Historic Route 66 Vacations from $377

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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

$377
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,665 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
$628
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,960 reviews)
Great location in downtown Chicago. Building was very quaint and the staff was extremely friendly and accommodating!

Reviewed on Aug 30, 2026

HoteLumiere at the Arch Hotel & Casino - A Caesars Rewards Destination

HoteLumiere at the Arch Hotel & Casino - A Caesars Rewards Destination

Downtown St. Louis
Save 100% on your flight
$405
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
6.8/10 (1,004 reviews)
The Cheshire

The Cheshire

Save 100% on your flight
$531
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
Really cool place to stay recommend it!!

Reviewed on Aug 29, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
$496
per person
Oct 23 - Oct 25
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

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 20 - Sep 21
Total with taxes and fees
Ramada by Wyndham Williams/Grand Canyon Area
The L Motel - Downtown Flagstaff

The L Motel - Downtown Flagstaff

121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$45 nightly
$50 total
Aug 31 - Sep 1
Total with taxes and fees
7.4/10 Good! (311 reviews)
"This is an extreme budget hotel. The staff was very friendly, the room was very clean. It is in a great location. There is a microwave and fridge in the room and an ice machine available. The bed was not very comfortable but we were just passing through town and the price was unbelievably low. For ..."

Reviewed on Aug 29, 2026

The L Motel - Downtown Flagstaff
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
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (807 reviews)
"Welcoming and efficient front desk - clean room - comfortable bed. Minimal pet fee and solid breakfast - great overnight for road trip cross country"

Reviewed on Aug 30, 2026

Quality Inn Holbrook near Petrified Forest
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.

Find the Best Historic Route 66 Vacation Packages

Historic Route 66 Essential Information

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