Historic Route 66 Vacation Packages 2026 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

$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

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

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

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

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

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

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

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

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.