Historic Route 66 Holidays

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Historic Route 66 Holiday

Our pick of the best Historic Route 66 Hotel Deals

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundable
The price is NZ$354 per night from 5 Oct to 6 Oct
NZ$354
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (3,370 reviews)
"Decent property overall."

Reviewed on 25 Sept 2025

Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$354 per night from 5 Oct to 6 Oct
NZ$354
5 Oct - 6 Oct
includes taxes & fees
8.4/10 Very Good! (1,861 reviews)
"Another very good Club Quarter! Although the room wasn’t very large, we had everything we needed. Location is EXCELLENT and we were able to walk anywhere. The gym is well maintained and the meeting room (where you can print your boarding passes) is a nice area, perfect for relaxing while having a ..."

Reviewed on 22 Sept 2025

Central Loop Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,307 reviews)
"Parking situation is ridicules, hallways carpet very filthy. I understand it’s an older hotel but needs to be kept up. Bathroom door didn’t even close."

Reviewed on 25 Sept 2025

Get rates
Congress Plaza Hotel
See all 19,154 properties in Historic Route 66
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.