Westchester Holidays
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Westchester Holiday
Our pick of the best Westchester Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 26 Apr to 27 Apr
NZ$233
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,062 reviews)
Great location but very old and run down..needs updates
Reviewed on 7 Apr 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 26 Apr to 27 Apr
NZ$278
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,075 reviews)
Staff was very friendly and helpful! Food in restaurant was very good. Very clean!!
Reviewed on 8 Apr 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is NZ$315 per night from 19 Apr to 20 Apr
NZ$315
19 Apr - 20 Apr
includes taxes & fees
8.6/10 Excellent! (5,815 reviews)
The pool was small and I felt like it was not clean. Kids couldn’t even see under water with their goggles. There were a lot of kids running around without parents and we had several knocks on our door from kids messing around. We did call down to the front desk and they sent security up immediately. ...
Reviewed on 7 Apr 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 Westchester
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.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
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 Westchester
Wendella's Lake and River Architecture Tour
NZ$75
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.
