Eastern Maryland Holidays

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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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Top hotels in Eastern Maryland

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD
€126
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (2,725 reviews)
"This stay was extremely uncomfortable and unacceptable. The room was not properly cleaned. There was visible grime and mineral buildup on the shower head where the water comes out, stains on the sheets and pillowcases, leftover sand on the floor from previous guests, stains on the sofas, and dirty ..."

Reviewed on 24 Aug 2026

Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
€101
7 Sept - 8 Sept
includes taxes & fees
Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
€81
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (2,117 reviews)
"Good for families with kids"

Reviewed on 25 Aug 2026

Fenwick Inn
See all 8,069 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.

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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A vibrant amusement park with a Ferris wheel, a prize factory, and various rides and attractions.

Jolly Roger at the Pier

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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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.