Eastern Maryland Holidays

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Your Eastern Maryland Holiday

Leave all the planning up to us with an Eastern Maryland holiday package. With everything arranged before you leave, all you need to do is relax and experience this destination's wonders to the fullest. With so many things to do and see on a trip to Eastern Maryland, it can be tricky to know where to begin. Kick off your journey in Seaford at The Hen House and Seaford Sports Complex — two much-loved attractions here. Another top city worthy of a spot on your itinerary is Joppa. Don't miss White Marsh Mall and Gunpowder Falls State Park. When you're ready to stop dreaming and start packing, Expedia will help turn your Eastern Maryland holiday into reality.

Our guide on where to stay in Eastern Maryland

Find the best Eastern Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Maryland
A crowded beach with people sunbathing, swimming, and playing in the water.

North Ocean City

1 out of top 10 points of interest in this area

A noteworthy feature of North Ocean City is its stunning beaches. While you're in town, be sure to stop and check out Maryland Beach and Ocean City Beach.

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A Ferris wheel, a roller coaster, and a building with a sign that reads 'Holy Roller.'

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ocean City Beach and Jolly Roger at the Pier are top sights worth seeing.

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A beach with a clear sky and calm sea.

Ocean Pines

You'll enjoy the beaches and live music in Ocean Pines. You might want to make time for a stop at Ocean Pines Golf and Country Club or Isle of Wight Bay.

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A Ferris wheel, a carousel, and a food stall at a fair.

Midtown Ocean City

2 out of top 10 points of interest in this area

Midtown Ocean City is known for its stunning beaches, and with sights like Ocean City Beach and Seacrets Distilling Company, you won't get bored spending a day wandering around this part of Ocean City.

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A marina with multiple sailboats docked.

West Ocean City

The beaches and seaside views are top of the list for many visitors to West Ocean City. A stop by Tanger Outlet Center or Ocean City Harbor might round out your trip.

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Eastern Maryland Holiday

Eastern Maryland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Top Sights
Ocean City Beach, Maryland Beach and Assateague State Park

Our pick of the best Eastern Maryland Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD
AU$221
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,619 reviews)
"Good"

Reviewed on 13 Aug 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
AU$162
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,100 reviews)
"Great one night stay. Roof top bar was cool too"

Reviewed on 12 Aug 2026

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
AU$236
13 Sept - 14 Sept
includes taxes & fees
Grand Hotel Ocean City Oceanfront
See all 8,053 properties in Eastern Maryland
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Stay near popular Eastern Maryland attractions

A vibrant amusement park with a large red Ferris wheel, a yellow roller coaster, and various colorful rides.

Ocean City Boardwalk

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 wooden pier extending into the ocean with a person standing at the end.

Ocean City Beach

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 beach with people, umbrellas, and sand.

Maryland Beach

9.0/10 (5,506 reviews)
Nothing says holiday like spending a lazy day at Maryland Beach, a popular beach 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

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 pier extending into calm waters, a modern building with large windows, and a clear blue sky.

Roland E. Powell Convention Center

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 seaside or discover the beautiful sunsets in this family-friendly area.
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A wooden boardwalk by a body of water with binoculars and a bench.

Inlet Park

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 seaside or discover the area's breathtaking sunrises.
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Frequently asked questions

How much does an Eastern Maryland holiday package cost?
Chart your own course with our Eastern Maryland holiday packages, which start from only . Pick the hotels and flights that fit your travel plans. Then, add on one or two tours or experiences for a one-of-a-kind getaway.
How do I get a cheap travel package to Eastern Maryland?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into an Eastern Maryland holiday package to save tons of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to tailor your trip your way. We offer more than 550 partner airlines and 1 000 000 hotels worldwide, so that everyone has a chance to travel and live out those holiday fantasies.
What are the top hotels in Eastern Maryland?
For properties in Ocean City with comfy beds and friendly service, you can't go past Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel. If you're swinging by Selbyville as well, you can look forward to a wonderful night's sleep at Fenwick Inn or Hilton Garden Inn Ocean City Oceanfront.
How far in advance should I book my Eastern Maryland holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you're booking late, fear not. Bargain prices occasionally appear within a few weeks of departure dates.
What does an Expedia Eastern Maryland travel package include?
That depends on what type of escape you're thinking about. Eastern Maryland travel deals can include flights, hotels and car rentals. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking an Eastern Maryland travel package?
When you book your hotels, flights and car rentals together, you'll walk away with incredible discounts. Whether you're organising a beach break in a villa or want to stay in a fancy hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Eastern Maryland Expedia holiday package?
You can, and with more than 550 airlines to select from throughout the world, it's all about choice. Look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Eastern Maryland holiday package?
We understand — life sometimes gets in the way of your plans. If you've locked in an Eastern Maryland holiday package and have to change or cancel it, we can help. We suggest visiting our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.