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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. Savor local favorites 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.
Inlet Park
8.6/10 (1,457 reviews)
Gaze across the Atlantic toward Assateague Island from this peaceful coastal viewpoint. The park's wooden "Whispering Giant" sculpture honors Native American heritage while offering wildlife spotting.
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.
Northside Park
8.2/10 (1,682 reviews)
Ocean City's largest park spans 58 acres with sports fields, playgrounds, and piers extending into Assawoman Bay. Stroll along scenic waterfront paths or attend popular summer events like Sundaes in the Park.
Top Ski Eastern Shore Hotels
Fins Up Unit #1 - On The Bayside - Downtown - Spacious Unit!
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.
What are some things I should consider when booking a Eastern Shore 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 Eastern Shore ski packages?
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 Eastern Shore?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Eastern Shore. 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 Eastern Shore cost?
Sensational ski trips to Eastern Shore 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 Eastern Shore?
The best time to hit the slopes in Eastern Shore 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 Eastern Shore 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 Eastern Shore 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 Eastern Shore with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Eastern Shore ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.