Book Hotels in Historic Route 66

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Top Historic Route 66 hotels

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Dec 24 to Dec 25
$126 total
Dec 24 - Dec 25
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. ...
Best stafff. Good room. Wish bed was a little softer. Room size good for a sleep only hotel but small if you’re looking to relax there

Reviewed on Nov 27, 2025

Opens in a new windowcitizenM Chicago Downtown
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $166 total per night from Dec 28 to Dec 29
$166 total
Dec 28 - Dec 29
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 ...
Nice

Reviewed on Nov 23, 2025

Opens in a new windowThe Royal Sonesta Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
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 ...
Yes

Reviewed on Nov 25, 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $120 total per night from Dec 29 to Dec 30
$120 total
Dec 29 - Dec 30
Total with taxes and fees
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
Great location, nice size room and amenities.

Reviewed on Nov 24, 2025

Opens in a new windowEurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Dec 11 to Dec 12
$108 total
Dec 11 - Dec 12
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 ...
Great room and enjoyable staff and amazing coffee!!

Reviewed on Nov 21, 2025

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Dec 7 to Dec 8
$108 total
Dec 7 - Dec 8
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. ...
Great

Reviewed on Nov 21, 2025

Opens in a new windowRiver Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $152 total per night from Dec 28 to Dec 29
$152 total
Dec 28 - Dec 29
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 ...
Our room was ok, small but clean. Bed and sheets were very nice. Bathroom was very small. Not a lot of amenities in the room. The beauty of this hotel are the public areas, the lobby and its location in the loop. Nice place, just the rooms were so so. Pretty good food options in the hotel also.

Reviewed on Nov 25, 2025

Opens in a new windowPalmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Dec 7 to Dec 8
$108 total
Dec 7 - Dec 8
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 ...
Hotel was so nice and the rooms were super clean and big

Reviewed on Nov 26, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $122 total per night from Dec 22 to Dec 23
$122 total
Dec 22 - Dec 23
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

Opens in a new windowCongress Plaza Hotel
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