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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 Kid friendly Eastern Shore Hotels
Holiday Inn Express Annapolis East-Kent Island by IHG
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 find the best family vacation packages in Eastern Shore?
For fam-tastic vacation packages in Eastern Shore, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.
How can I book family-friendly vacations in Eastern Shore on a budget?
For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.
What does a family trip to Eastern Shore cost?
You could book your amazing family trip to Eastern Shore just . But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.
Can I book an all-inclusive Eastern Shore family vacation package?
Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.
How can I plan a fun family vacation in Eastern Shore?
Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.
How can I find Eastern Shore family vacation deals?
Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Eastern Shore landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.
Can I book a Eastern Shore family vacation package with free cancellation and/or flexible dates?
Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.
Why should I book my Eastern Shore family trip with Expedia?
You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.