South Side Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 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
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Top Ski vacation packages in South Side
Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was ￥266,878, price is now ￥253,360 per person
￥253,360
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
7.8/10 Good! (26 reviews)
Very very clean. Great walkable location
Reviewed on Oct 29, 2025
Omni William Penn Hotel
Downtown Pittsburgh
Price was ￥287,261, price is now ￥266,238 per person
￥266,238
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
9/10 Wonderful! (1,724 reviews)
Only reason it wasn’t a Five Star
Rooms were not available At 4 pm
Hour after check in
Love the Hotel, great place
Reviewed on Oct 31, 2025
Fairmont Pittsburgh
Downtown Pittsburgh
Price was ￥282,254, price is now ￥264,866 per person
￥264,866
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,008 reviews)
Everything was wonderful! I will be back next yer for sure
Reviewed on Oct 29, 2025
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was ￥275,136, price is now ￥261,921 per person
￥261,921
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
Not impressed with breakfast, but location was excellent, elevator was fast, service was good
Reviewed on Oct 14, 2025
DoubleTree by Hilton Pittsburgh Airport
Price was ￥270,425, price is now ￥257,650 per person
￥257,650
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,013 reviews)
Airport shuttle was great. People in the front desk was great as well. Room service not so good, they forgot to leave towels and when we asked to do our room they forgot twice.
Reviewed on Oct 31, 2025
3 Night Ski vacations in South Side
Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was ￥266,878, price is now ￥253,360 per person
￥253,360
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
7.8/10 Good! (26 reviews)
Very very clean. Great walkable location
Reviewed on Oct 29, 2025
Omni William Penn Hotel
Downtown Pittsburgh
Price was ￥287,261, price is now ￥266,238 per person
￥266,238
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
9/10 Wonderful! (1,724 reviews)
Only reason it wasn’t a Five Star
Rooms were not available At 4 pm
Hour after check in
Love the Hotel, great place
Reviewed on Oct 31, 2025
Fairmont Pittsburgh
Downtown Pittsburgh
Price was ￥282,254, price is now ￥264,866 per person
￥264,866
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,008 reviews)
Everything was wonderful! I will be back next yer for sure
Reviewed on Oct 29, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
