Western Maryland Ski Vacations

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

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Planning your Western Maryland ski vacation

What are some things I should consider when booking a Western Maryland 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 Western Maryland ski packages?

Fly down the slopes during low or shoulder season, either side of , for a ski package to please your purse. Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Western Maryland?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Western Maryland. 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 Western Maryland cost?

Sensational ski trips to Western Maryland start from . 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 Western Maryland?

The best time to hit the slopes in Western Maryland 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 Western Maryland 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 Western Maryland 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 Western Maryland with Expedia?

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

Top Ski Western Maryland Hotels

Holiday Inn Express & Suites Clear Spring  by IHG

Holiday Inn Express & Suites Clear Spring by IHG

2.5 out of 5
12426 Houck Avenue, Clear Spring, MD
  • 1 hour drive from Deep Creek Lake
Book a stay at this business-friendly hotel in Clear Spring. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"The staff was taking good care of the facility, but the building felt a little worn. The carpets were all getting swept, but need a good deep clean. The desk and breakfast crew were top notch. The food was good, hot, and ready. As we left we saw the lady in charge of the area moving each table individually ..."

Reviewed on Aug 16, 2025

Holiday Inn Express & Suites Clear Spring by IHG
Sleep Inn & Suites Emmitsburg

Sleep Inn & Suites Emmitsburg

2.5 out of 5
501 Silo Hill Pkwy, Emmitsburg, MD
  • 2 hours drive from Deep Creek Lake
Book a stay at this business-friendly hotel in Emmitsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (589 reviews)
"I love this place. Staff are amazing. Decent breakfast with the room. Rooms are clean."

Reviewed on Aug 3, 2025

Sleep Inn & Suites Emmitsburg
The Lodges at Sunset Village

The Lodges at Sunset Village

2 out of 5
23900 Garrett Hwy, McHenry, MD
  • 7 min drive from Deep Creek Lake
Stay at this hotel in McHenry. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
9.2/10 Wonderful! (355 reviews)
"very nice. Good location"

Reviewed on Aug 3, 2025

The Lodges at Sunset Village
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.