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Top Historic Route 66 hotels
citizenM Chicago Downtown
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Dec 8 to Dec 9
$126 total
Dec 8 - Dec 9
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Loved the hotel, super cool vibe, central location and amazing staff ! Will be staying again !
Reviewed on Nov 21, 2025
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $166 total per night from Dec 21 to Dec 22
$166 total
Dec 21 - Dec 22
Total with taxes and fees
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 ...
The view from my room was absolutely amazing. This is one of the very few hotels whose view looks directly DOWN the river. Not at the river like legitimately looks down the river when you look straight out of your hotel room. It’s amazing. The rooms are a bit dated but the price was right for what ...
Reviewed on Nov 18, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
Great friendly service. Love having two rooms with one TV in each.
Reviewed on Nov 19, 2025
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Nov 23 to Nov 24
$104 total
Nov 23 - Nov 24
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack ...
Very courteous staff. Great location. Clean room.
Reviewed on Nov 17, 2025
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Nov 24 to Nov 25
$104 total
Nov 24 - Nov 25
Total with taxes and fees
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. ...
Our experience was fantastic! We called a few hours prior to check-in to see if we could park our car there early, and got a lovely man named Ronnie on the phone. He was so polite, helpful, and friendly. He let us know our room was already ready, that our reservation (through Hotels.com) included ...
Reviewed on Nov 15, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $145 total per night from Dec 21 to Dec 22
$145 total
Dec 21 - Dec 22
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express ...
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!
Reviewed on Nov 18, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Dec 21 to Dec 22
$102 total
Dec 21 - Dec 22
Total with taxes and fees
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 ...
Our stay was wonderful, great location and great hotel.
Reviewed on Nov 21, 2025
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $154 total per night from Dec 20 to Dec 21
$154 total
Dec 20 - Dec 21
Total with taxes and fees
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, ...
Good location, easily walkable
Reviewed on Nov 18, 2025
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Nov 24 to Nov 25
$136 total
Nov 24 - Nov 25
Total with taxes and fees
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 ...
Great location, nice people.
Reviewed on Nov 22, 2025
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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
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5 Star Hotels
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Recent Historic Route 66 hotel reviews by fellow wanderers
Congress Plaza Hotel
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great location, nice people. "
A verified traveler stayed at Congress Plaza Hotel
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