Historic Route 66 Vacations from $371
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 20 hours 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 17 hours 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 $1,247, price is now $663 per person
$663
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Everyone that we encountered at the hotel was so helpful and so nice.
Reviewed on Mar 11, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $988, price is now $604 per person
$604
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well.
The location is excellent and i would go back.
Reviewed on Mar 4, 2026
The Wildwood Hotel
Save 100% on your flight
Price was $802, price is now $499 per person
$499
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,626 reviews)
Place was nice. Had handicap room. No living room type chair, just computer chair. Hot tub was like a four-seater and only two mild jets. Main pool half size of most and a nly went from 3 feet to 4 feet. Very small. Breakfast was excellent.
Reviewed on Mar 11, 2026
Don't see what you're looking for?
See all available trips from Idaho Falls to Historic Route 66
View all trips
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! (9,917 reviews)
Rooms a bit tired
Reviewed on Mar 12, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$132 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! (3,512 reviews)
Loud. Unexpected fees. Staff constantly watching you for what.
Reviewed on Mar 12, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Mar 22 to Mar 23
$143 total
Mar 22 - Mar 23
Total with taxes and fees
8.6/10 Excellent! (5,728 reviews)
Breakfast menu had great options for a family of five. Room was clean. I really like being able to text someone from the front desk to get questions answered. The location is excellent as well. Will definitely stay here again.
Reviewed on Mar 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 |
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
