Pittsburgh Ski Vacations

Book a Ski Hotel + Flight or Car together to unlock savings

4 Night Ski vacations in Pittsburgh

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Pittsburgh East - Monroeville

Red Roof Inn PLUS+ Pittsburgh East - Monroeville

$446
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pittsburgh (PIT)
6/10 (1,008 reviews)
Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

$721
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pittsburgh (PIT)
8.8/10 Excellent! (756 reviews)
SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square

Larimer
$701
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,006 reviews)
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Planning your Pittsburgh ski vacation

What are some things I should consider when booking a Pittsburgh ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Pittsburgh ski packages?

Right now, ski trips start at just $446. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Pittsburgh?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Pittsburgh. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Pittsburgh cost?

Sensational ski trips to Pittsburgh start from $446. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Pittsburgh?

The best time to hit the slopes in Pittsburgh depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Pittsburgh ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

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

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Pittsburgh with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Pittsburgh ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Pittsburgh Hotels

Hampton Inn Pittsburgh/Monroeville

Hampton Inn Pittsburgh/Monroeville

3000 Mosside Blvd Monroeville PA
  • 38 min drive from PNC Park
Book a stay at this ski hotel in Monroeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.2/10 Very Good! (1,095 reviews)
"Everything was clean and breakfast was great."

Reviewed on Aug 23, 2026

Hampton Inn Pittsburgh/Monroeville
Comfort Suites Monroeville - Pittsburgh East

Comfort Suites Monroeville - Pittsburgh East

2731 Mosside Blvd Monroeville PA
  • 38 min drive from PNC Park
Book a stay at this business-friendly hotel in Monroeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,014 reviews)
"Front Desk person could have been more courteous during check in and check out. Everything else was satisfactory."

Reviewed on Aug 24, 2026

Comfort Suites Monroeville - Pittsburgh East
Red Roof Inn PLUS+ Pittsburgh East - Monroeville

Red Roof Inn PLUS+ Pittsburgh East - Monroeville

2729 Mosside Blvd Monroeville PA
  • 39 min drive from PNC Park
Stay at this hotel in Monroeville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Red Roof Inn PLUS+ Pittsburgh East - Monroeville
See all 2,052 properties in Pittsburgh
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$48
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
90% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

$33
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
See all activities in Pittsburgh

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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.