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
$178 nightly
The price is $209 total per night from Oct 30 to Oct 31
$209 total
Oct 30 - Oct 31
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. ...
"This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location."

Reviewed on Sep 30, 2025

Opens in a new windowcitizenM Chicago Downtown
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
$301 nightly
The price is $348 total per night from Oct 30 to Oct 31
$348 total
Oct 30 - Oct 31
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a ...
"Outstanding place to stay in downtown Chicago"

Reviewed on Sep 30, 2025

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
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
$144 nightly
The price is $170 total per night from Nov 3 to Nov 4
$170 total
Nov 3 - Nov 4
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 ...
"The hotel and room was very clean we stayed on the 18th floor and the view outside was so amazing especially at night ."

Reviewed on Sep 29, 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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
$144 nightly
The price is $169 total per night from Nov 2 to Nov 3
$169 total
Nov 2 - Nov 3
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 ...
First time to Chicago
"Excellent location! Quick walk to the train, and centrally located to walk every where we wanted to visit. Adrian greeted us upon arrival and made us feel like we were coming home! Not just upon arrival but every time we stepped into the lobby! Her kindness and welcoming persona was felt by all! ..."

Reviewed on Sep 30, 2025

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

Central Loop Hotel

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from Nov 2 to Nov 3
$169 total
Nov 2 - Nov 3
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 24-hour business center and free WiFi in public ...
"Staff so helpful Thanks!"

Reviewed on Sep 30, 2025

Opens in a new windowCentral Loop 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
$189 nightly
The price is $221 total per night from Nov 3 to Nov 4
$221 total
Nov 3 - Nov 4
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 is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go."

Reviewed on Oct 1, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Oct 19 to Oct 20
$210 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge ...
"Just a short stroll from the hotel, you'll find popular spots like grocery stores, Nordstrom, Starbucks, and many other exciting destinations."

Reviewed on Oct 1, 2025

Opens in a new windowHilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
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 ...
"Multiple shopping options"

Reviewed on Oct 3, 2025

Opens in a new windowCongress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
Good for 3 nights
"The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..."

Reviewed on Sep 30, 2025

Opens in a new windowFreehand Chicago
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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.

Recent Historic Route 66 hotel reviews by fellow wanderers

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"It was a solid option!"
A verified traveler stayed at Palmer House a Hilton Hotel
Palmer House a Hilton Hotel

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