Historic Route 66 Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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
Top Ski vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Nashville to Historic Route 66
View all trips5* Ski vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
￥319,507
per person
Nov 16 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Service was superb. However, the mattress was too soft for me. The comforter has a bloody spot on it that should have been replaced.
Reviewed on Oct 12, 2026
Don't see what you're looking for?
See all available trips from Nashville to Historic Route 66
View all trips3 Night Ski vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Tokyo to Historic Route 66
View all trips4 Night Ski vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Nashville 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.
