A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Ski Holidays

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  • Discover the most popular places to visit in Eastern Maryland

    A boardwalk entrance with a sign reading "Boardwalk Maryland" and two lighthouse-style structures.

    Ocean City Boardwalk

    Rating: 9.0/10 (11,302 reviews)

    Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.

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    A coastal cityscape with a sandy beach, ocean waves, and high-rise buildings.

    Ocean City Beach

    Rating: 9.2/10 (10,973 reviews)

    Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.

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    A stone wall with the text "Roland E. Powell Convention Center" and a landscaped area with trees and shrubs.

    Roland E. Powell Convention Center

    Rating: 8.0/10 (2,358 reviews)

    Learn about the events happening in Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the breathtaking sunrises in this family-friendly area.

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    A beach with people, umbrellas, and sand.

    Maryland Beach

    Rating: 9.0/10 (5,506 reviews)

    Why not spend a care-free afternoon at Maryland Beach during your travels in Ocean City? Stroll along the seaside in this family-friendly area or visit its lively bars.

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    A carousel, a large statue, and a building with a neon sign.

    Jolly Roger Amusement Park

    Rating: 8.2/10 (3,806 reviews)

    Bring your family to Jolly Roger Amusement Park and enjoy this exciting theme park in Ocean City. Amble around this family-friendly area's seaside or seek out the golf courses.

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    A wooden boardwalk by a body of water with binoculars and a bench.

    Inlet Park

    Rating: 8.6/10 (1,457 reviews)

    Explore the lovely green spaces of Inlet Park and enjoy the golf courses in Ocean City. Stroll along the beautiful beaches or discover the area's breathtaking sunrises.

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    A vibrant amusement park with a Ferris wheel, a prize factory, and various rides and attractions.

    Jolly Roger at the Pier

    Rating: 8.4/10 (2,874 reviews)

    The old classics get a new spin at this waterfront fun park, which has an exciting collection of wild rides, high-octane roller coasters and traditional amusements.

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    Ripken Stadium

    Rating: 8.8/10 (165 reviews)

    Catch an event at Ripken Stadium during your trip to Aberdeen. You can attend a baseball game while in the area.

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    What to do in Eastern Maryland

    Funfull Family Package Delmarva

    Funfull Family Package Delmarva

    £523

    per adult

    0% of travellers recommend

    See all activities in Eastern Maryland

    Top Ski Eastern Maryland Hotels

    Fins Up Unit #1 - On The Bayside - Downtown - Spacious Unit!

    A two-story building with a balcony on the second floor, a staircase leading to the entrance, and a small porch area.
    • Address: Ocean City, MD, US
    • Location: 50.8 mi from Eastern Maryland
    • Guest rating: 10/10 (Exceptional, 2 reviews)
    • Price: £707, includes taxes & fees, 26 Nov - 27 Nov, for Top Ski Eastern Maryland Hotels
    • Review: Great location and had a great time. Great inside and plenty of room. Thank you!!!

    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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    Planning your Eastern Maryland ski holiday

    How can I book the best ski holiday to Eastern Maryland in 2026/2027?

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

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

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

    Eastern 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 Eastern Maryland?

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

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

    Why should I book a ski holiday package in Eastern 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.

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