Historic Route 66 Vacations from $277
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Branson Lakes Resort
Save 100% on your flight
Price was $1,982, price is now $1,046 per person
$1,046
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (SGF)
8.4/10 Very Good! (939 reviews)
The villas would wonderful! Everything was so clean and the beds were beyond comfortable. We will book again!
Reviewed on May 11, 2026
Harwelden Mansion
Maple Ridge
Save 100% on your flight
Price was $2,865, price is now $1,784 per person
$1,784
per person
Jun 22 - Jun 28
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
9.8/10 Exceptional! (35 reviews)
Staff was great, rooms were very clean.
Reviewed on Mar 26, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $807, price is now $543 per person
$543
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
It was a nice stay. The room (1 queen bed) was a bit smaller and outdated than expected but it was manageable for one person. The view was okay. They provided complimentary fruit and tea so that was nice. The lobby is nice as well. Also, you have to request daily housekeeping. I would say that the walkability was the best part! Within 10 min walk to nice shopping and restaurants. I would stay again for solo travel.
Reviewed on May 11, 2026
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Central Loop Hotel
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $171 total per night from May 25 to May 26
$171 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (2,136 reviews)
Good experience at All. Thanks
Reviewed on May 10, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $161 total per night from May 12 to May 13
$161 total
May 12 - May 13
Total with taxes and fees
8/10 Very Good! (10,212 reviews)
My favorite hotel in Chicago!
Reviewed on May 11, 2026
Avi Resort & Casino
10000 Aha Macav Pkwy Laughlin NV
$51 nightly
The price is $57 total per night from May 12 to May 13
$57 total
May 12 - May 13
Total with taxes and fees
8/10 Very Good! (4,684 reviews)
Best hotel in Laughlin has everything you need for a perfect get away stay. Amazing mothers day weekend here!
Reviewed on May 11, 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.