Book Hotels in Historic Route 66

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Top Historic Route 66 hotels

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $135 total per night from Dec 16 to Dec 17
$135 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...
Would stay again.

Reviewed on Dec 3, 2025

Opens in a new windowSilversmith Hotel 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
$97 nightly
The price is $114 total per night from Dec 21 to Dec 22
$114 total
Dec 21 - Dec 22
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 ...
Very good. Great location.

Reviewed on Nov 30, 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
$86 nightly
The price is $101 total per night from Jan 4 to Jan 5
$101 total
Jan 4 - Jan 5, 2026
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, ...
Good

Reviewed on Nov 30, 2025

Opens in a new windowEurostars Magnificent Mile
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $100 total per night from Dec 14 to Dec 15
$100 total
Dec 14 - Dec 15
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. ...
Courteous staff Clean room

Reviewed on Dec 2, 2025

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundable
$87 nightly
The price is $102 total per night from Dec 11 to Dec 12
$102 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 staff, good location, close to transport and attractions

Reviewed on Nov 29, 2025

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
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. ...
Room was super cute. The staff was top tier friendly :)

Reviewed on Dec 3, 2025

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
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
$94 nightly
The price is $111 total per night from Dec 18 to Dec 19
$111 total
Dec 18 - Dec 19
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 ...
Great location, beautiful property, excellent breakfast, spacious rooms.

Reviewed on Dec 3, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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
$128 nightly
The price is $145 total per night from Dec 28 to Dec 29
$145 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 ...
We had a great time. Great service right from the beginning. Everyone was so polite and made our stay so positive. Will definitely stay there again.

Reviewed on Nov 28, 2025

Opens in a new windowPalmer House a Hilton 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
$116 nightly
The price is $136 total per night from Jan 2 to Jan 3
$136 total
Jan 2 - Jan 3, 2026
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

Reviewed on Dec 4, 2025

Opens in a new windowCongress Plaza Hotel
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