Southwest Pennsylvania Ski Holidays

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4 Night Ski holidays in Southwest Pennsylvania

Price found within the past 48 hours. Click for updated prices.
Courtyard Pittsburgh Airport Settlers Ridge

Courtyard Pittsburgh Airport Settlers Ridge

£1,022
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
9/10 Wonderful! (1,010 reviews)
Courtyard by Marriott Pittsburgh West Homestead/Waterfront

Courtyard by Marriott Pittsburgh West Homestead/Waterfront

West Homestead
£1,096
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
8.2/10 Very good! (1,004 reviews)
Customer service was great but hotel is outdated. Smell in the room. Wet carpet area by the AC unit. Fitness center was dirty. People who work there are great but I wouldn’t recommend this place to anyone. Didn’t really expect this from a Marriott. Skip!

Reviewed on 4 Aug 2026

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Planning your Southwest Pennsylvania ski holiday

How can I book the best ski holiday to Southwest Pennsylvania in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Southwest Pennsylvania. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Southwest Pennsylvania ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Southwest Pennsylvania accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £1,022. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Southwest Pennsylvania?

Use our handy last-minute deals page to look for ski holidays to Southwest Pennsylvania at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Southwest Pennsylvania?

Southwest Pennsylvania is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Southwest Pennsylvania?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Southwest Pennsylvania. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Southwest Pennsylvania?

Ski season in Southwest Pennsylvania generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Southwest Pennsylvania ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Southwest Pennsylvania ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Southwest Pennsylvania that offer it.

Why should I book a ski holiday package in Southwest Pennsylvania with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Things to do

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

£44
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

£36
per adult
100% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

£44
per adult
76% of travellers recommend
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.