A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Kid friendly Holidays

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  • Discover the most popular places to visit in Eastern Shore

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

    Ocean City Boardwalk

    Rating: 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.

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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)

    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.

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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)

    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.

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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)

    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.

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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)

    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.

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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)

    This lively boardwalk amusement park dazzles with iconic rides like the Giant Wheel and Looping Star Roller Coaster. Evening visits offer magical views when colourful lights illuminate against the Atlantic sky.

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    Salisbury University

    Rating: 8.4/10 (452 reviews)

    Salisbury University's picturesque campus blends historic and modern architecture. Explore the Patricia R. Guerrieri Academic Commons for panoramic views and check the event calendar for cultural performances.

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    What to do in Eastern Shore

    Funfull Family Package Delmarva

    Funfull Family Package Delmarva

    £523

    per adult

    0% of travellers recommend

    See all activities in Eastern Shore

    Top Kid friendly Eastern Shore Hotels

    Holiday Inn Express Annapolis East-Kent Island by IHG

    Two Adirondack chairs facing a calm body of water with a clear sky above.
    • Address: 1020 Kent Narrows Rd, Grasonville, MD, 21638, US
    • Location: 29.7 mi from Eastern Shore
    • Star rating: 2.5/5
    • Guest rating: 9.2/10 (Wonderful, 1002 reviews)
    • Price: £80, includes taxes & fees, 13 Dec - 14 Dec, for Top Kid friendly Eastern Shore Hotels
    • Review: Helpful staff, nice location on the river

    Grand Hotel Ocean City Oceanfront

    A beach view from a balcony with a wooden deck and a sandy beach in the foreground.
    • Address: 2100 N Baltimore Ave, Ocean City, MD, 21842, US
    • Location: 47.5 mi from Eastern Shore
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 4008 reviews)
    • Price: £45, includes taxes & fees, 18 Nov - 19 Nov, for Top Kid friendly Eastern Shore Hotels
    • Review: Wonderful balcony/beach view! In-room internet was so-so. Comfy bed, OK shower

    Hampton Inn & Suites Ocean City/Bayfront-Convention Center

    A pool area with lounge chairs, a hot tub, and a view of the ocean.
    • Address: 4301 Coastal Hwy, Ocean City, MD, 21842, US
    • Location: 47.1 mi from Eastern Shore
    • Star rating: 2.5/5
    • Guest rating: 8.8/10 (Excellent, 1000 reviews)
    • Price: £50, includes taxes & fees, 7 Dec - 8 Dec, for Top Kid friendly Eastern Shore Hotels

    Cambria Hotel Ocean City - Bayfront

    A multi-story hotel with balconies, a prominent entrance, and a view of the water.
    • Address: 13 SAINT LOUIS AVE, Ocean City, MD, 21842, US
    • Location: 47.4 mi from Eastern Shore
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 1000 reviews)
    • Price: £69, includes taxes & fees, 7 Dec - 8 Dec, for Top Kid friendly Eastern Shore Hotels
    • Review: The room was gorgeous

    St Michaels Inn

    A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
    • Address: 1228 S Talbot Street, St. Michaels, MD, 21663, US
    • Location: 20.2 mi from Eastern Shore
    • Star rating: 2.5/5
    • Guest rating: 8/10 (Very good, 1003 reviews)
    • Price: £65, includes taxes & fees, 17 Nov - 18 Nov, for Top Kid friendly Eastern Shore Hotels

    DoubleTree by Hilton Ocean City Oceanfront

    A balcony with a view of the beach and ocean.
    • Address: 3301 Atlantic Ave, Ocean City, MD, 21842, US
    • Location: 47.3 mi from Eastern Shore
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1003 reviews)
    • Price: £69, includes taxes & fees, 22 Nov - 23 Nov, for Top Kid friendly Eastern Shore Hotels

    Best Western Kent Narrows Inn

    A multi-story hotel with a covered entrance and a flagpole.
    • Address: 3101 Main Street, Grasonville, MD, 21638, US
    • Location: 29.6 mi from Eastern Shore
    • Star rating: 2.5/5
    • Guest rating: 8/10 (Very good, 1002 reviews)
    • Price: £75, includes taxes & fees, 22 Nov - 23 Nov, for Top Kid friendly Eastern Shore Hotels
    • Review: All the rooms have an outside entry, very noisy (highway) if you're on the backside.

    Quality Inn Grasonville near Kent Island

    A spacious lobby with a staircase, a reception desk, and a dining area.
    • Address: 101 Vfw Ave, Grasonville, MD, 21638, US
    • Location: 28 mi from Eastern Shore
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 1004 reviews)
    • Price: £69, includes taxes & fees, 13 Dec - 14 Dec, for Top Kid friendly Eastern Shore Hotels

    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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    FAQs: family holidays in Eastern Shore

    How can I find the best family-friendly holidays in Eastern Shore?

    At Expedia, it’s super-easy to find family-friendly holidays in Eastern Shore in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.

    Are there any cheap Eastern Shore family holidays?

    Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Eastern Shore family getaways start at . Prices and availability are subject to change and additional terms may apply.

    Can I book an all-inclusive Eastern Shore family holiday package?

    All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Eastern Shore and book the whole package in just a few clicks.

    How can I book the best family activity holiday in Eastern Shore?

    Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.

    Can I find luxury family holidays in Eastern Shore?

    To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Eastern Shore by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.

    How can I search for Eastern Shore family holiday deals?

    Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Eastern Shore family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.

    Can I book a Eastern Shore family vacation package with free cancellation and/or flexible dates?

    Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.

    Why should I book my Eastern Shore family trip with Expedia?

    Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Eastern Shore in no time.

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