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Top Historic Route 66 hotels

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$151 nightly
The price is $180 total per night from May 27 to May 28
$180 total
May 27 - May 28
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...
OK stay Could be better Wouldn’t stay again

Reviewed on May 3, 2026

Opens in a new windowHotel Riu Plaza Chicago
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
$139 nightly
The price is $165 total per night from May 10 to May 11
$165 total
May 10 - May 11
Total with taxes and fees
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 ...
I don’t understand the excellent reviews at this hotel. The hotel was in a great location. However the room was very dated and smelled of mildew and mold. Shower was filthy. Furniture was falling apart. Would not stay here again.

Reviewed on May 2, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $171 total per night from May 26 to May 27
$171 total
May 26 - May 27
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. ...
Staff was very friendly!

Reviewed on May 3, 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundable
$116 nightly
The price is $138 total per night from May 10 to May 11
$138 total
May 10 - May 11
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 ...
Staff was wonderful. Great location for exploring the city!

Reviewed on May 3, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
$149 nightly
The price is $177 total per night from May 25 to May 26
$177 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi ...
clean room, wonderful pool, breakfast was very good, everything felt effortless.

Reviewed on Apr 30, 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $138 total per night from May 10 to May 11
$138 total
May 10 - May 11
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 ...
Asked Expedia for an early check-in and was told it would be after three like it was supposed to be. It was very cold in Chicago and all we wanted to do is get in a room and begin the day. They promised they would call when our room is available and never ever did. So we walked around in cold Chicago ...

Reviewed on May 2, 2026

Opens in a new windowCentral Loop Hotel
The Aquarius Casino Resort, BW Premier Collection

The Aquarius Casino Resort, BW Premier Collection

3.5 out of 5
1900 S Casino Dr Laughlin NV
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from May 4 to May 5
$70 total
May 4 - May 5
Total with taxes and fees
A casino, 7 restaurants, and an outdoor pool are all featured at this resort. Traveling for business? Take advantage of the free WiFi in public areas, express ...
Basic accommodations. Staff friendly, pool and DJ family friendly.

Reviewed on May 3, 2026

Opens in a new windowThe Aquarius Casino Resort, BW Premier Collection
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
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 ...
Staff was wonderful.

Reviewed on May 3, 2026

Opens in a new windowHotel Felix River North/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
$125 nightly
The price is $149 total per night from May 8 to May 9
$149 total
May 8 - May 9
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 ...
The room was ok, no thermostat to control temp and was warmer than i would have liked. The bed was hard and made my back hurt. Staff did not answer the phone for about 30 min between 4 calls that i made before getting extra pillows. The doorman called transport for us and it took forever for him ...

Reviewed on May 3, 2026

Opens in a new windowCongress Plaza Hotel
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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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Staff was wonderful. Great location for exploring the city!"
A verified traveler stayed at Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago

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