Historic Route 66 Holidays
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Top hotels in Historic Route 66
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Fully refundable
The price is €124 per night from 2 Nov to 3 Nov
€124
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (3,329 reviews)
"Great"
Reviewed on 3 Oct 2025
Central Loop Hotel
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €176 per night from 19 Oct to 20 Oct
€176
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very Good! (1,860 reviews)
"Very affordable way to stay downtown with walking distance to major attractions and the train station (Union Station). Nice and helpful staff, clean room."
Reviewed on 1 Oct 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €128 per night from 2 Nov to 3 Nov
€128
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (9,286 reviews)
"The lobby is gorgeous! That being said our room….. the bathroom was falling apart. Our room felt like a cheap motel. The staff was extremely nice and helpful. The location is perfect."
Reviewed on 4 Oct 2025
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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