Book Hotels in Historic Route 66

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

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
$224 nightly
The price is $263 total per night from Oct 1 to Oct 2
$263 total
Oct 1 - Oct 2
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. ...
"Good layout of the room, convenient check in and amenities. I would stay in this chain again."

Reviewed on Sep 24, 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
$331 nightly
The price is $383 total per night from Oct 1 to Oct 2
$383 total
Oct 1 - Oct 2
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 ...
"The intercontinental made my trip to Chicago perfect!"

Reviewed on Sep 25, 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
$161 nightly
The price is $189 total per night from Oct 22 to Oct 23
$189 total
Oct 22 - Oct 23
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 was super close to everything. We walked everywhere. One block off the Magnificent Mile."

Reviewed on Sep 23, 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 refundable
$168 nightly
The price is $197 total per night from Oct 5 to Oct 6
$197 total
Oct 5 - Oct 6
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 ...
"Decent property overall."

Reviewed on Sep 25, 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
$168 nightly
The price is $197 total per night from Oct 5 to Oct 6
$197 total
Oct 5 - Oct 6
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 ...
"Friendly and helpful staff. Perfect location!!"

Reviewed on Sep 23, 2025

Opens in a new windowCentral Loop Hotel
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
$187 nightly
The price is $220 total per night from Oct 1 to Oct 2
$220 total
Oct 1 - Oct 2
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 ...
"Hotel location was ideal. I felt safe. Room was clean and comfortable."

Reviewed on Sep 23, 2025

Opens in a new windowHilton Garden Inn Chicago Downtown/Magnificent Mile
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 Sep 29 to Sep 30
$70 total
Sep 29 - Sep 30
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 ...
"Fun place to visit"

Reviewed on Sep 22, 2025

Opens in a new windowThe 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
$152 nightly
The price is $179 total per night from Oct 26 to Oct 27
$179 total
Oct 26 - Oct 27
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 ...
Highly Recommend
"Great location and view. Everyone was pleasant."

Reviewed on Sep 27, 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
$131 nightly
The price is $154 total per night from Oct 28 to Oct 29
$154 total
Oct 28 - Oct 29
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 ...
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working."

Reviewed on Sep 24, 2025

Opens in a new windowFreehand Chicago
Don't see what you're looking for?
See all available properties in Historic Route 66
View all properties
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

Congress Plaza Hotel

Congress Plaza Hotel

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Location "
A verified traveler stayed at Congress Plaza Hotel
Congress Plaza Hotel
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity