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Top Historic Route 66 hotels
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is $189 total per night from Jan 24 to Jan 25
$189 total
per night
Jan 24 - Jan 25
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, conference space, and valet ...
I had a great stay here for my birthday weekend. The room was nice and clean. I had the perfect view. I will be returning!
Reviewed on Jan 13, 2026
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is $211 total per night from Feb 1 to Feb 2
$211 total
per night
Feb 1 - Feb 2
This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...
Great location. Hotel was clean and comfortable. Staff were very friendly and welcoming. Only problem is that I paid for parking ($92) with my reservation thru Hotels.com and now I see on my credit card that the hotel also charged me for parking. Now I have to fix that problem.
Reviewed on Jan 12, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is $94 total per night from Jan 25 to Jan 26
$94 total
per night
Jan 25 - Jan 26
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express ...
Very nice, check-in and check out fast and efficient. Staff very helpful and welcoming
Reviewed on Jan 14, 2026
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is $103 total per night from Jan 30 to Jan 31
$103 total
per night
Jan 30 - Jan 31
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
El lugar es espectacular
Reviewed on Jan 17, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is $103 total per night from Jan 30 to Jan 31
$103 total
per night
Jan 30 - Jan 31
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
Very good service
Reviewed on Jan 14, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
The price is $100 total per night from Feb 1 to Feb 2
$100 total
per night
Feb 1 - Feb 2
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Loved our stay here. We were pretty much in walking distance of all the good tourist sights and there was so much around that was convenient.
Reviewed on Jan 16, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is $182 total per night from Feb 1 to Feb 2
$182 total
per night
Feb 1 - Feb 2
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Nice size rooms, accommodating check in help, and great location
Reviewed on Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is $130 total per night from Jan 25 to Jan 26
$130 total
per night
Jan 25 - Jan 26
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
It was a great stay, we love out experience there 10/10 rooms clean, food amazing
Reviewed on Jan 12, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is $114 total per night from Jan 19 to Jan 20
$114 total
per night
Jan 19 - Jan 20
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
Staff was great. Toilet ran the whole time we were there. No hot water for the shower
Reviewed on Jan 13, 2026
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View all propertiesLowest 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.
Hotels in Historic Route 66 with star-rating
Check Historic Route 66 Hotels by Star Rating
5 Star Hotels
17 properties
Recent Historic Route 66 hotel reviews by fellow wanderers
LondonHouse Chicago, Curio Collection by Hilton
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"We love this hotel. It has absolutely everything you could want in amenities. The river views are great, the food and drinks on the property are always very good and the rooms are clean and nicely decorated. "
A verified traveler from Dover stayed at LondonHouse Chicago, Curio Collection by Hilton
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