
Historic Route 66 Vacations from $322
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
$486
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
This is a very nice hotel. Beautifully decorated and very elegant. But, if you don't like using the hotel app on your phone to get things done, you may not like it. The rooms are big and comfortable, but the TV situation is a huge issue. I think they use wireless and a smart TV, but there is no way to change channels and the remote control is a real pain. There is no guide, but they have you use your phone to check see what the channels are, but there's no way to know what's on. If you want to use your streaming apps, it's another pain. I gave up.
However, the breakfast buffet is excellent and run with such efficiency it is really impressive. And the coffee in the room is good if you miss breakfast. There isn't any room service, but you can order on the app and go pick it up. Not great.
The location is a very busy spot which would make it seem great for taxis but not really. However it is so close to N. Michigan Ave that it doesn't really matter.
Reviewed on Sep 6, 2026

Remodeled and Inviting Free EV
$328
per person
Oct 23 - Oct 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9/10 Wonderful! (2 reviews)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026


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View all tripsHistoric Route 66 Hotel Deals

Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
Fully refundableReserve now, pay when you stay
$64 nightly
$75 total
Sep 13 - Sep 14
Total with taxes and fees

Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
$94 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$46 nightly
$51 total
Oct 5 - Oct 6
Total with taxes and fees
7.4/10 Good! (315 reviews)
"Good 3 beds Family room"
Reviewed on Sep 5, 2026
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.
Find the Best Historic Route 66 Vacation Packages
Historic Route 66 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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