Historic Route 66 Vacations from $370

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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

The Wildwood Hotel

$370
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
This was a very nice property and had a great area for our dogs. The front desk lady was very nice and there were treats for our dogs. We will definitely stay here again when in the St. Louis area. The room was clean and decorated nicely. Two thumbs up!!

Reviewed on Aug 20, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$894
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
$730
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Beautiful room & View!! Will definitely book again!

Reviewed on Aug 19, 2026

The Hacienda & Spa at Hotel Santa Fe

The Hacienda & Spa at Hotel Santa Fe

Downtown Santa Fe
Save 100% on your flight
$1,374
per person
Oct 8 - Oct 12
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albuquerque (ABQ)
9.4/10 Exceptional! (1,000 reviews)
Excellent location

Reviewed on Jul 15, 2026

The Cheshire

The Cheshire

Save 100% on your flight
$416
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Solid choice and I would go back in a heartbeat.

Reviewed on Aug 20, 2026

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Historic Route 66 Hotel Deals

Ramada by Wyndham Williams/Grand Canyon Area

Ramada by Wyndham Williams/Grand Canyon Area

950 N Grand Canyon Blvd Williams AZ
Fully refundableReserve now, pay when you stay
$59 nightly
$69 total
Aug 30 - Aug 31
Total with taxes and fees
Ramada by Wyndham Williams/Grand Canyon Area
Quality Inn Holbrook near Petrified Forest

Quality Inn Holbrook near Petrified Forest

2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
$95 nightly
$111 total
Aug 21 - Aug 22
Total with taxes and fees
8.8/10 Excellent! (792 reviews)
"Clean and comfortable."

Reviewed on Aug 20, 2026

Quality Inn Holbrook near Petrified Forest
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood

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
$64 nightly
$70 total
Sep 5 - Sep 6
Total with taxes and fees
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood
See all 20,001 properties in Historic Route 66
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

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Currency
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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.