
Historic Route 66 Vacations from $487
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.

The Wildwood Hotel
Price was $934, price is now $487 per person
$487
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,668 reviews)
Awesome property! Great location, great amenities and breakfast, and an awesome staff!! Rooms are always clean and spacious. We stay here several times a year, and are never disappointed. Highly recommend!
Feedback: please get new pillows for the beds!!! The pillows are in need of an upgrade!!
Travelers - good idea to bring your own pillows.
Reviewed on Aug 3, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $3,177, price is now $1,774 per person
$1,774
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Very nice. Would stay again. Rooftop bar quite small so need a reservation.
Reviewed on Aug 4, 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
$65 nightly
The price is $77 total per night from Aug 10 to Aug 11
$77 total
Aug 10 - Aug 11
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"The hotel had a variety of room setups including one with 3 queen beds. The bathrooms need a major update. The carpets need cleaned."
Reviewed on Jul 28, 2026

Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Sep 2 to Sep 3
$103 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (778 reviews)
"Older hotel but flooring was new LVP. Ice machine near front was convenient. Front desk--at check in and check out/breakfast were pleasant."
Reviewed on Aug 3, 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
$67 nightly
The price is $74 total per night from Sep 1 to Sep 2
$74 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (730 reviews)
"Clean room and comfortable stay"
Reviewed on Jul 29, 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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