
per adult
88% of travellers recommend

Chicago Crime and Mob Bus Tour
NZ$84
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



