
Historic Route 66 Vacations from $406
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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
$406
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,657 reviews)
Friendly staff. Building is very run down. Paint in rooms pealing. Tiles in bathroom have years of buildup. Sheets were very cheap. Pillows were cheap. AC was loud, with broken parts.
Reviewed on Sep 5, 2026


Hotel Riu Plaza Chicago
Downtown Chicago
$574
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
The hotel was so amazing for us. Staff was accommodating and helped us immensely. The restaurant for breakfast and the roof top wil keep you coming back. We will try to stay there as much as we can while in Chicago.. Lester and Luis at the restaurants need a bonus. They kept the breakfast crowd well organized.
Reviewed on Sep 4, 2026


Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$1,142
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
My family (of 4) stayed 5 days/4 nights. The room had a beautiful view. The room itself was very nice too! Front desk staff were nice and helpful. The only thing we didn't like was the housekeeping. We requested more towels because only 3 towels were in the bathroom, and we needed one more. It took a long time for it to be sent to our room. We had to request 4 towels every time, which was annoying. Also, there were 2 days our room was not cleaned, even after we requested housekeeping. Other than that, the hotel itself was great. We ate at the restaurant downstairs for breakfast and dinner on occasion. The surrounding area was beautiful and picturesque. We would stay at Sable Hotel again!
Reviewed on Sep 3, 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
$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
$88 nightly
$103 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
Sep 7 - Sep 8
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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