Historic Route 66 Vacation Packages 2026 from $463

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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

Save 100% on your flight

$463

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

9.2/10 Wonderful! (1,653 reviews)

Beautiful place in a great location. Very quiet. Staff were friendly and helpful.

Reviewed on Sep 2, 2026

Residence Inn by Marriott St. Louis West County

$487

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to St. Louis (STL)

9.2/10 Wonderful! (265 reviews)

The hotel is the model of a well maintained and managed is.

Reviewed on Aug 30, 2026

Westgate Branson Woods Resort and Cabins

Shepherd of the Hills

Save 100% on your flight

$561

per person

Nov 2 - Nov 9

found 18 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Springfield (SGF)

8.6/10 Excellent! (1,113 reviews)

Clean room comfy

Reviewed on Sep 1, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$1,058

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (2,003 reviews)

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$587

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (520 reviews)

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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

$63 nightly

$74 total

Sep 13 - Sep 14

Total with taxes and fees

7.8/10 Good! (1,008 reviews)

"If you are heading to the Grand Canyon a stay at this motel is not to be missed! We initially chose it for proximity to the Grand Canyon, Ramada reputation and great room prices. While not a five star hotel in terms of age, infrastructure and amenities it is very clean, with comfortable mod cons ..."

Reviewed on Aug 31, 2026

Quality Inn Holbrook near Petrified Forest

2602 Navajo Blvd Holbrook AZ

Fully refundableReserve now, pay when you stay

$94 nightly

$109 total

Oct 3 - Oct 4

Total with taxes and fees

The L Motel - Downtown Flagstaff

121 S. Milton Rd Flagstaff AZ

Fully refundableReserve now, pay when you stay

$52 nightly

$58 total

Sep 3 - Sep 4

Total with taxes and fees

See all 20,007 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.