Maryland Ski Holidays

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Planning your Maryland ski holiday

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

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

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book 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 Maryland?

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

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 Maryland?

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

Ski season in 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 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 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 Maryland that offer it.

Why should I book a ski holiday package in 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 Maryland Hotels

The Lodges at Sunset Village
The Lodges at Sunset Village
2 out of 5
23900 Garrett Hwy, McHenry, MD
The price is £272 per night from 7 Jul to 8 Jul
£272
7 Jul - 8 Jul
includes taxes & fees
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
Blue Moon Rising
Blue Moon Rising
3 out of 5
89 Blue Moon Rising Way, McHenry, MD
Stay at this 3-star cabin in McHenry. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
9.8/10 Exceptional! (32 reviews)
"Nice get away to relax if you want and enjoy nature and water. Cabin was very clean. I will be returning soon"

Reviewed on 4 May 2025

Blue Moon Rising
Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort Detrick
2.5 out of 5
1565 Opossumtown Pike, Frederick, MD
  • 2 hours drive from Ocean City Boardwalk
The price is £95 per night from 23 Jul to 24 Jul
£95
23 Jul - 24 Jul
includes taxes & fees
Stay at this hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (1,002 reviews)
"Clean, quiet, comfortablle and safe."

Reviewed on 4 Jul 2025

Hampton Inn & Suites Frederick-Fort Detrick
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.