
Historic Route 66 Vacations from $244
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.


Lodge Geneva National
Save 100% on your flight
Price was $1,083, price is now $696 per person
$696
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,375 reviews)
The Lodge is still under renovations. Our room was missing things like a headboard and bedside tables. The water pressure was weak. The amenities were nice for a family stay. It might be great once it’s all done. I wish we knew before booking.
Reviewed on Jun 27, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,035, price is now $670 per person
$670
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
The hotel is perfectly located near major tourist attractions, restaurants, and shops—all within easy walking distance. The rooms are clean, spacious, and equipped with all the essential amenities. The only downside is the lack of on-site parking; guests must park across the street for $55 per day.
Reviewed on Jul 2, 2026

Residence Inn by Marriott St Louis Downtown
Midtown
Price was $910, price is now $595 per person
$595
per person
Sep 21 - Sep 25
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
7.8/10 Good! (1,001 reviews)
Poor quality and not clean. No up keep on the Property. Dirty pull out couch, so much that I wouldn’t put my kid on it. Bathroom door would not close.
Reviewed on Jul 1, 2026

Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,461, price is now $1,616 per person
$1,616
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
This was our first stay at a Four Seasons — if there was 6 stars for the staff, I'd give it. Upon arrival, we were running late and trying to make an event. The Bellman immediately said he'd arrange transportation for us after we quickly went to the restrooms. We come back down to discover that he was going to drive us in the hotel's car —amazing service! And that's how the entire stay went. Amazing service, clean everything, amenities beyond expectations — it was a splurge, but a well worth one and we'll be back again!
Reviewed on Jul 2, 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
$76 nightly
The price is $89 total per night from Jul 9 to Jul 10
$89 total
Jul 9 - Jul 10
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"Clean room :)"
Reviewed on Jun 28, 2026

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$44 nightly
The price is $49 total per night from Jul 6 to Jul 7
$49 total
Jul 6 - Jul 7
Total with taxes and fees
7.4/10 Good! (270 reviews)
"Looks can be deceiving, this place may look rough around the edges from the outside but for the best price and location in town this was exactly what I’m looking for and why I will highly consider it again when I come back to Flagstaff because it’s affordable and newly renovated"
Reviewed on Jul 2, 2026

Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood
14125 Hwy Z, I-44 and Hwy 28 Exit 163 St. Robert MO
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $69 total per night from Jul 13 to Jul 14
$69 total
Jul 13 - Jul 14
Total with taxes and fees
8.6/10 Excellent! (718 reviews)
"Even though request when booking wasnt relayed, the manager was very helpful to accommodate my needs. Worked with me to help with late check out do to basic graduation. Clean room, quiet. All around great choice to stay at."
Reviewed on Jun 30, 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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