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Discover the most popular places to visit in Eastern Shore
Ocean City Boardwalk
9.0/10 (11,302 reviews)
This historic three-mile boardwalk has delighted visitors with ocean views and carnival charm since 1902. Savour local favourites like Thrasher's French Fries while exploring vintage amusement rides at Trimper's.
Ocean City Beach
9.2/10 (10,973 reviews)
This classic 10-mile stretch of Atlantic shoreline pairs pristine sand with a vibrant, attraction-filled boardwalk. Enjoy free beach access year-round, with seasonal festivals adding extra charm to your coastal getaway.
Jolly Roger Amusement Park
8.2/10 (3,806 reviews)
This dual-location amusement park features ocean-view rides at the Pier and thrilling water attractions at 30th Street. Enjoy illuminated attractions and panoramic Atlantic views from the Giant Wheel.
Roland E. Powell Convention Center
8.0/10 (2,358 reviews)
This modern bayfront venue hosts Ocean City's premier events, from trade shows to concerts. Enjoy panoramic water views while attending diverse exhibitions in its state-of-the-art facilities.
Inlet Park
8.6/10 (1,457 reviews)
Gaze across the Atlantic towards Assateague Island from this peaceful coastal viewpoint. The park's wooden "Whispering Giant" sculpture honours Native American heritage while offering wildlife spotting.
Frontier Town Water Park and Golf
9.0/10 (2 reviews)
This Western-themed water park combines thrilling slides and a lazy river with an Old West ambiance. Families can enjoy the 18-hole mini golf course with scenic waterfalls before cooling off in the splash pad.
"This is the second time we stayed at this rental and we chose to stay here again because it is a great location and within easy walking distance to the boardwalk. I parked my car and didn’t need to drive again until the morning that we left. So convenient. Great cozy 3rd floor apartment is comfortable and roomy enough for the 3 of us. Air conditioning works well, beds are comfortable and decor is nice. Thanks again!"
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.
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.
How can I book the best ski holiday to Eastern Shore in 2026/2027?
Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Eastern Shore. 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 Shore ski holidays?
Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Eastern Shore 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 Shore?
Use our handy last-minute deals page to look for ski holidays to Eastern Shore 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 Shore?
Eastern Shore 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 Shore?
All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Eastern Shore. 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 Shore?
Ski season in Eastern Shore 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 Shore 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 Shore 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 Shore that offer it.
Why should I book a ski holiday package in Eastern Shore 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.