Western Maryland Ski Holidays

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Planning your Western Maryland ski holiday

How can I book the best ski holiday to Western Maryland in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Western Maryland. 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 Western Maryland ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Western Maryland 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 . Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Western Maryland?

Use our handy last-minute deals page to look for ski holidays to Western Maryland 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 Western Maryland?

Western Maryland 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 Western Maryland?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Western Maryland. 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 Western Maryland?

Ski season in Western Maryland 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 Western Maryland 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 Western Maryland 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 Western Maryland that offer it.

Why should I book a ski holiday package in Western Maryland 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.

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
Stay at this business-friendly hotel in Clear Spring. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,003 reviews)
"The hotel was good - it is in a convenient location, clean room, friendly staff. The only issue (and it is not the fault of the hotel) is that the town has a volunteer fire department post near the hotel that uses what sounds like a tornado siren to notify volunteers and it went off 4 times in ..."

Reviewed on 4 Jul 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
Stay at this business-friendly hotel in Emmitsburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.2/10 Very Good! (583 reviews)
"I’m going back!"

Reviewed on 21 May 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 Wi-Fi, free parking and a picnic area. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
9.2/10 Wonderful! (348 reviews)
Beautiful cabin
"Very relaxing and peaceful"

Reviewed on 29 Jun 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.

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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.