Historic Route 66 Holidays
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Historic Route 66 Holiday
Our pick of the best Historic Route 66 Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$235 per night from 1 Apr to 2 Apr
NZ$235
1 Apr - 2 Apr
includes taxes & fees
8/10 Very Good! (9,991 reviews)
Building is not in good shape. Repairs that have been done have not been done well. Outlets and hinges painted over, fixtures that don't fit, and no hot water. Cheap furnishings and not clean. Do not recommend!
Reviewed on 27 Mar 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$279 per night from 9 Apr to 10 Apr
NZ$279
9 Apr - 10 Apr
includes taxes & fees
9/10 Wonderful! (3,989 reviews)
Close to everything we wanted to do and the lake and beach
Reviewed on 27 Mar 2026
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$298 per night from 5 Apr to 6 Apr
NZ$298
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (5,777 reviews)
We ended up with the stomach bug while we were on vacation, but the staff was all so responsive and helpful to us - allowing a later check-out time and bringing us bleach wipes. The texting feature was very helpful!
Reviewed on 26 Mar 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.
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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.
