Eastern Shore Beach Vacations

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Top Beach vacation packages in Eastern Shore

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DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites
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3 Night Beach vacations in Eastern Shore

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DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites
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4 Night Beach vacations in Eastern Shore

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Grand Hotel Ocean City Oceanfront
Sea Breeze Inn
Princess Royale Oceanfront Resort
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Find your perfect Eastern Shore beach vacation

How do I book the best Eastern Shore beach vacation packages?

Life’s a beach when you dive into our brilliant Eastern Shore beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Eastern Shore?

A rental steps from the shore creates an amazingly affordable Eastern Shore beach vacation. Seaside sojourns during low season start from $1,087. Prices and availability are subject to change. Additional terms may apply.

When should I book a Eastern Shore beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Eastern Shore?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Eastern Shore beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Eastern Shore vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Eastern Shore beach vacation deals?

Sort your search results by deals to delight in amazing Eastern Shore beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Eastern Shore beach trip with free cancellation and/or flexible dates?

Just like the Eastern Shore tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Eastern Shore beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Eastern Shore. (OK, maybe not that last part.)

Top Beach Eastern Shore Hotels

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
  • 12 min drive from Ocean City Boardwalk
Walk along the waves in Ocean City, as you'll be within walking distance of Ocean City Beach when booking a getaway at this spa hotel. Amenities at Princess ...
8.8/10 Excellent! (2,508 reviews)

Travelers like: on the beach, beach yoga, beach umbrellas, indoor pool

Travelers say...
"The staff was super nice and hotel is clean and family oriented"

Reviewed on Jul 5, 2026

Princess Royale Oceanfront Resort
Francis Scott Key Family Resort

Francis Scott Key Family Resort

2.5 out of 5
12806 Ocean Gtwy Ocean City MD
  • 28 min walk from Ocean City Boardwalk
At this hotel, get ready to stroll along the shoreline in Ocean City, as you'll be near the beach. 2 bars, a free beach shuttle, and an indoor pool are just ...
8.2/10 Very Good! (118 reviews)

Travelers like: close to beach, kids pool

Travelers say...
"The rooms were very nice and clean. The inside pool was the best to avoid the Sun and heat. PJ's pizzeria everything on the menu was delicious. Will definitely come again."

Reviewed on Jul 4, 2026

Francis Scott Key Family Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
  • 19 min walk from Ocean City Boardwalk
Enjoy your stay at this hotel and stroll along the shoreline in Ocean City, as you'll be not far from Ocean City Beach. 4 restaurants, an outdoor pool, and a ...
9/10 Wonderful! (3,656 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...
"Location was good & convenient and so was beachfront access"

Reviewed on Jul 4, 2026

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