Historic Route 66 Luxury Vacations
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Top Luxury vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
The Hacienda & Spa at Hotel Santa Fe
Downtown Santa Fe
￥352,905
per person
Oct 28 - Nov 2
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Albuquerque (ABQ)
9.4/10 Exceptional! (1,000 reviews)
Welcoming and helpful staff. My boys enjoyed the continental breakfast every morning while mom enjoyed the complementary happy hour in the evenings. The suite was spacious.
Awesome location. Although half the hotel is unavailable and there is no restaurant on site currently. There are great restaurants in walking distance. The pool is unheated and hot tub is out of order. The pool area could use some tlc.
Reviewed on Sep 3, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
￥456,116
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
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See all available trips from Tokyo to Historic Route 66
View all trips5* Luxury vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
￥456,116
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
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See all available trips from Osaka to Historic Route 66
View all trips3 Night Luxury vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Fukuoka to Historic Route 66
View all trips4 Night Luxury vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Downtown Chicago
￥288,379
per person
Nov 30 - Dec 3
found 23 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Hotel was clean and well kept. The staff were friendly and helpful. Great location as well
Reviewed on Sep 4, 2026
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See all available trips from Osaka 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.
