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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 Aug 4 to Aug 5
$209 total
Aug 4 - Aug 5
Total includes 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 citizen M will seek out another one when we travel again"

Reviewed on Jul 23, 2025

citizenM 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
$276 nightly
The price is $318 total per night from Aug 22 to Aug 23
$318 total
Aug 22 - Aug 23
Total includes 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 ...
"It’s was an amazing!"

Reviewed on Jul 22, 2025

InterContinental 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 $169 total per night from Aug 24 to Aug 25
$169 total
Aug 24 - Aug 25
Total includes 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 ...
"Close to Magnificent Mile"

Reviewed on Jul 23, 2025

Hilton Chicago/Magnificent Mile Suites
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 refundable
$160 nightly
The price is $188 total per night from Aug 24 to Aug 25
$188 total
Aug 24 - Aug 25
Total includes 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. ...
"It was nicely located near the event we were there to visit. It was near Greektown and it gave us good options to walk or uber easily."

Reviewed on Jul 20, 2025

Crowne 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 refundableReserve now, pay when you stay
$131 nightly
The price is $154 total per night from Aug 10 to Aug 11
$154 total
Aug 10 - Aug 11
Total includes 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 ...
"Nice room. Great nespresso coffee maker. Perfect location."

Reviewed on Jul 21, 2025

Club Quarters Hotel, Central Loop, 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
$165 nightly
The price is $193 total per night from Aug 24 to Aug 25
$193 total
Aug 24 - Aug 25
Total includes 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 ...
"Staff was excellent"

Reviewed on Jul 23, 2025

Embassy Suites by Hilton Chicago Downtown River North
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 Jul 27 to Jul 28
$70 total
Jul 27 - Jul 28
Total includes taxes and fees
A casino, 4 restaurants, and an outdoor pool are all featured at this resort. Traveling for business? Take advantage of the free WiFi in public areas, express ...
"Great"

Reviewed on Jul 22, 2025

The Aquarius Casino Resort, BW Premier Collection
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $199 total per night from Aug 10 to Aug 11
$199 total
Aug 10 - Aug 11
Total includes 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 ...
"location is perfect for family"

Reviewed on Jul 22, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $160 total per night from Aug 24 to Aug 25
$160 total
Aug 24 - Aug 25
Total includes 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 ...
"Perfect location just the interior is way too dark …. It’s not a night club !"

Reviewed on Jul 22, 2025

Freehand 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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"It was amazing to stay at this pleasant, vintage-style hotel. It was a family vacation tour, and the location is excellent, as most attractions are either within walking distance or a $10-15 minute Uber ride away. They had a great Breakfast, but only from 6:30-9:30."
A verified traveler stayed at The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
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