
Historic Route 66 Vacations from $250
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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
$250
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
We have stayed at Wildwood several times in the course of a decade, and it has been consistently reliable place to stay as a family. Rooms are clean and decent in size, and staff is friendly and polite. Breakfast is just okay - it is not something I would stay to enjoy. We parked on the street on this occasion and somewhat regretted it. It's a safe place, but it rained overnight, and somehow the car got dirtier. Outside maintenance (plants, etc) has not been kept up, and garden looks sad - but Missourian August has been brutally hot this year. It's a safe place to park on the street, but parking garage is convenient and free; it is where police parks as well. Next time we will use the garage.
Reviewed on Aug 14, 2026

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
$274
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (2,711 reviews)
We stayed at this hotel over Pokémon GO weekend. The hotel and everywhere around it were packed with 1000s of people, but you would not have known it. The staff were wonderful and the property looked great. There's an L stop right by the hotel. I'd highly recommend it.
Reviewed on Aug 15, 2026

Level Chicago Fulton Market
Downtown Chicago
$737
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 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
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
"Just a stop over hotel, but it was well run and managed and we enjoyed it."
Reviewed on Aug 15, 2026

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

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$58 nightly
$64 total
Aug 16 - Aug 17
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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