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
- Rest easyPlan, book, and manage your trip all in one place
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 ￥67,529, price is now ￥59,169 per person
￥59,169
per person
Feb 15 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Nice rooms, beautiful building, good value, great location.
Reviewed on Jan 4, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was ￥72,447, price is now ￥64,859 per person
￥64,859
per person
Feb 15 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.
Reviewed on Jan 10, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
