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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.
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.
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 great Eastern Shore family holiday packages?
How can I book a family-friendly Eastern Shore holiday with Expedia?
At Expedia, we’ve mastered the recipe for ideal Eastern Shore family getaways. Use our handy filters to find an array of options that’ll thrill the whole crew. Set budget filters to match your spending limits, and sort by accommodation size to prioritise “family-friendly” choices at the top of your search results.
How can I find cheap Eastern Shore family holiday packages?
Ignite young imaginations without breaking the bank on your family holiday in Eastern Shore. Apply our price filter to uncover fantastic budget-friendly family holiday packages. Plus, you might snag discounts by bundling your hotel and flight. Some packages even come with a car rental at your destination.
How do I select the perfect family holiday package for Eastern Shore?
In your search, apply filters for family Eastern Shore trip packages and sort by accommodation size to bring family-friendly options to the forefront. These criteria will unveil incredible deals, from Eastern Shore family beach getaways to luxurious family holiday packages in Eastern Shore.
How can I find excellent family holiday deals in Eastern Shore?
Plan your Eastern Shore family holiday effortlessly with our user-friendly search tools. Select luxurious waterfront hotel suites boasting ocean views. Choose thrilling family ATV adventures, or massive pools with slides to keep the kids entertained.
How can I discover last-minute Eastern Shore family holiday deals?
It’s easy, and there are loads of last-minute family holiday deals for Eastern Shore. Just enter your travel dates on Expedia and unlock great options, whether it’s a month or a day away. Use the “family-friendly” filter for quick access to family-focused accommodations.
How can I find Eastern Shore pet-friendly family holiday packages?
At Expedia, we’ve got the secret ingredients for the perfect pet-friendly family Eastern Shore holiday. Our handy filters help you search a huge range of options and book a holiday that keeps your family and pets happy.
Are there family spa Eastern Shore holiday packages?
Enjoying a family holiday in Eastern Shore doesn’t mean you have to skip spa day. Simply use our filters to see what family spa holiday options are available in Eastern Shore.
Can I find great weekend family holiday packages in Eastern Shore?
Absolutely. Embark on a fun 2026 weekend getaway to Eastern Shore with ease. Type in your location, price, and date preferences in your Expedia search, and let us reveal the hidden gems for you.
Why book family Eastern Shore holiday with Expedia?
With Expedia, your best Eastern Shore family holiday is just a click away. Easily discover fantastic deals and plan a trip that will thrill your kids. Our handy filters unlock a world of options, ensuring an exciting adventure for you and your family.