Great River Road Ski Vacations
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Top Ski vacation packages in Great River Road
Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown
Downtown Chicago
￥262,870
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
The front desk was super friendly and helpful. Breakfast was great. The whole property needs a good clean, top to bottom.
Reviewed on Aug 29, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
￥273,598
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,654 reviews)
We were supposed to be in NYC but our flight got canceled. The lady at the front desk was so accommodating and understanding of our situation and upgraded our room. She was absolutely amazing and made our anniversary extra special. Thank you again for everything. We will definitely be back.
Reviewed on Aug 29, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
￥274,777
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,314 reviews)
I stayed at the Fairmont for my birthday and attended the BTS concert. All staff that we encountered from the bellmen outside, check in, cleaning staff were all friendly and always asked how our stay has been going. I met the director of the hotel in the elevator and he also introduced himself and if we needed anything, to mention him. 10/10 for all staff. Our room and bathroom were very clean upon arrival and spacious as well and didn’t feel like we were on top of each other and had room to move around and get ready. I also loved the signature Le Labo scent for the hotel. I would definitely recommend this hotel and will stay here the next time I’m in Chicago!
Reviewed on Aug 29, 2026
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View all trips5* Ski vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
￥1,131,944
per person
Nov 6 - Nov 9
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
The service and the staff iare incredible, do professional!!
So many details!
My husband and I were so happy!!
Reviewed on Aug 25, 2026
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View all trips3 Night Ski vacations in Great River Road
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View all trips4 Night Ski vacations in Great River Road
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See all available trips from Osaka to Great River Road
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
