
Historic Route 66 Vacations from $323
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
$323
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
in peak summer season they were having some major renovations that were incredibly loud all day long while trying to work and taking all the elevators and hallway space really couldn’t have been any more inconvenient i’m
Reviewed on Aug 15, 2026

The Wildwood Hotel
$349
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
It was nice, it didn't smell when walking in. Breakfast was mid... not hot items like meat or anything ... you can make your own waffles tho so that was cool.
Reviewed on Aug 15, 2026



Level Chicago – Old Town
Downtown Chicago
$595
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay.
Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that.
Overall a great spot. Affordable and lots of space with great views!
Reviewed on Aug 15, 2026
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Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
Fully refundableReserve now, pay when you stay
$62 nightly
$73 total
Sep 7 - Sep 8
Total with taxes and fees

Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
$93 nightly
$108 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (790 reviews)
"We needed a place to sleep on our trip back to Texas. We pulled in late. The lot was full. Very safe and clean. An older town and property but felt clean and had a lovely staff. Next morning we were the only car in lot at 8 am. Had breakfast and a coffee in the common area, which was also bright ..."
Reviewed on Aug 15, 2026

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$51 nightly
$57 total
Aug 17 - Aug 18
Total with taxes and fees
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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