Historic Route 66 Mountain Vacations

Book a Mountain Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Mountain vacation packages in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Trump International Hotel & Tower Chicago
Hotel Riu Plaza Chicago
LondonHouse Chicago, Curio Collection by Hilton
The Emily Hotel
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See all available trips from Osaka to Historic Route 66
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5* Mountain vacations in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Trump International Hotel & Tower Chicago
The Langham, Chicago
Don't see what you're looking for?
See all available trips from Osaka to Historic Route 66
View all trips

3 Night Mountain vacations in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Waldorf Astoria Chicago
Trump International Hotel & Tower Chicago
Don't see what you're looking for?
See all available trips from Osaka to Historic Route 66
View all trips

4 Night Mountain vacations in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
Don't see what you're looking for?
See all available trips from Tokyo to Historic Route 66
View all trips
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.