Historic Route 66 Vacations from $443
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.
Remodeled and Inviting Free EV
Save 100% on your flight
Price was $742, price is now $443 per person
$443
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was excellent, and the home was very warm and welcoming.
Reviewed on Jun 25, 2026
The Wildwood Hotel
Price was $884, price is now $473 per person
$473
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,668 reviews)
Everything was great. Staff was very helpful and friendly. I will definitely stay here next time I am in Missouri.
Reviewed on Aug 1, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Price was $4,658, price is now $2,714 per person
$2,714
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
I’m from Chicago and I think. It’s the best hotel in the city
Reviewed on Aug 2, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,354, price is now $805 per person
$805
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)
Comes with all the comforts of
Home.
Reviewed on Jul 29, 2026
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $950, price is now $569 per person
$569
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,935 reviews)
Great location, spacious room. Really comfy bed.
Reviewed on Aug 1, 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
$67 nightly
The price is $79 total per night from Aug 9 to Aug 10
$79 total
Aug 9 - Aug 10
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 1 to Sep 2
$103 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (771 reviews)
"Great place to stay that is very clean."
Reviewed on Aug 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
$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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
