A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Luxury Holidays

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  • Discover the most popular places to visit in Eastern Maryland

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

    Ocean City Boardwalk

    Rating: 9.0/10 (11,302 reviews)

    Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.

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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)

    Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.

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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)

    Learn about the events happening in Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the breathtaking sunrises in this family-friendly area.

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    A beach with people, umbrellas, and sand.

    Maryland Beach

    Rating: 9.0/10 (5,506 reviews)

    Why not spend a care-free afternoon at Maryland Beach during your travels in Ocean City? Stroll along the seaside in this family-friendly area or visit its lively bars.

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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)

    Bring your family to Jolly Roger Amusement Park and enjoy this exciting theme park in Ocean City. Amble around this family-friendly area's seaside or seek out the golf courses.

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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)

    Explore the lovely green spaces of Inlet Park and enjoy the golf courses in Ocean City. Stroll along the beautiful beaches or discover the area's breathtaking sunrises.

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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)

    The old classics get a new spin at this waterfront fun park, which has an exciting collection of wild rides, high-octane roller coasters and traditional amusements.

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    Ripken Stadium

    Rating: 8.8/10 (165 reviews)

    Catch an event at Ripken Stadium during your trip to Aberdeen. You can attend a baseball game while in the area.

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    What to do in Eastern Maryland

    Funfull Family Package Delmarva

    Funfull Family Package Delmarva

    £523

    per adult

    0% of travellers recommend

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    Top Luxury Eastern Maryland Hotels

    Inn at Perry Cabin

    A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
    • Address: 308 Watkins Ln, St. Michaels, MD, 21663, US
    • Location: 19.6 mi from Eastern Maryland
    • Star rating: 5/5
    • Guest rating: 9.6/10 (Exceptional, 407 reviews)
    • Price: £382, includes taxes & fees, 7 Dec - 8 Dec, for Top Luxury Eastern Maryland Hotels

    Cypress River Inn & Spa

    A brick pathway leading to a pool area with a fence and potted plants.
    • Address: 201 E Market St, Snow Hill, MD, 21863, US
    • Location: 47.2 mi from Eastern Maryland
    • Star rating: 5/5
    • Guest rating: 8.6/10 (Excellent, 8 reviews)
    • Price: £170, includes taxes & fees, 14 Dec - 15 Dec, for Top Luxury Eastern Maryland Hotels
    • Review: The bathroom vent had mold. I have photos of the vent

    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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    All you need to know about luxury holidays in Eastern Maryland

    What can I expect from a luxury Eastern Maryland holiday?

    Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

    How can I find all-inclusive luxury holidays in Eastern Maryland?

    Tick the all-inclusive and 5-star filters to find the crème de la crème of Eastern Maryland holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

    Can I book a cheap luxury holiday to Eastern Maryland?

    A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Eastern Maryland starting at . Prices and availability are subject to change. Additional terms may apply.

    Are there luxury spa holidays in Eastern Maryland?

    For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Eastern Maryland spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

    What should I look for when booking a luxury family holiday in Eastern Maryland?

    Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

    Can I book luxury last-minute holidays to Eastern Maryland?

    You can wangle a top-notch luxury holiday in Eastern Maryland for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

    Can I book a luxury holiday in Eastern Maryland with free cancellation and/or flexible dates?

    If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

    Why should I book my luxury travel to Eastern Maryland with Expedia?

    Nobody does luxury quite like Expedia. With so many gorgeous properties in Eastern Maryland to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

    Explore a world of travel with Expedia