Historic Route 66 Vacations from $371
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was $608, price is now $371 per person
$371
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (468 reviews)
Room was amazing and beautiful and comfortable
Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous
Reviewed on Mar 1, 2026
Westgate Branson Woods Resort and Cabins
Shepherd of the Hills
Save 100% on your flight
Price was $1,059, price is now $494 per person
$494
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (SGF)
8.2/10 Very Good! (1,012 reviews)
Everything was great. Had some noisy neighbors but they quieted down about 10:30. Front desk was very nice and accommodating
Reviewed on Mar 12, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $925, price is now $554 per person
$554
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Good breakfast, excellent service, unfortunately, they don't have microwave service to heat food
Reviewed on Mar 13, 2026
The Inn at Vanessie
Downtown Santa Fe
Save 100% on your flight
Price was $1,390, price is now $858 per person
$858
per person
May 16 - May 23
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Albuquerque (ABQ)
8.8/10 Excellent! (1,001 reviews)
Everything was wonderful! We love staying here
Reviewed on Mar 12, 2026
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Historic Route 66 Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (9,918 reviews)
The hotel is very dated. Room had stale smell. Staff brought us extra sheets and fans to keep the room cooler. The staff what there is was helpful. No one really is around.
Reviewed on Mar 13, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $183 total per night from Mar 30 to Mar 31
$183 total
Mar 30 - Mar 31
Total with taxes and fees
9.4/10 Exceptional! (3,521 reviews)
Good breakfast, excellent service, unfortunately, they don't have microwave service to heat food
Reviewed on Mar 13, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Mar 22 to Mar 23
$149 total
Mar 22 - Mar 23
Total with taxes and fees
8.6/10 Excellent! (5,735 reviews)
Great location. Good amenities. Nice breakfast. Comfy beds. Quiet.
Reviewed on Mar 12, 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.
